Navigating an existential crisis in tech: tips from a Silicon Valley executive coach

The emergence of the darker side of A.I. the downturned economy, mass layoffs, and most recently the collapse of Silicon Valley Bank have made the past few weeks especially tumultuous for those working in the tech sector. For over a decade, my work as an executive coach in Silicon Valley has given me visibility into the sorts of quandaries tech leaders face while building products that transform the world in unpredictable ways. Many are facing a new sort of existential stress, as they work to find a way to reconcile how their professional contributions could pose a serious threat to the future of humanity. 

The current mood across the tech ecosystem has shifted away from a once devil-may-care attitude, notably among millennials raised on a diet of ‘move fast and break things’. The Bay Area, known for its youth-forward social climate is widely considered the country’s pulse of progress and tech innovation. My coaching work throughout the tech boom era entailed helping tech workers prepare for eventual burnout, since most were happy to immerse themselves in work with little to no separation of their social lives, only stopping to refuel their mission-driven ideologies with annual trips to Burning Man

The whiplash of recent events in 2023 following the erosive damage caused by the pandemic has led to a jarring new kind of existential stress among the tech crowd. The encroachment of A.I. tools rendering careers obsolete at breakneck speed, the sterilization of creative industries, and evidence that A.I. operates with racially biased, sexist and morally unethical practices has many people deeply fearing what the future holds. 

What exactly is ‘existential stress’ and how does someone manage an existential crisis?

Existential stress occurs as a result of inner conflicting feelings that lead someone to question the meaning and purpose of their life. When we face personally important questions that aren’t easily resolved, we can end up feeling stuck and unsure of how to move forward. This leads to feeling deeply uneasy when we no longer feel rooted in the values and principles that once led our purpose and direction in life. Existential stress may be experienced as a crisis when once effective strategies for managing stress are no longer sufficient and our overall functioning wanes.

If you or someone you know is feeling this way and wondering what to do, here are key signs that you may be experiencing an existential crisis:

Chronic worry. You may be experiencing recurring worries and unsettling fears that you are no longer able to get past, and distract you repeatedly in your daily life.

Loss of motivation. You may be easily overwhelmed or lose direction doing tasks you once completed with effort, and feel a loss of desire or drive that once fueled your work ethic. You may feel disconnected to the purpose of meaningful tasks, which may leave you feeling like ‘you’ll never catch up.’ 

Low energy. You’ve fallen out of your normal sleep, exercise, and diet routines that historically sustained you, leading to an erosion of your baseline energy. 

Loss of social appetite. You may have less interest in spending time with others you once enjoyed connecting with, due to low energy and mood. With diminished social interactions, we are less apt to consider alternative perspectives and benefit from the restorative nature of social connection

Loss of control. You may feel a lack of control over the future and feel like you can no longer prevent bad things from happening. This can lead to feelings of helplessness, as though your efforts are pointless and/or meaningless.

Anxiety or depression. While it’s normal to experience a range of emotional highs and lows throughout one’s life, you may find yourself struggling with mood symptoms that have reached clinical levels.
Substance abuse and/or self-sabotaging behaviors. You may find yourself relying on substances to avoid thinking or feeling, or falling into habits that are personally harmful as a temporary distraction from feeling lost. 

Seek professional help first. It can be difficult to know where to start when stress levels rise, making it difficult to add anything new to your life. Make time to check in with your primary care physician, share with them any changes you are experiencing in your physical and mental health, as well as any history of diagnoses, and take their advice if they recommend seeing a mental health professional. Adopting the appropriate level of support is the most important step in moving forward successfully, and may require an interdisciplinary approach.

Initiate changing your current patternNewton’s first law of motion states that “every object will remain at rest or in uniform motion unless compelled to change its state by the action of an external force.” The tendency to resist change can put us in a state of inertia. The less physically active we are, the harder it is to move, leading to a cycle of diminishing energy. Adopt healthy sleep and diet habits as a priority, because it can determine your mental health in the same way many other variables do.

Reach out to others. Seeking support from friends and family is crucial when facing existential stress. While it may help to spend time alone to process your feelings, it’s important to not remain isolated for too long. Try seeking out new social opportunities, listen to how others are managing similar stressors. Connecting with others can normalize our experiences and help reduce feelings of isolation.

Practice self-expression. Pent up emotions can rob us of vital energy and focus. Find ways to process and express what you’re going through. Seek out opportunities that allow you to be creative, connect with your inner experience, and process it through writing, artwork, or any simple, routine task that soothes you.

Practice gratitude. When we experience ongoing stress, everything begins to blur together and falls under a negative light. Build the habit of noticing what you normally ignore, and have learned to take for granted. Look outside of your bubble, beyond your station in life as a reminder of how much you can appreciate about your current existence.

Focus on what you can control. Feeling a newfound loss of control is a core part of existential stress. Focus on what you can control to ground yourself in reality.  Remind yourself there will always be elements of life you can’t control, let alone predict. Fixating on those things reduces our ability to pay attention to the parts of our life we can influence with forethought and effort.

Practice mindfulness and meditation. Developing a restorative mindfulness practice like meditation can open a gateway to much needed relaxation. Giving yourself this mental ‘downtime’ works to restore mental agility and improves your ability to respond to stressors. 

Redefine your life’s purpose. Our existential concerns are often born out of feeling a loss of direction, leading to fears that we’re no longer on the right path. Take time to revisit your values, and if necessary develop new strategies for decision-making. It’s a good reminder we never stop changing, so our habits may need updating if we are to remain focused on what’s most important to us.

How startup founders use cognitive behavioral coaching to master their toughest conversations.

Executive coaching was developed to help people make the most of their abilities, gain deeper self-awareness, build people skills and resiliency for mastering the challenges of work life. Startup founders, senior management or leaders with significant responsibilities enlist coaches to help them bring new insights and skills to their relationships and broader life picture. 

 Coaching startup founders through crucial conversations isn’t just serving as a sounding board while they pitch investors, work through co-founder conflict and make hiring and firing decisions as their company scales. Founders undergo a great deal of personal transformation on this journey. They are also responsible for elevating early employees into leadership roles in which they likely have little to no experience. When founders use coaching to learn evidence-based cognitive behavioral tools for personal growth and in their management practices, they internalize a coaching mindset. This leadership style positively impacts the overall health and stability of the organization’s interpersonal climate.

