Winning together: conflict resolution tactics for startup founders

As a executive coach I support startup founders, CEOs, senior executives and other tech leaders in their pursuit of entrepreneurial success in Silicon Valley.  Their leadership development goals prioritize enhancing emotional intelligence, improving interpersonal communication and honing conflict resolution skills for managerial effectiveness.  The startup life is often grueling as co-founders face high pressure, high stakes decision-making during the rapid growth of their company.  Harjeet Taggar, former Y Combinator partner, once wrote, “The relationship between co-founders is usually the single biggest risk to a startup in the earliest stages, it’s certainly the most common reason for failure we see at YC.”  According to Paul Graham, founder of Y Combinator, successful conflict management requires skillful self management, and the ability to separate self-interest from winning solutions “You have to be prepared to see the better idea when it arrives. And the hardest part of that is often discarding your old idea.”

Seasoned entrepreneurs in Silicon Valley recognize that it’s not just the idea, product or timing of a startup that sets the stage for success, but arguably the founders’ ability to work together to tackle emerging problems as a company scales.  It means working through differences aligned in partnership rather than at odds with one another.  Just like the honeymoon phase of romantic relationships, early startup success can mask a lack of effective conflict management skills between founders.  When things are going well, it’s tempting to believe that major conflicts can be avoided.  While the gambling spirit is worn like a badge of honor among successful entrepreneurs, this is one gamble they can’t afford to lose.  Without practicing conflict resolutions skills early and often, they risk losing time and resources battling each other instead of leveraging their collective strengths when they need them most.  Gary Tan, former partner at Y Combinator shared with TechCrunch “Successful co-founders actually embrace conflict, and are constantly in the process of resolving it. If you can’t argue and arrive at the best solution, you’re not doing the work to actually have a real, healthy working relationship.”

So what works?  Evidence-based strategies like those developed by psychologist John Gottman are applicable beyond marital relationships, and have been successfully utilized by other respected startup coaches in Silicon Valley.  Gottman’s research has a proven track-record for both relationship success as well as predicting relationship failure with scientifically rigorous precision.

1.  Aspire to ‘win’ as a team, not as individuals.  

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When your team is busy arguing over every minor detail your competitors are busy winning, and your company is busy failing.  

There’s a saying in Silicon Valley that it’s better to have an A team with a B idea, than a B team with an A idea. Dedicate yourself to operating as an A member of an A team.  Each member of your A team has lived their life aspiring to win on an individual level, using tactics that work best for them as individuals.  The hardest part of submitting to a team is accepting others’ differences and shortcomings gracefully, and carrying on with your best work ethic and respect for others regardless of who’s slowing company progress.  You think “I never would have made that mistake!  This problem could have been avoided if they’d listened to me.”  When oversights, insufficient planning, unclear communication, failed efforts, personal problems, and fatigue set in, they can lead to setbacks in your combined efforts to succeed as a team.  Adopt the mental framework that ‘winning’ is modeling cooperation and flexibility, ‘losing’ is fighting to get your way all the time.  Winning is practicing humility and accepting constructive feedback because it sets the best stage for improvement.  Are you using tactics to succeed as a team or are you using tactics that are better suited to individual success?  Are you willing to do whatever it takes to make progress as a team?

2.  Recognize that company success is tied to your team’s willingness to trust one another.  By working as part of a founder team, you are acknowledging you are better off working together versus alone.  If you agree to build something with someone you are agreeing to rely on them, and you must also be reliable.

Founders of a company are gambling on each other, and there is no way to gamble without trust.  Partial trust begets mistrust.

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Can you trust that your cofounder has the best interest of the company at heart? Are you both committed to making the relationship work and the company successful?  If you are not all in, you introduce risk to the foundation of your company.  Trust functions to give team members a “reliance on the character, ability, strength, or truth of someone or something.”  By agreeing to work with and rely on one another, you’ve accepted that each person adds important value, unique insights, and specialized abilities that compliment yours.  By giving this to one another you maximize the time and attention you have for your own contributions instead of using your energy to raise doubts or second guess others’ work.


