Millennial men ask “Is it ever ok to approach women in public?” How to meet women in the age of #metoo

Downtown San Francisco during the work week is always swarming with millennials in clothing styles meant to convey ‘simple, smart and purposeful’ yet for many, dating life is proving to be anything but that.  The millennial clients that I coach through professional and personal life goals came of age in a time when digital technology had already changed how people communicate, disrupting social rules of dating among other mainstays of modern society.  Thirty-nine percent of Millennials admit to interacting more with their phones than the actual people in their lives, making them even less likely to to talk to strangers without clear cause in their everyday comings and goings.  Many millennial men who’ve achieved professional success are now ready to marry, but are realizing the strategies they used to find casual sex partners aren’t cutting it for finding ‘the one‘.  With no time to sift through dating profiles or spend nights in bars, these guys are engaging coaching to develop proactive dating strategies that set them up for success in their daily activities.

“I want to meet a really smart woman, much smarter than me!  Someone who is passionate about pursuing her goals, driven by values that we both share.  I want to be attracted to her mind more than anything! But she should want to be healthy and fit and enjoy being sexually active for us to be truly compatible.  Financial independence is important too, since living here is so expensive.  Is that too much to ask?”

That’s Silicon Valley in a nutshell, and honestly that’s not even a tall order compared to what my high-achieving female clients have on their marital check-list.  So while online dating has been effective for solving most people’s casual sex needs, it feels agonizingly inefficient to most people ready to meet someone marriage-worthy, especially with personal brand consciousness and FOMO influencing millennials’ major life decision-making process.  I encourage my single clients to attend curated social events or engage in recreational activities with a male/female ratio that benefits them, increasing the odds they meet people of similar caliber who share mutual interests.  I ask them to take the approach“if I had to solve this problem in the next two weeks, how would I do it?  What can I do to get started today?” which gives people a sense of urgency and gets them ready to apply practical solutions in the here and now.

After mapping out a few actionable plans with a male client, he earnestly asked “is it ever ok to just approach a woman in public these days? You know without coming across as desperate or creepy.” Admittedly I was taken aback by this question – I was struck by the difficult task of overcoming social anxiety they’ve spent less time addressing thanks to technology, while leveraging enough social finesse to engage others in a respectful and compelling way.  Many millennial aged men understandably prefer to play it safe in unclear circumstances, or risk coming across like a cheesy pick-up artist (PUA).  Have millennials come to rely exclusively on dating apps, social introductions, singles bars and events that serve the function of bars to form romantic connections?  Has the heterosexual male to female ‘cold call’ approach become totally obsolete?  Like the evolutionary equivalent of the human appendix, wisdom teeth or tonsils, once useful in our dark past but at best should remain dormant or at worst may trigger pain and suffering? Fox Monkey GIF by Animation Domination High-Def-downsized_large

Once upon a time men were far more likely to approach women in public outside of well-defined social circumstances, when our society was more deeply rooted in the notion that ‘masculine persistence wins the heart.’  American media largely produced by men has been dominated by storylines that convey if a woman responds to a man’s advances with disinterest, she can be persuaded to change her mind through a combination of charm, wit, and low-key psychological warfare.  This dynamic calls for female passivity, contributing to how women are treated as ‘fair game for romantic pursuits’ in public spaces.  The time of reckoning for gender inequality has come with the #metoo movement, an activist-led eruption of female empowerment that has become a global phenomenon, upending the longstanding tolerance of objectification and abuse of women for the purpose of male sexual gratification.  Though gender equality across all realms has a long way to go, it is still possible for men to safely and respectfully engage women in public by learning to read social cues with greater sensitivity.  It will likely not be easy or feel comfortable.  As I said to my male client “approaching a woman in public is graduate-school level game– we’re working on social skill mastery at the kindergarten level- first things first.”  (My clients are sturdy and know I don’t dish out what I know they can’t take!)

If you want to approach a woman in public but are unsure of how to proceed, take the time to read the situation closely.  This may take time you don’t want to spare- but keep in mind, a rushed approach increases the chance of a failed mission.

