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.

Retention is becoming an increasingly important factor in how software companies are valued, and many founders are not prepared for the level of scrutiny buyers are applying to these metrics. In this episode, managing director Mike Lyon and senior associate Sarabeth Sandweiss explain why retention has become a key valuation driver, how investors evaluate it, where founders often get the math wrong, and how they can help avoid diligence surprises while positioning your company for a stronger outcome.

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.

Software founders planning to exit or raise capital in 2026 need a clear read on where M&A is heading after a volatile few years. In this episode, Vista Point Advisors Managing Directors Mike Lyon and Jeff Koons unpack the most important 2025 trends and what founders could expect in 2026. From buyer behaviors to changes in vertical SaaS valuations, they offer a view of the market dynamics that can help software founders better understand their exit timing, deal structure, and negotiating leverage.

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.