This week while working with a client on communication skill building, she asked me:

“Why are crucial conversations so much harder for some people than others? Giving negative feedback to my employees is the least favorite part of my job as a CEO.” –Startup founder

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Here’s a truth I’ve learned from having thousands of therapy and coaching sessions with people about their toughest crucial conversations: everyone experiences heightened, uncomfortable emotions. So unless you’re a psychopath (which is a different article!) it’s not realistic to expect to remain emotionally unchanged when facing high-stakes, crucial conversations. Humans evolved to experience this ‘Fight or Flight’ Response as a survival instinct in the face of perceived threat. When we anticipate having a high-stakes conversations, our brains can get railroaded by our emotions, mimicking the addiction response and diminishing our ability to think critically and generate effective responses. Without developing a practice to manage effectively this pattern, founders are at high risk for making poor management decisions and eventually burnout. 

The premise of Cognitive Behavioral Theory is that our emotions are triggered by automatic thoughts that serve to alert us to the possibility of imminent danger. People’s perceptions occur as spontaneous thoughts, which directly influence their emotional, behavioral, and physiological reactions. Our perceptions are often magnified or distorted when they are distressed, making it difficult to see things objectively. By examining our “automatic thoughts” and identifying the factual evidence that refutes them, we are more capable of seeing a view that more closely resembles reality. With practice, our distress will decreases considerably, allowing us to make behavioral choices with higher functionality.

 

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Billionaire investor, author and co-founder of Oaktree Capital Howard Marks discusses risk assessment and the psychology of investing on The Knowledge Project with Shane Parrish. He attributes his success with high-stakes decision-making to his ability to confront the evolutionary emotional programming that automatically drives human behavior. He shares that by adopting a mindset of ‘dispassionate observation and examination of thought‘ before acting, people can learn to accept the impossibility of predicting or controlling the future with 100% accuracy. This mindset reduces the risk of making decisions that overshoot a situation, out of instinctual enthusiasm or fear. In essence, putting cognitive behavioral tools at the helm of his investment decision-making. Founders can use this approach for their toughest, crucial conversations to stabilize their emotions, conserve mental energy and improve the odds of a successful outcome.

How to Use Cognitive Behavioral Tools in Crucial Conversations:

Practice writing out evidence-based thought records to dissect past situations that have lead to uncomfortable feelings. This simple but powerful exercise trains your brain to re-examine how your thoughts, feelings and behaviors are all interconnected.

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Practice observing behaviors and listening for the ‘content versus conditions’ of a conversation as a way to spot the risk of a conversation turning into a conflict. The instant people perceive disrespect in a conversation (a hostile condition), the interaction is no longer about the original purpose (the content)- it is now about defending oneself, further escalating emotions.

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Our emotional responses naturally turns into a ‘storyline’ or narrative in our head when we perceive hostility that feels like an injustice, shaping how we ‘make meaning’ of the person’s actions. Look for the factual evidence that supports your storyline and identify the emotional response tied to it.

With the understanding that rarely is any situation 100% factually true, look for the evidence that does not support your ‘story’. Practice questioning your conclusionslook for evidence that supports other possible perspectives with the goal of identifying multiple perspectives.

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Keep practicing the habit of identifying your emotional response and stories, developing a more balanced point of view rather than accepting your own without question. Learn to understand and take into account multiple perspectives before engaging in crucial conversations.  This mindset will translate into more effective exchanges in your relationships, and ultimately help you become a more successful, well-respected leader.

Your brain responds to competition more than you know- choose your motivational tools wisely.

Do you know what drives your urge to compete? Your motivation influences your performance outcomes, whether you acknowledge it or not. 

Wanting to win‘ versus ‘wanting to avoid losing‘ are two subtle yet measurably distinct differences that drive people’s sense of competition. Murayama and Elliot’s (2012) meta-analyses found the effects of competition depend on this difference in the minds of competitors. When someone wants to outperform others by winning, they tend to benefit from competition, but when they want to avoid performing worse than others, competing reduces their performance. Burnette et al’s (2013) meta-analysis found that the desire to win is positively related to goal achievement, whereas the desire to avoid losing is negatively related to goal achievement. Senko et al’s (2017) meta-analysis found that “wanting to win” improves performance only when it’s accompanied by strategies that leverage a competitor’s feelings of mastery. The take-away from these research findings is that “wanting to win” is not enough to protect people from the pitfalls of social competition that provokes fear of losing.

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A primary function of executive coaching is helping people build lasting tactical strategies that motivate behavioral change for goal achievement and peak performance. My coaching practice in Silicon Valley is filled with non-stop competitive people- entrepreneurs, CEOs, venture capitalists, and creative builders leading the edge of tech innovation. Naturally, using competition to fuel new habit formation and improve performance is a no-brainer for many of my clients. But not all tools designed to foster competition  will improve motivation and performance for all people, in all situations. Competition is good for sustaining motivation and achievement only when it reinforces feelings of competency or a person’s intrinsic values beyond winning alone.

Designing life goals through the lens of one’s self-determined values is vital not just for achieving a high success rate but for overall psychological well-being. As one might expect, people generally like to feel in control of their own lives. Self-Determination Theory asserts that people seek and engage activities that satisfy these Three Basic Psychological Needs:

Competence: the feeling of satisfaction achieved through completing a challenging goal. Why does this matter? You get to feel masterful and effective. You get to feel that you’re achieving hard things. (Great for people whose personal pet peeves are ineffectiveness and helplessness!)

Relatedness: the satisfaction you get when you feel understood, liked and inspired by people you care about or value. Why does this matter? You get to feel closer to the people you’re engaging with in meaningful ways. (Great for people whose personal pet peeves are feeling rejected and disconnected!)

Autonomy: the satisfaction you get when you act with a sense of personal commitment and choice. Why does this matter? You get to feel in control and the master of your own outcomes. (Great for people whose personal pet peeves are feeling coerced and micro-managed!)

Cross-cultural research has shown these Three Basic Psychological Needs to be intrinsic to all people’s healthy development, engagement, motivation, and well-being. When these needs are met people achieve greater work performance, less perceived stress, and experience fewer turnover intentions. When these needs are blocked, people are likely to experience negative psychological consequences.