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HOW TO’S:

  • Make sure this woman is not wearing a wedding ring.  This is an easily avoidable rookie mistake!  Practice discreetly checking out left hands in various situations so you can be ready to quickly assess when it matters.
  • Respect women’s time.  Does it look like the woman is in a perceptible hurry?  Is she engaged in an activity that she’d probably prefer not to have interrupted?  If she’s busy working on a laptop she probably won’t welcome small talk- wait until it’s obvious she’s taking a break to speak to her.  Is the woman clearly relaxing, enjoying a meal by herself or having some personal downtime?  If she responds with only a fleeting or absent smile, minimal verbal response or eye contact, take the hint and keep it moving.  Persistence in the face of a minimal response is only going to feel uncomfortable and annoying to her.
  • Pay attention to eye contact.  Has the woman made purposeful, positive eye contact with you at least a few times?  Catching a woman’s eye once might be accidental, twice might be her checking to see if you are still looking at her.  Women naturally check their surroundings for their own safety, and women find they need to keep an eye out for guys who might be staring, stalker style.  Your job is to make sure you come across as friendly and safe– if you’re so nervous you can’t smile in the split second you catch a woman’s eye, you might not be ready to approach a woman in this manner.  Practice talking to women you don’t know in social settings where people are clearly expected to mingle so you develop a sense of how to accurately read non-verbal cues.

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  • Drop the idea that channeling alpha male confidence will lead to a positive outcome.  Guys are really attached to the idea that exuding cool confidence is what women want.  It’s refreshing and much more likable if you can manage to be yourself and talk with a woman like she’s a person not an object to win over.  Better to be awkward and able to laugh at yourself if the situation calls for it!  Take it from a woman- we’re often just as concerned with first impressions, and you’ll make it much easier for her to respond to you if open with something genuine and friendly.

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  • Ask her opinion about something related to the shared situation you’re both in, and be sure to listen and show appreciation for her response.  This is simple enough to do, especially if she’s in nearby proximity.  Respond with something of equal tone, and if possible include an opportunity for her to keep the conversation going.
  • Get out of your comfort zone, and use light-hearted humor to break the ice.  Authentic self-deprecation and self-declared inexperience is an easy way to gain a moment of sympathy from women.  Women are natural care-takers, teachers and experts in many, many things!  Guys, if you put yourself in a situation where there are women who are excellent at something, you will stand out not only because you’re willing to risk looking foolish, but also because you’re interested in something they clearly enjoy.  This only works if you demonstrate a genuine interest in learning.  If you keep at it long enough, women will likely take pity on you and offer some support.  I’ve seen it happen a million times before!

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Adopting these strategies aren’t meant to guarantee that you’ll get a date after perfecting them, but can work to start an engaging conversation that could potentially reveal a reason to stay in touch with a woman as result.  Good luck out there, and you’re welcome!

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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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Settling down in Silicon Valley, just another impossible unicorn to chase?

A recent article published in The Washington Post titled “Why Silicon Valley singles are giving up on the algorithms of love” illuminates the struggle single people face, even while living in one of the countries wealthiest and most educated urban areas, attracting young, ambitious people from all over the world.  While the San Francisco Bay Area remains a high ranking city for adventurous singles, others find themselves tired of FOMO-driven dating sprints and casual hook-ups and start to crave the intimacy of a committed romantic relationship.  To be single and searching for ‘the one’ in the Bay Area is complicated according the wide range of people I encounter through my executive coaching practice with entrepreneurs and other high performers in the tech ecosystem.  The single women are far outnumbered by single men making the odds good for heterosexual women, but they’ll quickly tell you the “goods are odd”, describing tech guys as low in EQ and difficult to navigate with through early stages of dating ).  Even with the odds stacked against them, single men in Silicon Valley are more selective in their search for a romantic partner than literally, anywhere else in the country.   These findings are completely consistent with the feedback I get from the millennials I work with in tech.

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Back in 2014 I penned an article for techcrunch.com titled #Love: Hacking Social Isolation, bringing attention to how the increasing reliance on technology is making it more difficult for millennials to form and maintain authentic relationships with others.  Not unlike Silicon Valley startups whose valuations promise more than they actually deliver, millennials continue to rely heavily upon dating apps, an investment that is more likely to lead to user fatigue and burnout than to the relationship promised land.  This is a new kind of failure, and Silicon Valley hasn’t come to grips with it yet.  You can’t swipe right for automatic intimacy, you have to build it.  Slowly and unpredictably, at least for now.

