Episode 100: Inside the Deal with Seth Freedman
About this episode
Seth Freedman discusses the journey of building and exiting a venture-backed software business.
In this episode of the Tech M&A Podcast, we chat with Seth Freedman , founder of Intelligent Observation , to explore the realities of building, scaling, and ultimately exiting a venture-backed software business. Over a six-year period, Seth grew the company from startup to acquisition, navigating the pressures of institutional capital and the strategic decisions that come with sustained growth. Seth shares how a timely outreach from Corum initiated his M&A journey and walks through the board-level decision between raising additional capital versus pursuing a sale. He offers candid insight into the emotional transition founders experience post-exit, the demands of running a company while selling it, and how a strategic "hiatus" period allowed Intelligent Observation to strengthen key metrics—particularly churn—before returning to market with a stronger position and a clearer value story. Takeaways Exits are a strategic fork in the road: For VC-backed companies, selling is often weighed directly against raising more capital and scaling further. Timing and positioning matter: Going to market before the business is fully prepared can limit outcomes—and knowing when to pause…
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