A Behavior Change Technique (BCT) is an ‘active ingredient that brings about behavior change’. BCT’s are often used to build a competitive framework, and can either support or frustrate the three Basic Psychological Needs.

How Different Behavior Change Techniques support or frustrate the ‘Three Basic Psychological Needs’
  • Behavioral Change Technique: Goal Crafting.
    • Build in meaningful ‘whys’ or reaching the end goal of a competition won’t matter. Self-Determination Theory tells us many goals fail to motivate because they aren’t personally relevant, or they provide incentives that help people avoid losing rather than winning for personally rewarding reasons. Helping people craft goals that reflect their unique values reinforces their sense of autonomy.
  • Behavioral Change Technique: Feedback Crafting.
    • Build in useful feedback or making progress in the competition won’t matter. Self-Determination Theory tells us well crafted feedback promotes feelings of competence and mastery. As people monitor their progress through feedback they have the chance to use well-timed feedback for making improvements. Crafting feedback that provides a practical roadmap for making improvements helps people achieve feelings of competency. Encourage how feedback is incorporated to reinforce the person’s sense of autonomy.
  • Behavioral Change Technique: Social Comparison.
  • Behavioral Change Technique: Competition Size Matters.
    • Build a group size that factor’s in a person’s proximity to the top performance to optimize a person’s effort. There’s a reason why Junior Varsity and Varsity teams are still a thing! If you want to get the most benefit from a competition creating small, ability-based groups may be the best way to go. A 2009 study by Stephen Garcia and Avishalom shows competition is most motivating when there are fewer competitors in the comparison pool.

Whether in a work environment or in one’s personal life, people who measure their growth against those with comparable values and abilities experience boosts in motivation and performance. “When we see someone else just like us being able to complete a task and gain the recognition we seek, we up our game to achieve these outcomes for ourselves” according to Jillene Grover Seiver, PhD, professor of psychology, who’s research findings demonstrate the positive influence of rivalry on competition outcomes.

These are just a few of the techniques I use to inspire meaningful motivation through executive leadership coaching. By considering how our innate psychological needs factor into what’s driving our sense of competition, we can achieve greater outcomes with longer lasting results.

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Fyre Festival’s fraudulent founder Billy McFarland: overcome FOMO and spot dangerous narcissism before getting burned

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Fyre Festival’s founder Billy McFarland

Everyone’s talking about the newly released documentaries taking viewers behind the scenes of the disastrous 2017 Fyre Festival. Hulu’s Fyre Fraud and Netflix’s Fyre: The Greatest Party That Never Happened. Both cover the social-media hyped event gone horribly wrong: festival founder and entrepreneur Billy McFarland duped thousands into purchasing tickets upwards of $3,000 each for a tropical island VIP get-away laden with models, celebrities, and A-list music acts. Instead, festival-goers were stranded, fighting over survival essentials like water and food in a squalid tent city.  Worse yet, Fyre festival proved financially deleterious to the island’s local inhabitants who were deprived of wages, some of whom depleted their life savings attempting to bring the grandiose festival to fruition. The documentaries bring viewers up to date with Billy McFarland, the 27-year-old founder of the company behind the festival, being sentenced to six years in prison in October of 2018 , and facing a $26 million forfeiture order. In a Vox interview with Maria Konnikova, the psychologist featured in the Hulu documentary, she discusses the “Dark Triad,” a set of three socially aversive personality traits: narcissism, Machiavellianism, and psychopathy, all wrapped up in one person. “I think [McFarland] definitely has narcissism and Machiavellianism,” Dr. Konnikova told Vox. “He might also have psychopathy, but it’s hard to know without talking to him further.” While McFarland’s actions have been captured by these documentaries and other media accounts of his company Fyre Media, it’s hard not to be intrigued by what sets him apart from other vision-driven, charismatic entrepreneurs.

Can you overcome FOMO and spot dangerous narcissism before getting burned?

No one wants to think of themselves as unable to spot a scam when they see one, or that they might fall prey to the type of person who is capable of blinding our rational judgement, swindling innocent people of their savings, or endangering people’s physical safety and professional livelihoods. Fear of Missing Out (FOMO) can exacerbate our risk of being taken advantage of by diminishing the tell-tale signs of a threatening situation. In comparison, the threat of ‘missing out’ on something that has the potential to inflate our social status, evoke envy in others or afford us the chance to come into rare financial gain can seem like the bigger risk.

Silicon Valley is where entrepreneurs come from all over the world to participate in the get-rich-culture of startups, fueling FOMO and attracting top talent, cutthroat competitors and predatory schemers. Research findings have linked narcissism to  entrepreneurs, serving as a personality foundation for their larger-than-life dreams of creating the next Google or Facebook.

Is narcissism always a bad thing?

People commonly wonder “Isn’t some degree of narcissism typical and necessary for people to become high-achievers?” While healthy self-confidence is necessary to form resilience in the face of adversity, and sustains perseverance through trying times, this is different than true narcissism. Healthy self-confidence stems from hard-earned accomplishments, proven mastery, the fortitude to own ones’ mistakes, and a respect for those committed to learning, growing, and working. Narcissism is actually a psychological defense against underlying inadequacy and shortcomings (which is why it’s referred to as “malignant self-love”. Low self-awareness, high entitlement, habitual belittling of others, inflated sense of abilities, and need for constant admiration are other key features. Combined with psychopathy and Machiavellianism, narcissism emboldens people to take advantage of others regardless of the potential for harming them, in order to create opportunities for personal gain at others’ expense.

Fyre is testimony to how today’s ubiquitous FOMO culture fuels irrational decision-making, group-think akin to cult culture, creating opportunity for those with The Dark Triad to prey on unsuspecting others. Even if Billy McFarland was ultimately found guilty of fraud, countless people were willingly invest their money, power and influence which together, drove forward Fyre Festival to it’s spectacularly disastrous end. McFarland’s story is just the latest buzz in a growing pile of internet-fueled schemes where people forgo judgement for opportunity, and it certainly won’t be the last.

How mindfulness meditation is strengthening today’s top leaders- the science behind the hype.