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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.
 

Improve your health and performance with Learned Optimism and you will win at life

What is the difference between someone who consistently performs to the best of their ability and someone whose performance is unpredictable?  What allows someone to effortlessly tap into their peak performance and reach their goals and what compromises a person’s ability to access and sustain it?  One word- outlook.  Martin Seligman‘s groundbreaking research on learned optimism reveals how being optimistic is consistently related to improved health and longevity.  A US study of nearly 100 000 students found that people who are optimistic are less likely than those who are pessimistic to die from Coronary Heart Disease (CHD) or from any other cause over an eight year period.  On the other hand, pessimism has been linked to chronic stress and poor health functioning such as high levels of inflammation, a weakened immune system, increased pain perception, and other signs of physiological and mental dysfunction.  Optimistic people appear to manage stress more efficiently than others so that their stress disappears at a faster rate than those who don’t utilize optimism in their outlook.

Seligman developed a test to help people identify their outlook style (which you can take here.)  If your base level of optimism isn’t very high, don’t panic.  In fact, it means that you are at the level where learned optimism can be the most beneficial!

Executive coaching can be an effective way to learn and adopt optimism to improve your overall functioning and sustain peak performance in all areas of your life.  I typically work with high-achieving young adults in the tech community of the Bay Area/Silicon Valley.  Working with a coach is great for healthy people who are motivated to change what isn’t working, but need some guidance on how to execute strategically and efficiently.

The following tactics outline the basic tenets of Learned Optimism.  Keep in mind that our first reaction to something will always be automatic and happen instantaneously – that’s normal and to be expected!  We can acknowledge our initial reactions to an event without this becoming our permanent outlook on the matter.  That’s where Learned Optimism comes in.  We can cultivate this skill by identifying our first reaction, clarifying how this first outlook might impact our overall ability to problem-solve and perform, and challenge ourselves to adjust our outlook in order to optimize our performance and goal achievement.  With practice, we can improve our mental toughness, which is what helps a person cope with difficult situations, persevere and succeed at a high performance level.

Our outlook is shaped by our individual explanatory style, a psychological attribute that indicates how people explain to themselves why they experienced a particular event, either positive or negative.  There are three components to this:

  1. The permanence of an event – how long someone thinks it will last
  2. The pervasiveness or scope of an event – whether the person sees the event as specific and contained, or global and all-inclusive
  3.  Personalization of an event – whether the person views the event as something that was caused entirely by oneself, others or external factors

Learned Optimism tool # 1 – Adjust TIME outlook for an event.

Find ways to view a negative event as temporary:

  • “The next fiscal quarter will be better.”
  • This is a short-term setback.”
  • I’m having an off day today.”

Find ways to view a positive event as enduring and reflective of personal ability:

  • “I’m on a roll now, because I’ve worked hard, practiced, and now have a winning strategy.”
  • I know I can handle challenging things because I’ve already overcome so much.”
  • “I’ve created opportunities for myself in the past, and am capable of creating more.”

Learned Optimism tool # 2 – Adjust SCOPE of an event.

Find ways to view a negative event as specific and contained to one situation:

  • The next event will work out better because of what I’ve learned this time around.”
  • “I won’t let this personal rejection or difficult co-worker get in my way or stop me from reaching my goal.”
  • Things at my company are rough right now, but my personal life is going well.”

Find ways to view a positive event as global:

  • “Earning this promotion has gotten me on the right path to developing as a leader in the company.”
  • “My management style is more effective since I’ve made an effort to be more approachable and generous with my time.”
  • Taking social risks has been challenging but I’ve learned that overall, people respond well to me when I reach out first.”

Learned Optimism tool # 3 – Adjust PERSONALIZATION to contain one’s responsibility, recognize which personal strengths were utilized, and which external circumstances influenced the outcome of an event.

For negative events, identify your personal accountability, then factor in others’ contributions and the role of external circumstances:

  • “I can see how I contributed to the fight my spouse and I had.  I want to clarify my expectations and work on finding some middle ground so the next time this issue comes up we can avoid a blowup.”
  • “I reacted without communicating beforehand with my team members, which led to a break down in our overall progress.  I will suggest a few temporary solutions until we can figure out a more inclusive strategy.”
  • My company is going through major layoffs, and in spite of the contributions I made that demonstrated real utility, I’ve been informed it’s time to find my next position.”

