Emotional rollercoaster
📬 From the mailbag 📬
Answering questions from curious readers
How do you manage the emotional rollercoaster of building a company? Including the mindset, resilience, and decision-making under pressure? It’s so hard compared to what I’m used to.
Managing the emotional rollercoaster of building a company is a formidable challenge. The journey of entrepreneurship is fraught with stresses that test both your resilience and decision-making abilities under pressure. Here are some strategies and mindsets that can help navigate this tumultuous path:

- Acknowledge the Emotional Challenges: First, it’s crucial to recognize that feelings of being overwhelmed are normal in entrepreneurship. Even when things seemingly go well, you may still face emotional lows. The pressure doesn’t vanish with time or success, as illustrated by my experiences at Smart Bear. Living through these moments without succumbing to the urge to quit is vital.
- Embrace Passion as a Driver: Passion for solving a problem can sustain you through the difficult periods. This passion is essential when faced with constant rejection and setbacks, as it provides the motivation to persevere when the going gets tough. Underlying passion is a steady anchor during challenging times.
- Learn to Pivot and Adapt: Be prepared for times when your initial plans don’t work out. Quickly deciding whether to persist or pivot is crucial. The art lies in knowing when enough is enough and when to push through adversity. Ask tough questions about the viability and worth of your efforts. Assessing whether the endeavor is worthwhile, fixable, and if you still have energy for it involves a pragmatic approach to decision-making.
- Resilient Mindset: Switching from an exploratory mindset to one of execution is fundamental as your company grows. Founders often need to evolve their roles and approaches. Initially, you explore and experiment, but as you reach product/market fit, you need reliable execution. This shift in mindset and strategy is necessary to scale effectively.
- Strategic Decision-Making: Use logical frameworks to tackle dilemmas. Break down complex decisions into clear upsides and downsides to simplify the process. This helps in navigating uncertainties and forms the basis for decisive action. Decisions need clarity and sometimes a structured approach to mitigate emotion-driven choices.
- Maintain Personal Identity: Entrepreneurship can consume your identity, and selling a company can bring unexpected sadness, akin to losing a personal facet. Remember that you are more than your venture. Consider the next chapter of your life, which might hold different aspirations and hobbies. Aim to rediscover what truly fulfills you outside of business.
In summary, building a company is not merely about executing a vision or handling business logistics. It’s a test of emotional endurance and flexibility in evolving roles. The journey demands adaptation and tenacity, leveraging passion and strategic thinking to overcome inherent challenges. Ultimately, success involves balancing the entrepreneurship gauntlet with personal growth and emotional resilience.
https://longform.asmartbear.com/mailbag/emotional-rollercoaster/
© 2007-2025 Jason Cohen