To stay ahead of the competition these days, high performing leaders are going beyond daily wellness habits in exercise, diet and preventative behavioral health. Mindfulness meditation has become the gold standard for fueling the uppermost skills that leaders depend upon in moments critical to their success. David Gelles’ book Mindful Work discusses the rising utility of mindfulness in the workplace, with leading companies like Google, General Mills, Disney and Patagonia using mindfulness training for measurable gains across all levels of employment. 

The ability to focus and stabilize our emotional responses to internal and external stimuli cannot be understated. Even for individuals who thrive under pressure, operating under chronic fast-paced, demanding conditions taxes our brain’s acuity over time. Brain training through mindfulness meditation works to restore our mental agility, improving our ability to effectively respond to stressors.

What is mindfulness meditation?

Mindfulness, put simply, is paying attention in the present moment and choosing to respond purposefully and without judgement rather than automatically. Using mindfulness allows us to respond from a place of clarity and compassion, rather than becoming overwhelmed by the physiological changes we experience in moments of stress.  This ‘freeze, fight or flight’ response evolved in humans as a survival mechanism, enabling us to react quickly to life-threatening situations and is responsible for instinctual emotional reactions like greed, fear or anger meant to protect us from harm. Chronic activation of this survival mechanism not only impedes our ability to think clearly and perform optimally, it’s proven to be deleterious to our overall health.

The practice of meditation dates back thousands of years with a wide span of techniques tied to cultural and spiritual origins. Jon Kabat-Zinn, an MIT PhD in molecular biology developed the Mindfulness Based Stress Reduction (MBSR) in 1979. His work has been instrumental in bringing the health benefits of mindfulness practice to the public’s attention and scientific communities worldwide. Scientific outcome studies on mindfulness have since demonstrated positive benefits for people with chronic pain, heart diseaseaddiction, tinnitus, and complex physical conditions, such as irritable bowel syndrome, cancer, and HIV.

My doctoral training in mindfulness meditation began nearly 20 years ago through UCSF/San Francisco VA Medical center. I helped vets manage chronic pain and anxiety, quit smoking and improve their eating habits, teaching mindfulness and meditation techniques like progressive muscle relaxation, diaphragmatic breathing and guided imagery. Since then, I’ve seen how universally effective mindfulness is for helping people achieve health and performance goals that otherwise might be insurmountable. Bob Lesser, MPP, LP teaches mindfulness as part of his mental skills training with entrepreneurs in the tech ecosystem, who “gain mental clarity and focus, become less reactive and volatile, and achieve more control over their most challenging emotions.”

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How does mindfulness meditation change your brain?

The science behind the hype:

  1. Improves decision-making. Researchers at Harvard, Yale, and the MIT have found evidence that meditation alters the physical structure of the brain, increasing thickness and brain activity in parts of the prefrontal cortex, where higher-order thinking takes place – judgment, decision making, planning, and discernment. A publication by The Wharton School of Management “Debiasing the Mind through Meditation: Mindfulness and the Sunk-Cost Bias”  discusses how short meditation sessions reduces the likelihood of making decisions based on information from the past that should have no bearing on the choice at hand.
  2. Stabilizes communicate skills under pressure. Instead of avoiding or exacerbating conflict with emotional reactions, mindfulness allows you to navigate clashes with the cool-headedness needed to facilitate successful conflict resolution. A Massachusetts General Hospital study showed that meditation reduced the size of the amygdala (the area of the brain responsible for emotions, particularly fear-based survival instincts) after just 8 weeks.  Mindfulness practitioners were less likely to overreact and had fewer angry outbursts. Gains in “emotional regulation” increased by meditation endured in some cases for up to four years of follow-up.
  3. Increases energy for heightened productivity. Mindfulness practitioners are more equipped to thwart stress and anxiety, and report increased energy levels compared to non-practitioners. Outcome studies on mindfulness have demonstrated reduced cortisol levels among users, quelling their experience of errant stress.
  4. Improves your focus. Meditators have been shown to perform significantly better than non-meditators on all measures of attention, processing speed, and inhibitory control. The most extensive longitudinal study on meditation to date discusses the role of meditation for improving focus and altering cognitive change across a person’s lifespan, preventing age-related mental decline.
  5. Strengthens your body’s immunity and pain tolerance. Mindfulness has proven to help people better manage chronic painaddiction, tinnitus, and recover from complex physical conditions, such as heart diseaseirritable bowel syndrome, cancer, and HIV.
  6. Awakens a deeper creativity. Meditation quiets the brain’s limbic system and supports mental decompression, facilitating the mental flow and innovation that gets lost in a busy, stress-filled day. Mindfulness practitioners were less cognitively rigid than non-practitioners, demonstrating a higher aptitude for getting ‘unstuck’ when solving creative problems.
  7. Builds resilience in the face of setbacks. Highly successful leaders use mindfulness to bounce back from failures, smarter and stronger. Fast-paced, demanding roles require a high stress tolerance, the ability to weather unpredictable outcomes and preserve a solution-focused mindset.
  8. Enhances peak performance. Taking a mindful moment (think seconds not minutes) primes and stabilizes the mind and body for optimal performance outcomes. SEALFIT Founder and CEO Mark Divine puts it beautifully, saying mindfulness is “a progressive process of integration: refining the physical, mental, emotional, intuitional, and spiritual until they emerge as one.”  Michael Gervais, a high performance psychologist for the Seattle Seahawks and other world class athletes and co-creator of USC’s Peak Performance Institute  shares that every morning, he practices the following routine: first thing, (even while lying in bed) take one breath to reconnect your brain and body and remind yourself that 1. everything is ok, 2. followed by setting one clear intention for the day, and 3. one thought of gratitude.

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Is “mindfulness” at risk of becoming just another buzzword? 

With science-backed evidence that mindfulness improves many vital areas of human functioning, the mindfulness meditation movement faces the threat of dilution by detractors hoping to capitalize on its potential, without generating real value for the consumer.

“By slapping the word mindfulness on new products and services simply to make them fashionable, these corporations are making the word itself somewhat impotent.” David Gelles, author of Mindful Work

As a result, people will need to be discerning about the quality of different mindfulness products and services, as the market floods with new apps, programs, and brands that tout mindful solutions.

How should I decide what mindfulness services and products to try? Where to begin?

