38 | The Entrepreneur's Dilemma: When Should You Sell or Raise Capital?

When is the right time to sell your business or raise capital? And why would you consider a transaction when business is booming? Founders often delay selling or raising capital when their company is performing so well, yet that is frequently when buyers and investors pay the most attention. In this episode, managing directors Mike Lyon and Jeff Koons revisit The Entrepreneur’s Dilemma to unpack how founders should think about timing a transaction, ways to reduce risk in the process, and practical steps that can help maximize outcomes when the time comes.Vista Point Advisors is a boutique sell-side investment bank providing unconflicted M&A and capital raising advice to founder-led software, AI, and internet businesses. We partner with entrepreneurs of growing businesses to help them understand their options in the marketplace so they can maximize business value, leverage their options, and realize their ideal outcomes. Securities offered through Vista Point Advisors, member FINRA/SIPC. This has been provided for informational purposes only and should not be considered as investment advice or a recommendation. It is not intended to address all circumstances that might arise. The views expressed herein may change at any time subsequent to the date of issue. Opinions contained herein should not be interpreted as a guarantee of future results. Outcomes will vary depending on individual circumstances. Any examples used in this material are generic, hypothetical and for illustration purposes only. Testimonials from past clients may not be representative of the experience of other clients and there is no guarantee of future performance or success. Clients are not compensated for their comments.