Momentum is a force that can make or break a team, an idea, or even a business. Ben Chestnut, co-founder of Mailchimp, understands this better than most. In his words, “Never sacrifice momentum. I might know a better path, but if we’ve got a lot of momentum, if everyone’s united and they’re marching together and the path is O.K., just go with the flow. I may eventually nudge them down a new path, but never stop the troops mid-march.” His insight touches on a universal truth: progress, even if imperfect, is far more valuable than paralysis in pursuit of perfection.
Momentum is what turns plans into action and action into results. It builds energy, morale, and a sense of purpose that propels a group forward. When a team feels unified, moving together toward a shared goal, it’s a powerful thing. Stopping that progress, even with the intention of finding a “better way,” can shatter morale and stall progress entirely. Chestnut’s wisdom lies in recognizing that it’s better to keep moving forward on an acceptable path than to halt everything to debate an ideal one.
The temptation to course-correct mid-march is a strong one, especially for leaders who can see the bigger picture. But Chestnut’s approach highlights a subtle yet critical skill: knowing when to prioritize momentum over optimization. Changing direction too suddenly or too frequently can confuse your team, weaken trust, and drain the energy that has been built. Instead, gradual adjustments allow for smoother transitions, keeping the team’s morale intact while steering toward a better course.
Momentum matters not only in businesses but in personal endeavors as well. Think of how often people stall their own progress by second-guessing their choices. Whether it’s pursuing a fitness goal, building a new skill, or starting a side hustle, the fear of “doing it wrong” often leads to a full stop. Chestnut’s principle applies here too—just keep moving. The path you’re on might not be perfect, but momentum creates clarity. Each step forward gives you new information, helping you refine your direction over time.
Momentum also has a psychological advantage. When people feel progress, they stay motivated and engaged. Small wins along the way reinforce the belief that success is possible, fueling further effort. In contrast, interruptions—no matter how well-intentioned—can deflate enthusiasm and create doubt. It’s better to celebrate progress and tweak the journey incrementally than to derail the entire process in search of the “perfect” path.
Leadership often requires balancing the long-term vision with the immediate needs of the moment. Chestnut’s philosophy reminds us that perfection is rarely achievable, but progress always is. Teams thrive when they feel their efforts are meaningful, and a united march forward, even if imperfect, builds the confidence and camaraderie needed to sustain success.
Momentum is also contagious. A team that moves with purpose inspires others to join the cause. Customers feel the energy, stakeholders see the progress, and competitors notice the drive. It becomes a force that amplifies itself, making the journey not just productive but inspiring.
Whether you’re leading a team or striving toward personal goals, the lesson is clear: keep moving. Trust that an acceptable path, coupled with steady progress, will reveal opportunities to improve along the way. As Ben Chestnut shows us, momentum is the key to unlocking both performance and potential.
Bob Fagan has just published “The Little Book of Questions That Matter — A Lifetime Companion For Transforming Your Life.” It is available on Amazon. All proceeds through 2025 will be donated to charity.
