Stop While It’s Working: The Hardest Leadership Decision

Kenji Kuramoto is the Founder and former CEO of Acuity, a pioneering outsourced accounting and fractional CFO firm that built and maintained financial functions for thousands of innovative entrepreneurs. Under his leadership, Acuity became one of Accounting Today’s Top Firms for Technology and a Top Firm to Work For, before merging into Sorren in 2025. In this episode, Kenji joins Jason M. Blumer, CPA, to unpack what really happens when you step away from something that’s still working. He shares the full story behind Acuity’s 20-year journey, the decision to run a proactive merger process, and why he ultimately chose not to continue into the next chapter with Sorren—despite being Acuity’s founder and leading the proactive merger process. The conversation explores the emotional reality of leadership transitions: identity loss, grief, relief, clarity, and the discipline required to not hold on too long. Kenji reflects on the surprisingly anticlimactic nature of closing day, the importance of timing your exit well, and how staying deeply connected to the profession helped him navigate life after stepping away. Today, Kenji is an investor, founder, and advisor focused on reimagining the future of the accounting profession. He is the founder of 404 Invests, an early-stage investment firm backing Accounting Technology, SaaS, FinTech, and Crypto companies. Earlier in his career, Kenji served as CFO of an Inc. 5000 tech company and began in the assurance practice at Arthur Andersen. If you’re a firm owner considering succession, a merger, retirement, or your own next chapter as a leader, this episode offers rare honesty and perspective you won’t often hear.