Whenever exploring a behavioral change for health-intended purposes, it’s important to clarify your goals and expected outcomes, and consider ‘why now’ is a good time to commit to a new activity like mindfulness meditation. Make sure to share this intention with your personal support system, and check in with professionals anytime you encounter challenges in the process. As the holiday season approaches, consider how mindfulness training could be positively impactful for you and/or your organization.

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Decoding my personal truth: how to figure out what to do with my life (and still ideally pay my bills!)

These days, people are increasingly using executive coaching for the purpose of ‘figuring out what to do with my life’ (and ideally still be able to afford living in the Bay Area!)  From high-ranking executives at globally successful companies, to startup founders who’ve sold their company and are now free to roam, to Bay Area transplants who’ve grown disenchanted with the tech scene- all have entered my practice ready to decode their personal truth, find their greater purpose, and build a personally meaningful roadmap toward their version of success.

“A man should look for what is, and not for what he thinks should be.”  Albert Einstein

Our personal truth serves as our unique roadmap, helping us navigate toward a future created with purpose.  Every day we make choices that steer us on our personal path- our inner beliefs, preferences, sense of right and wrong all come together to drive the direction we take in life.  In his book Unapologetically You, behavioral science academic and author Steve Maraboli advises us of the importance of this position: “Live your truth. Express your love. Share your enthusiasm. Take action towards your dreams. Walk your talk. Dance and sing to your music. Embrace your blessings. Make today worth remembering.”  

But what if we aren’t sure of what we are meant to do, and our greater purpose seems unclear?  How do we ‘know’ what’s right for us?

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Disenchantment A new Netflix toon with a title that captures the sentiment of many.

How can we be sure of ‘what’s best’ when we make choices for our future?  Some people feel a deep sense of conviction about their life’s purpose- “I was born to make music. I was born to build.  I was born to heal.”  Other people don’t feel this depth of clarity, and take aim for their future by solving tangible problems first- they develop a range of practices, skills and resources to prevent commonly avoided hardships like sickness, injury, poverty, social isolation.  Others feel satisfied knowing they’ve contributed to offsetting the needs of their family, community, or are embodying their religious tenets faithfully.  Even with recognizable success, some people may still wonder if they they’ve adequately challenged themselves to fulfill their personal destiny or greater purpose in life.  How can we ‘know’ if we’ve made the right choices for ourselves? At some point, a person’s experience of happiness and purpose comes back to personal taste, or preference for achievement.

Cultural expectations, opinions of people we admire, and social influences related to the times further shape our notions of what an ideal, purpose-driven, meaningful life looks like.  How have outside influences shaped your assumptions about what you should do with your life?  Without awareness of what’s driving your thoughts, feelings and behaviors it’s easy to get stuck in the habit of chasing goals without fully understanding if it’s personally important to do so. We can distract ourselves by measuring outcomes in size, volume, impact, or accumulation as a marker to indicate the degree of our success.  We may even learn to rely on these outcomes to tell us how satisfied we should feel.   

Three Exercises for discovering personal truth-  how do you ‘know’ yourself?

Cognitive psychology is the scientific study of the mind as an information processor- cognitive psychologists seek to understand human perception- the process of how we experience our emotions, how we develop mental representations, and derive genuine fulfillment from our experiences.  

Bring to mind some of your favorite moments in your past.  When you think about places, recreations, or experiences that you enjoy for the sake of the pleasure they gives you- try to uncover the why behind the attraction, or the feeling they’ve given you.  Identify your preferences in the following areas, simply based on your experience of them: how do you ‘know’ you like them?

  • areas in nature (cliffs, beaches, snowy mountains, open fields, woods, etc)
  • Sounds of specific musical instruments, musical genres, or eras of music
  • Social activities at a party (group games, exploratory dinner conversations, group cooking, dancing, people watching, etc)

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Discovering truth in Silicon Valley

2. Can you identify how external influences or mental representations play a role in how you developed these preferences? 

  • Consider how your family, social circles, workplace or local communities have shaped your understanding of how to best spend your time.
  • How does the narrative you’ve adopted about your personality style (e.g. loner, leader, helper) shape your predictions of trying new experiences and how you’ll feel about them?

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3.  Imagine moving to a society where areas of achievement, compensation for work and the social status of various roles were completely different than what we know them to be now.

  • Can you imagine choosing a role/occupation (a collection of responsibilities and activities) without knowing how this society thought of it?
  • What would you be doing? (Starting an original project? Building a team after evaluating competencies in people? Leading growth?)
  • How much of your attraction to these elements are because you’re familiar and/or been successful in doing these things in the past?  
  • If you found out there was one additional responsibility within this role/occupation that you were apprehensive to take on, what would that be?

These exercises are meant to help you uncover and tap into your personal truth, creating a guiding force for making choices in the big picture of your life path.  Be patient with yourself, track the evolution of your thoughts, feelings and insights throughout the process.  You’re on your way to ‘knowing’ yourself better than ever before.

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How startups use psychometrics for leadership development can make or break them: 4 major principles to follow

A survey by the Society for Human Resource Management estimates that at present, 18% of companies use psychometric testing for a range of purposes, most commonly recruitment and hiring.  According to Harvard Business Review, skillful application of cognitive and personality tests (also known as psychometrics) help companies avoid hiring and managerial mishaps, which are estimated to cost a company at least one year’s pay.  Poor management can be especially fatal for startups, making skillful leadership critical to a startup’s early growth and success.  Ray Dalio founder of Bridgewater Associates, the largest hedge fund in the world managing $160 billion discusses the value of psychometric use for leadership development in his widely recognized bestseller Principles: Life and Work.  Dalio and his employees use psychometric observations and evaluations to identify and minimize derailing behaviors among high potential leaders.  In sum, leaders who lack self-awareness and fail to learn from their experiences contribute to their own derailment.  Honing self-awareness is the prevailing objective among clients in my executive coaching practice aiming to mitigate the derailing pitfalls that new challenges bring.   Applied research findings in this area reveal the most common derailments among faulty leaders:

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  • Problems with interpersonal relationships
  • Failure to build and lead a team
  • Lack of self-awareness
  • Inability to learn from feedback and experience
  • Trust/integrity issues
  • Inability to change or adapt
  • Poor composure under stress
  • Over-reliance on strengths

Unfortunately, many organizations choose the wrong psychometric assessments to use in their leadership development efforts, or use them in the wrong way.  Expert application of psychometrics can be a costly investment for small startups.  Typically the luxury of employing an esteemed management company like McKinsey for psychometric use in leadership development is far outside of the budget of early stage startups.

