Confronting the unspoken: A founder's guide to managing fears

TLDR

Entrepreneurship is not for the faint of heart. Read on to find out how to navigate the challenges of startup leadership, from confronting the fear of failure to adapting to shifting market conditions.
With years of experience as a startup founder and leader, including my current role at the helm of Pixee, I've had many opportunities to confront the realities of entrepreneurship head-on. 

I’ve noticed that fear is a topic many founders don’t like to talk about — but I’d like to dig into a few of the stickier fear-related issues in this post, because I think these things are important to think about very early on.

Facing the specter of failure

As a founder, the thought of failure is probably a constant companion throughout your entrepreneurial journey. It's not just a personal concern, but one that has far-reaching implications for your entire team.

At Pixee, we've learned that transparency is the key to managing these fears and building a culture of trust and resilience at our company.

One way my co-founder and I address our fear of failure is by being open and honest with our team. Every Friday, we share our cash runway and discuss the milestones we're aiming to hit. This level of transparency keeps everyone informed and gives us a reminder to focus on what's most critical and within our control at the moment.

When fear of failure creeps in, it's essential to channel that energy into productive action. Ask yourself, "What can I do today, right now, to move the needle?" Concentrating on the tasks and decisions that are within your power can mitigate the paralyzing effects of fear and maintain forward momentum.

However, it's also crucial to be reasonable in your expectations. Many founders fall into the trap of believing their company will be the next Google — and that can lead to shortsighted decisions about things like equity and compensation. While it's important to dream big, it's equally critical to consider the possibility of failure when structuring agreements and setting up your business foundations.

In the end, embracing the reality of potential failure can actually make you a more effective leader. Communicate with your team, focus on what's under your control and maintain a balanced perspective, and you'll be better equipped to steer your startup ship and build a successful company.

Navigating changing markets and circumstances

Here’s another topic founders often avoid: We must be prepared for the fact that markets and circumstances can change in the blink of an eye. Whether you’re facing a new competitor entering the scene, a sudden shift in consumer behavior or an unexpected regulatory hurdle, you’re going to need to adapt to survive.

At Pixee, we've learned that the best approach is to come up with a plan, make a decision and execute on it — but do so in a way that allows for flexibility if the situation changes. We try to structure our initiatives in short sprints, so if we need to course-correct, we can do so without having invested too much time and resources into a strategy that's no longer viable.

One framework that can be helpful is mentally putting decisions into different buckets, based on their potential impact. Everyday choices that are unlikely to make or break the company can be made quickly, while more critical, foundational decisions will require more time and consideration. The key is to strike a balance between being decisive and being willing to reassess when new information comes to light. Jyoti Bansal, a very successful multiple-time founder, outlines a framework called the 80-15-5 rule that I’ve found very helpful. 

This principle applies to areas like marketing and messaging as well. While you don't want to change your positioning every day, you also can't stick with a stale message forever. 

In general, stick with strategies long enough to figure out whether you’re on the right track or not, and don’t pivot unless you know for sure that your decision is wrong. Gather real data during the assessment period — don’t just go on gut feeling. Then make informed adjustments as needed.

Ultimately, the goal is to build a company that is resilient and adaptable to change, no matter what the market throws your way.

Facing the fears and realities of entrepreneurship

Managing the more “taboo” problems we face (like the fear of failure and navigating changing markets) are critical skills for any startup founder. Here are some tips for building a resilient, adaptable company that weathers the storms of the startup world:

  • Be transparent with your team about challenges and milestones.
  • Channel fear of failure into productive action.
  • Maintain reasonable expectations and plan for potential failure.
  • Categorize decisions based on their impact and act accordingly.
  • Create a culture of agility and data-driven decision-making.
Suggested
Next
Have any ideas or suggestions to improve this article?