3.  Attempting to track and keep score of who’s working harder or contributing more ‘worth’ wastes time, fosters animosity and reduces positive synergy. 

Everyone’s best effort looks different, so spending time making comparisons rarely produces progress for the relationship or the company.

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According to University of Illinois psychologist Brian Ogolsky and Texas State University’s Christine Gray, people who keep score in their relationships damage their potential for healthy relationship maintenance because the very act of counting implies a lack of trust, rigidity, and negativity.  Co-founders and team members should aim to delegate responsibilities based on ability and expertise, and if a continual imbalance in the workload emerges, plan to discuss this as a team to solve for more efficient allocation of tasks that factors in individual strengths, resources and availability.  Avoid placing blame when ever possible, and focus on actionable solutions that are tied to current circumstances.  The potential for success is maximized when everyone’s strengths are being efficiently utilized in real time.


4.  Create space for differences in opinion- exploring these differences will generate the most ingenuous solutions.  Aim to facilitate a wide range of possibilities, and take an objective approach to problem-solving.

Even if you don’t agree with a particular solution, it’s more effective if everyone shares their vision how this solution could result in success or failure.

This style of debate fosters constructive involvement and reduces power struggles.  If you oppose a decision, it’s not sufficient to point out a suggested plan’s low probability of success.  Research and prepare an outline of alternative action-oriented solutions to share with the team.

5.  Pay attention to people’s feelings.  Conflict will naturally give rise to emotional expression that can work in your team’s favor.  Strong emotional overtones are bound to emerge during a heated debate- take this as a sign that people care deeply about the work, about the team’s success, and that everyone at the table wants to avoid pitfalls.  Identify what people are feeling and why.  Let their answers inform how to proceed based on the expressed ideas.  If the discussion doesn’t lead to an agreed upon direction, rely on people’s primary areas of expertise as a guide for who has the most insight for the final call.  If the plan doesn’t work as out, take part in supporting a change in course quickly to minimize stalled productivity.


6.  Ignoring reoccurring bad vibes between team members will only lead to bigger problems- resolving conflict is one problem startup founders CAN control.  The sooner you address them, the sooner you can get back to business.

Lastly, if all diplomatic efforts fail, agree to seek outside advice. I always recommend that founders and executive teams establish a range of outside resources (experienced mentors, business advisors, legal counsel) to give your team the insight it needs to resolve conflict.  Having an outsider broker your disagreement will end the gridlock- it’s like couples therapy for co-founders.  This might be what saves your startup from sinking.  Your team should agree in advance to take the advice with the goal of moving past this stage with finality.



And don’t lose your sense of humor!  At fast-growing startups, the sheer magnitude of work should be complemented with some light-heartedness.  Laugh in solidarity at the crazy, silly things that you face together as a team- it will help lighten the mood.  When you look back at this time in your life, those are the things you’ll remember with a sense of gratitude and character-building strength.



Smart solutions when productivity stalls- perspective is everything

You know that feeling when you’re stalled by something that needs to get done?  Even the most efficient people face roadblocks in their productivity from time to time.  This is especially frustrating for people who are used to completing challenging tasks with relative ease.  I recently met with an accomplished young gaming engineer for executive coaching to support his exploration of new work opportunities in Silicon Valley.  He revealed that he’d struggled for hours to complete a cover letter email, and this left him feeling baffled and weary about the whole process of interviewing for new employment.  We used the session to get to the root of what was creating this stall in productivity, and generated smart solutions based on his personal strengths.  Strategy and perspective makes all the difference.

Working with the Bay Area’s talented tech community has taught me this- the smartest people take it the hardest when their performance and results don’t meet their expectations!  Many have grown accustomed to things coming easily to them and have quickly advanced in their chosen career trajectory.  Early giftedness in STEM can sometimes lead to people develop an identity centered around being ‘brainy and capable’.  It may come as a shock when something as simple as creating a cover letter sidelines them and deflates their sense of efficacy.