My professional experiences teaching and utilizing a range of psychometric assessments and later coaching tech leaders through challenging transitions provide a framework for offering these guiding principles on how startups can optimize psychometrics for their leadership-development.

Four major principles to follow:

Consider applicable laws.  Stay in legal compliance whenever employing psychometric tests. in your organization.  Anti-discrimination laws apply to psychometric assessment tools (particularly cognitive tests) stating they must be job-relevant and demonstrate internal and external validity.  The Americans with Disabilities Act provides specific guidelines for using psychometrics within organizations- they must respect people’s privacy and not aim to “diagnose” potential hires or employees in any way.  Historically organizations have used clinical psychometric assessments like the MMPI-2 for employment decision-making, though it was designed for the purpose of diagnosing mental illness and identifying traits common in those with personality disorders.  Because the MMPI-2 was developed for use with psychiatric and prison populations,  some employers have been taken to court for using it in their organizational decision-making and lost.  Using psychometric tools designed for use and application in industrial/organizational settings is a safer bet for company decision-making.

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Choose your tests wisely.  Aim to build an evidence-based approach for evaluating leadership growth and performance, with specific purpose in mind. If using psychometrics for hiring, aim to demonstrate that your hiring tools predict how you’re defining ‘success’ in a given role using rigorous statistical analyses.  Relying on interesting but random psychometric outcomes will at best waste time and resources, and at worst lead managers to make faulty decisions.  If using psychometrics to increase self-awareness in leaders, select assessment tools designed for this purpose, proven to be scientifically valid by experts in the field, and have demonstrated utility in identifying and redirecting problematic behavioral patterns.  Whenever possible, get support from experienced organizational consultants to help your company select appropriate tools for your company’s specific needs.

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Follow test administration protocol or risk invalidating outcomes.  “Proctoring” assessments ensures they are being taken according to the test’s protocol, either by having people take the assessments in front of an informed test proctor, or through video conference monitoring if they are remote.  Be sure that test takers are given clear directions according to the test developer or risk invalidating test results.  Be aware that some people may feel compelled to influence their results in order to appear more competent for a particular role, or may be more guarded in their responses as a way of presenting themselves in the most favorable light to potential employers.  Some psychometric tests have built-in measures that indicate whether a candidate’s pattern of responses reflect an effortful attempt influence their test outcomes, or if their responses are inconsistent with one another.  Using outcomes from multiple psychometric tests (referred to as a ‘test battery’) can help to gather a more accurate, comprehensive testing profile.

Leadership development initiatives with opportunities for privacy and self-directed learning enhance engagement.  When participants are allowed to maintain a sense of privacy over their psychometric assessment outcomes, they are more likely to engage in deeper, lasting growth.

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This practice provides a safer space for leaders to do a deep dive into understanding their own personal challenges.   Innovative venture capital firms like Alpha Bridge Ventures are investing in startup founder success with an on-boarding process that uses psychometric surveys to determine leadership style, then tailors support through an inter-disciplinarian team of coaches and wellness professionals.  Other venture capital firms like Andreessen Horowitz recognize the limitation of time and resources executives have to spare for developing their own employees.  Outsourcing leadership skill-building through founder retreats, externally facilitated consultation groups modeled after Stanford’s T-groups, or providing a broad and deep alumni support network à la Y-Combinator are all ways startup founders are achieving leadership success.   Larger organizations are investing in employee development through bespoke leadership programs like Potentialife, which provide participants access to strategic, self-directed leadership growth modules through the convenience of an interactive app.

Startups that invest in their leaders self-awareness will benefit from the long-term gains that self-knowledge delivers.  Appreciate that no matter how much progress we make, there’s always more to learn.

We cannot solve our problems with the same thinking we used when we created them.

– Albert Einstein

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Millennial managers leading startups: their generation’s new face of management.

According to Pew Research center the millennial generation (born 1983 – 2000) now number 75.4 million, surpassing the 74.9 million Baby Boomers (born 1946 – 1964) and Generation X’ers (born 1965 – 1984).  More than one-in-three American workers today are millennials, and have become the largest share of the American workforce.

In today’s current work climate, it’s not enough for millennial-aged managers to focus on productivity for their company’s success.  Employees who share their generational employment outlook expect them to drive the company’s mission with clarity and inspiration, embody a leadership style that supports their work/life balance and self-care routine, and provide opportunities for them to do work that fulfills their passion for making a positive, meaningful impact.  Millennials widely embrace thought leaders like Simon Sinek who encourage them to marry their values and intentions to their work endeavors for lasting fulfillment in their life.  Amid these formidable expectations, it’s easy for a manager who understands the values of the millennial generation to feel conflicted about how to drive productivity while still supporting her employees work paradigms.

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Any manager who leads without a strong sense of direction is destined to fall short of their targeted goals.  A millennial manager I coach in the venture capital space suggested I write an article based on the headway we’ve made in developing her leadership approach to managing her millennial-aged team.  The following Q & A is based on questions she and other millennial managers have expertly hashed out through their leadership coaching work.

“How can I screen potential candidates during the hiring process to reveal their true work ethic?  The nature of our work is deadline driven, and it’s hard to know who will prioritize work objectives over personal objectives.”

How to hire them:  Work ethic fit is critical to a company’s success, because a candidate with mismatched work ethic will negatively impact productivity, disengage other employees, and create inefficiencies for the rest of the team.  Early stage startup culture has influenced new hire expectations – it’s not unusual for employees at startups to serve in multiple roles to sustain rapid company growth periods.  Experienced millennial managers ask potential hires to share how they’ve handled shifting workflow and multiple role responsibilities in prior positions.  “Can you tell me about a time when you’ve asked a manager for guidance on how to prioritize your workload?  Particularly when you’ve thought meeting a deadline was going to be difficult or impossible because of the high volume and pace of the workload.”  This gives hiring managers a chance to learn if the person has experience identifying and solving workflow prioritization with others. By being transparent about their company’s work style and pace, and sharing specific examples of how team members typically ‘get shit done’ they reduce the the risk of hiring a poor fit for their company culture.  Millennial managers recognize the need to reconcile workload with self-care routines, and have learned to ask revealing questions like “How do you deal with burn out or work fatigue?  How have you managed times when you’ve had conflicts with team members?  What are your expectations for personal time off, working overtime, or through holidays?”