For positive events, recognize which personal strengths you utilized to bring this event to fruition:

  • “I stayed focused on my goals and was willing to work harder when other people were frustrated and fed up, which helped me move forward and achieve in spite of facing real adversity.”
  • “I’m more comfortable and experienced speaking in front of others than my co-founder, so I took on the responsibility of pitching our idea to investors and now our startup has seed funding.” 
  • “I’ve worked on building up my tolerance for discomfort in social situations, which I believe gave me the confidence to ask out someone I’ve been interested in for months.  Even if it doesn’t work out, I feel good about stepping up and taking initiative.”

Bringing it all together- learned optimism is a winning strategy to get through challenging or unfair situations by shining a spotlight onto where there is opportunity for improved coping, positive progress and effective solutions.  Our initial response to a situation may not be the most effective way to navigate it successfully.  The key to adopting an optimistic mindset is to acknowledge the inherent choice we have in our response.  Learned optimism is not an exercise in avoiding responsibility or ignoring dire circumstances either.  Adopt an outlook that encourages personal accountability, and supports your performance growth in every area of life.  From your education to your work to your health, it is your outlook that predicts your level of success above all else.

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Relationship goals: when to invest in relationship growth vs separation

Yesterday I spent my day coaching 7 different young adults through completely different stages of their relationship development.  All of them have proven to be tremendously capable in their chosen professional field.  Even in the teetering tech market of Silicon Vally they’ve earned impressive merit based raises, gifted pricy vacations abroad with company funds, landed on prestigious lists like Forbes Top 30 under 30, deemed essential in corporate leadership, and set trends in the startup world of the San Francisco Bay Area.  All of them are navigating the perilous task of determining who to invest in for a long term romantic partnership.  These are people prone to approaching goals with a steely pace and scrupulous plan for a high success rate.  Yet interpersonal relationship development and decision making doesn’t easily succumb to this style of problem solving.  How does one successfully determine when to invest in relationship growth versus separation, especially in the face of elusive feelings like ‘attraction, chemistry and connection’?  How much compatibility is enough?  How much compromise is too much?   This article aims to offer some guiding points to lead you in your decision towards continuing in the relationship or breaking things off with the hopes of finding a better fit.

  • Predetermine what matters most in ANY sort of close, long term relationship.  Do this exercise.  Pretend you’re searching for a new platonic best friend, based on what has proven to be the most essential qualities you’ve enjoyed in other close friendships.  Make a list of top 5 descriptive traits you believe would be most important for the friendship to be awesome.  I asked people with various types of personalities to share this with me, in order to get a sense of what people prioritize when they decide to invest in growing a relationship.  I was actually surprised by what some people said! (I won’t list any here because I think it’s more effective to create your list without external influences.)  Now ask yourself ‘How can I find out if this person has enough of my 5 most valued traits?  What will I look for? How long will it take?  Does this person demonstrate these traits consistently with me as well as other key people in their life, or are they sporadic?’  Are the qualities on my list part of how I’ve identified and maintained ‘chemistry’ with people in the past?  If you find yourself dating someone who doesn’t exhibit these qualities consistently with you, chances are it’s just not going to work.
  • Is there considerable evidence that this person adds measurable value to your life right now?  I ask this because many people decide to invest in relationships based on factors they believe will be valuable at some future point.  Nothing is wrong with considering things like compatible achievement/financial goals, similar hypothetical timelines for marriage, or believing someone would make an amazing parent.  The problem with this focus is that people lose track of evaluating how much they actually enjoy the relationship in the here and now.  I can’t tell you how many people come into my office stating “my problem is that I tend to date two different kinds of people; one is super hot and we have great physical chemistry but not a lot in common/we can’t stand each other outside the bedroom, and the other one has a lot of what I want in a life partner but I’m just not as attracted to them physically.”  Choices, choices people!  Here’s the bottom line.  If someone doesn’t currently hold your interest enough for you to exclusively focus on them on a day-to-day basis, chances are you’re going to be so focused on an upgrade it’s bound to fail!  It does not matter that their potential is great, or the timing is off, etc.  Move on.  But accept this:
  • THERE IS NO HOLY GRAIL of a partner.  It doesn’t even matter how much of a catch you are (tragically!)  Don’t believe me?  Do this: find an older person who describes their early relationship as having exactly the experience you’ve always wanted- that feeling of butterflies and fireworks going off, sitting and daydreaming about when you get to spend time alone with them again, listening to them talk in awe of how amazing/intelligent/funny/interesting they are, doing stuff with them is so easy and fun, the physical attraction is there, ‘this is THE ONE’ feeling is there, the feeling is mutual, etc. etc.  Even when this whole ‘madly in love’ experience remains unwavering for years between two people, they will STILL tell you that eventually the honeymoon phase does end (You’ve heard this before.  Still, you long to be impervious to this truth, so you avoid it by chasing new honeymoons with different people).  So this is when the hard work of committed relationship compromise begins, in order for you to enjoy the reality of a long-term relationship beyond the honeymoon phase.