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Why does this happen?  Over time, our strengths get reinforced as our primary means of solving problems because they get us from point A to point B quickly and easily.  Since these same strengths are also tied to our sense of identity and self worth, we become less willing to set them aside and use other methods of ‘solving’.  Tasks that force us to operate outside of our comfort zone trigger feelings of frustration because we aren’t as effective as we’re used to feeling, which stalls our productivity.  A guy who’s honed skills as a talented engineer, fluent in the most sought after programming languages will probably not be as adroit at English writing composition and will likely need to give himself more leeway in completing a thoughtfully composed cover letter.

Apply a smart solutions formula when your productivity stalls:
1. Conscious self-awareness.  Identify the evidence in your life (historically and currently) of how and when you have leveraged your personal strengths to achieve good outcomes.  How did your strengths allow you to perform optimally?  Result outcomes might be found in academic, career advancement, kinesthetic/athletic, social/interpersonal, emotional, musical, aesthetic, experiential, operational or other realms of functionality.

“I can recognize times in my life when my skills and abilities have allowed me to make progress, overcome obstacles, and reach important goals that have led me to where I am now.”

2. Balanced self-acceptance.  Scientific advancements in human cognition and intelligence reveal that all people possess strengths and weaknesses relative to their overall functioning.  To expect to function only by means of our strengths is unrealistic.  Sometimes we must be willing to step back from our most comfortable mode of operating and acknowledge certain tasks don’t call for our ideal skill set.

“This task calls for specific skills that I don’t practice as often (e.g. writing English composition).  I can’t rely on my core strengths to complete it.  I must be willing to feel uncomfortable if I’m to make progress.  So what?  That’s true for everyone sometimes.  If I let this slower pace of progress demoralize me it could stop me from getting from point A to point B.  Any pace will do, as long as I’m trying to move forward.”

3. Realistic expectations.  Plan to break down larger goals into chunks that are achievable and utilize breaks to regain energy.  Attempting to complete a difficult task in one fell swoop doesn’t lead to efficiency, it’s a set up for failure.  When you’re using your brain to work in less familiar ways, expect to take breaks before your mental energy begins to stall so your overall motivation remains strong.  This way you avoid feeling demoralized and progress remains steady.

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4. Shift perspective.  Pay attention to how you’re evaluating yourself- when we only measure our progress based on ‘results’ rather than ‘performance effort’ we can end up feeling ineffective or lose our sense of purpose.  Another coaching client of mine works in a highly specialized area of machine learning/artificial intelligence (AI).  While there has been genuine advances and exciting new applications here in Silicon Valley and other tech hubs around the world, the field remains experimental, and it still requires time-consuming, exploratory research.  Even the most brilliant minds working together face a sense of disappointment when big breakthroughs don’t happen, especially with constant media hype  fueling the AI frenzy.  If you are working on the cutting edge of new scientific discovery, it may be difficult to quantify progress and demonstrate measurable value compared to an ever-changing larger community.  While it’s natural to want to make comparisons, track and measure your contributions by ‘showing your work’ rather than evaluating yourself on outcome results alone.  By documenting your steps in the scientific process, generating strategic hypotheses, testing them critically through observations and experiments you are creating a useful path of ‘knowledge’ as you arrive at Type 1 or Type 2 errors, etc.  Find value in documenting how you’ve made progress to better direct your future paths of discovery.

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5. Prepare to use trial and error.  If one particular process of completing a task isn’t coming together, try a different plan of action.  Step away from a task and let your brain absorb the learning and develop new insights.  Go back with fresh eyes in regular intervals and adjust accordingly, and practice applying new insights.  According to the latest neuroscience,  researchers have discovered that moments of creativity take place when the mind is at rest rather than directly working on something.  Since creative approaches are so crucial to success, be sure to give yourself space from your work efforts.

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Bringing it all together:  Discover optimal productivity methods based on your personal strengths and challenges.  Practice applying a perspective that takes into account all the moving parts and your abilities before comparing your pace to others.  Remember that everyone hits roadblocks from time to time; taking this mindful approach and using smart solutions will help you overcome them as efficiently as possible.