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Experts in psychological personality assessment use tactical questions like this to measure what they refer to as ‘faking good’, to detect a person’s willingness to be forthcoming or tendency to present themselves in an unrealistically positive light.  If given multiple opportunities, can a potential hire share a well-rounded work history that naturally includes unmet challenges, times of burn out, and how they’ve learned from those experiences?  Or are they consistently defensive and unwilling to acknowledge when they’ve been challenged or experienced conflicts at work?  Millennial managers seek to hire people who are willing to be direct and forthcoming, understanding this communication style lends itself to effective problem-solving with others.

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“What can I do to inspire my team members to take initiative in their own professional development?”

Millennial startup founders-turned managers understand the desire for personally meaningful work as a motivating principal behind professional development.  Based on this core value, millennial managers can inspire their employees to invest in their own development by encouraging them to cultivate their personal vision of career growth and success.  Managers seeking to inspire their employees ask “What do you enjoy most about their role?  What would you like to eventually do more of, and less of in your career path?”  By understanding what personally motivates someone, what is most rewarding, and how they’d like to see their professional opportunities take shape, a manager can provide support based on that particular vision.   Further, supporting employees in this way and holding them accountable for progress in their role performance will resonate on a deeper, more meaningful level.

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“How can I set the standard for work ethic with my team?  My employees get overwhelmed by deadlines, and it seems to be influenced by low self confidence and their desire to protect their work/life balance.” 

How to drive high performing employees:  When managers find they have an employee struggling to meet deadlines, the situation can put everyone on the defense.   The dilemma of many millennial managers in startups is that most if not all of the employees are highly valued for their unique abilities and everyone’s individual contributions are critical to company progress.  Further, the time and resources it takes to replace an employee and the risk of destabilizing team morale makes opting to solve the problem a frugal first approach.  While some employees may be failing to complete work as a result of prioritizing personal time, others may be failing to meet work expectations for other reasons.

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Through coaching, a millennial startup founder I support resolved how to effectively manage one of her highest-performing employees who’d begun struggling to meet his production deadlines.  After processing her emotions and generating a communication action plan, she began by conveying her high regard for his contributions to the company’s success, giving examples and recognizing his overall growth.  She listened to his perspective about why his productivity had declined without jumping to conclusions, with the intent to support him in finding a resolution that fit both of their needs.  This encouraged him to share openly about what his challenges and mental roadblocks were, and what changes could lead to a return to consistently high productivity.  This inquiry-led communication style led to both of them making a shift in thinking about how he could best operate in his role without compromising future leadership opportunities, provided new ways for him to contribute to deadline completion, fostering a solution-focused dynamic between them as manager and employee.

Many of the millennial managers I’ve supported have found inspiration for their managerial style based on the wisdom of their favorite leaders in tech, turning up their employee productivity and balancing idealism with practicality by:

  • making changes to the types of work an employee is responsible for completing (e.g. shifting an employee from working autonomously on projects to working in a support role to others)
  • providing alternative options for employees’ work evaluations based on their preference (e.g. brief periodic check-ins to ‘debug’ work progress rather than a longer final project critique)
  • building a work culture that encourages employees to take part in decision-making in how they solve problems rather than dictating how problems get solved

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Olympic athletes and entrepreneurs share one critical trait to conquer pressure under fire.

In sports, mental toughness is defined as “the ability to consistently perform in the upper range of your talent and skill regardless of competitive circumstances.”  The 2018 Winter Olympics in Pyeongchang, Korea have been rife with performances by athletes with well honed mental toughness, giving them the competitive edge over athletes with matched or even higher ranking talent.  Two-time U.S. champion figure skater Nathan Chen was the gold medal frontrunner heading into the 2018 Winter Olympics, only to crumble under pressure during his Olympic debut, underscoring how critical it is for young athletes to harness mental toughness under extreme pressure.  It was a devastating outcome for Chen, the most talented US men’s figure skater to compete in the sport in recent memory. 

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U.S. figure skater Adam Rippon’s incredible grace under pressure has been widely recognized during this winter’s Olympic Games, especially given the level of criticism he’s received for being the first openly gay American figure skater to ever compete at the Olympics.  His positive attitude, willingness to lead with charisma and humor, and champion performances have catapulted him beyond just physical mastery as an athlete.

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If anyone in the business world ever needed mental toughness at their disposal, it’s an entrepreneur.  Investors and other tech industry insiders all agree that startup success is all about mental preparedness, tenacity, and skillful pitch execution under high stakes circumstances.  Entrepreneurs regularly face cutthroat competitors and critics, and must be able to push their ideas and products past consumers resistance to change.  In his most recent book “Executive Toughness,” Dr. Jason Selk discusses mental toughness and other shared traits between sports and business high performers.  Given the self-driving nature of entrepreneurial work, startup founders must exemplify this critical trait to prevail.  In his Harvard Business Review article “How the Best of the Best Get Better,” sports psychologist and former consultant to Olympic and world champions Dr. Graham Jones says, “Obviously, star athletes must have some innate, natural ability — coordination, physical flexibility, anatomical capacities — just as successful senior executives need to be able to think strategically and relate to people. But the real key to excellence in both sports and business is not the ability to swim fast or do quantitative analyses quickly in your head. Rather, it is [mindset] mental toughness.”

After living and working in and around Silicon Valley for more than 20 years I’ve seen firsthand the underpinnings of mental toughness, the stamina it takes to succeed here, and the price those people pay to stay at the top.  Through executive coaching I’ve supported top organizational leaders through pivotal growth periods in life and business, leveraging best practices from peak performance psychology, cognitive neuroscience, behavioral design and critical communication skill acquisition.  