Now if you’ve managed to make a connection with someone to even consider any of the above questions, you’re off to a decent start.  These days in the dating world it’s a challenge to even get beyond the right swipe of a dating app, let alone past the cutting room floor of a first date/hang out session.  Think about how you want to address the idea of investing in this next period of relationship evaluation.

  • Clarify the deal of commitment.  Even though these conversations are awkward, if avoid it you’ll have no idea if investing more of your time makes sense.  First figure out what you want.  Would you prefer if the two of you are only dating each other in this next phase?  Or dating other people but sexually exclusive?  Do you know if marriage is something they want for themselves, and if so, how soon do they imagine being ready for marriage?
  • Spend time thinking about where you are and are not willing to compromise. The other person may need more time to feel it out.  Many people operate under the belief that “compatible” people start out wanting commitment changes to happen at exactly the same time.  This couldn’t be further from the truth, some people just need more time to process their thoughts and feelings.  It is your job however, to decide whether the discrepancies that exist between the two of you are just too big to establish and maintain a fulfilling relationship.  How you ask?
  • Notice the patterns that exist between you:  Are routinely important habits in their life persistently difficult for you to bear?  Do you see a feasible way for you to accept these things, even if they never change?  Can you communicate while problem-solving without spiraling into attack or stonewalling mode with each other?  Do you set each other off in consistently destructive ways?  Is the emotional toll of engaging in this relationship negatively impacting other important areas of your life such as your ability to work effectively in your chosen path?  Are you able to maintain the relationships you’ve determined are important to you while you’re dating this person?
  • Make a clear decision about the relationship for a specific period of time and execute towards that plan, rather than spending days or even months going back and forth about whether to stay in the relationship.  ‘Should I end this relationship?  Yesterday I struggled with thinking I should, but today I feel like I want to make things work.’  This type of deliberation can be paralyzing and spiral into even bigger problems, like anxiety and depression, which exacerbate the situation.  You’re not going to move forward in either your relationship or personally if you remain plagued with indecisiveness.  By not committing to a concrete plan, you are not actively working to gain resolution.  The irony of staying in a relationship with one foot out the door is that you neither benefit from the comfort of intimacy nor gain the necessary closure for moving on with your life.
  • Accept that even the happiest couples have perpetual problems.  Manage conflict with the understanding that not all problems can be permanently solved.  If I learned anything from studying the work of John Gottman (the leading expert on marital stability and relationship analysis through scientific direct observations) it was this- you are setting yourself up for failure if you approach all your relationship problems  with the expectation of permanent resolution.  Perpetual problems stem from fundamental differences in your personalities or lifestyle habits, and can lead to gridlock when attempts to communicate and compromise fail.
  • Learn to practice effective conflict management.  Enlist emotional intelligence skills and aim to avoid toxic communication styles.  Create a system of shared meaning in your relationship that fosters collaboration and friendship in order to bypass power struggles.  What matters is not solving perpetual problems, but establishing a dialogue that communicates acceptance of your partner with humor, affection, and even amusement, to actively cope with the unresolvable problem without it tearing down the relationship.

If all else fails, seek professional help to help you figure out how to effectively invest the time and effort necessary for building and maintaining a healthy relationship.  Work through your breakup story if that’s the route you take, but move on so you can benefit from the invaluable rewards of love and intimacy.