Top 5 best practices for augmenting mental toughness:

  1. Notice the subtle shifts in your physiology and thought patterns, and where they drive your emotions, behaviors and decision-making.  Cultivate control over this chain reaction through mindfulness training, and commit to embodying your most unflappable self in high stakes situations.  Use tools like visualization, auditory prompts and self-directing phrases to tap into deep learning through habit formation.
  2. Prepare confidence-boosting engagement and response scripts to the three most challenging interpersonal situations you face.  This is especially helpful for those who aren’t naturally charismatic, because they serve as a guideline for how to best interact with people. Well-developed and practiced interpersonal responses work to center you, bringing you back to a place of familiarity, reducing socially anxious reactions that can interfere with peak performance.
  3. Develop a relentless and optimistic ‘solution focused mindset’. It is so irresistible to ride the wave of emotion that surges when facing a hard problem. Our brains can get railroaded by our emotions, mimicking the addiction response and diminishing our ability to think critically and generate effective options.  Approach all potential solutions one step at a time, giving yourself time to process your emotions first.  Even mapping out a single step completion is progress and an improvement to the current situation. Remember you can’t solve all problems at once, so choose one and stay focused on it until measurable progress is made.
  4. When you set your mind to do something, find a way to get it done, no matter what. While a relentless solution focus is the mental step, behavioral discipline is the action step that makes effective solutions materialize. In this way, discipline delivers success. Make discipline a habit by looking out for triggering temptations and planning accordingly.
  5. Be willing to embrace change.  Mentally tough people are flexible, constantly adapting in order to solve for best possible outcomes.  Fear of change is paralyzing and a major threat to one’s progress towards broader goals for fulfillment and happiness. 

A backbone of mental toughness is essential for providing the courage and internal compass that top competitors rely on to steer through the challenges they face. It also emboldens them to take on new opportunities for learning and growth- healthy life habits for effectively navigating stress, conflict and crises.  If you can develop mastery in this, you win!

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New year, new goals, now what? Ten lessons from some of Silicon Valley’s fastest rising founders.

For many of us, 2017 was an exhausting year fraught with political change, devastating natural catastrophes and economic strain.  But Silicon Valley never stops evolving, fueled by talented people driven to create positive change and effective solutions.  I’ve had the pleasure of coaching some of the Bay Area’s fastest rising founders, tech leaders and startup teams as they turned their ideas into reality, started companies that attracted clients with the biggest and hottest names in tech, joined executive teams that launched transformational products, and challenged themselves to take professional risks in new high level roles.  Engaging in coaching helped them sustain motivation and gain clarity through periods of doubt, burn out, and high stakes decision making.

Their pathways to achievement in the startup space are not meant to remain hidden and unaccessible to others who are just beginning their journey.  My goal as an executive leadership coach is to share honest lessons from their pivotal experiences so that others can find encouragement and make progress with aplomb.

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  1. You don’t have to do things the way they’ve always been done (or the way others have done things for that matter) to “make it”.  For every newly minted ivy league graduate gunning for entrepreneurial success in the startup community, there are countless others who have leveraged their humble education or work experiences with immensely profitable gains.  Not having a degree is no longer a reason to believe you can’t create opportunities to learn and achieve in your chosen field.
  2. Fear and doubt are emotions not behaviors. Use mindfulness to manage your thoughts, which have a direct impact on your emotions.  You can’t rely on waiting for your emotions to ‘be ready’ to start taking on new challenges.  Set yourself up for success by using ‘SMART goals’, a behavioral timeline that is realistic and achievable, at a pace that allows small but measurable progress.
  3. Take your own short cuts.  Use what’s available rather than re-inventing the wheel. Our time and energy are better spent creating impact in unique ways than in rebuilding something that’s now available off the shelf.  Open-source, high engagement educational tools and projects, third-party design tools, and strategic outsourcing are ways to focus more of your time on leveraging your core competencies.
  4. Listen to your gut.  What are you truly curious and passionate about doing?  Find a space to explore and track these thoughts, talk about them with trusted others or engage in coaching to gain clarity around what you want to build towards in this phase of your life, and how to set yourself up to achieve your biggest goals.
  5. Embrace your difference.  Undeniably, the world remains in the grips of a political climate that systemically limits opportunities and equal rights for ‘otherness’ identities.  Yet now more than ever there is evidence that embracing diversity yields unique perspectives that reinvent what’s broken, generating innovative solutions that raise the bar across all industries.
  6. Grow at your own pace. While many people would love to have the problem of achieving rapid success, growing pains that strain one’s functional capacity can feel like a dam threatening to burst.  What’s at risk if you lose control of your growth pace?  It’s not necessary to convince yourself you ‘have’ to accept all the big opportunities that come your way.  Helping founders decide how and when to aggressively prioritize growth opportunities has revealed to me the critical value of pacing growth in the big picture of one’s success map.
  7. Use losses and transitions as a chance to re-evaluate and re-direct your personal vision of success.   The tech industry has the lowest average employee tenure, creating a cutthroat climate for those in the game.    Employment transitions and lost opportunities can feel overwhelming, especially for those whose work identity is a grounding anchor in their self-esteem.  It’s normal to feel uncertain about what to pursue next, especially if it opens up other major decisions like where to live, and what relationships should be prioritized in the grand scheme of one’s life.  Borrow Salesforce‘s ubiquitous alignment tool, the V2MOM.  Creating a personal V2MOM is one way I have helped clients formulate next steps according to their vision, values, methods, obstacles and measures.  It can help to do this exercise with an objective person you trust, or anyone without personal stakes in your decision-making.
  8. Pay attention to how far you’ve come, it’s further than you realize!  One of the most fulfilling parts of being a leadership coach is taking inventory with my clients of how much they’ve learned and grown by tracking their measurable progress.  As a lifelong skier, I’ve always enjoyed taking that moment to pause and look back at the steep, icy, once intimidating run I just came down.  It’s so important to acknowledge where you started!
  9. Surround yourself with people who want to see you win.  Well cultivated friendships and supportive social networks are irrefutably one of the healthiest, most rewarding things we can instill in our lives.  Making friends in adulthood can be intimidating, don’t hesitate to review some surefire tactics for building social equity into your current phase of life.
  10. Engage in mentorship for highest ROI.  Contributing to the collective wisdom of groups you been inspired by reinforces the ‘why‘ in your daily life, and serves as a springboard for reinforcing gratitude and resilience when you need it most.  It’s a way to bring together your values and share in building the communities you believe in most.