The Case For and Against Targeting a Software Company as a Searcher — What I Wish I Knew Earlier

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March 16, 2026

by an investor from Harvard University - Harvard Business School in Toronto, ON, Canada

Software has become one of the most popular — and most misunderstood — targets in the search fund ecosystem. In this session, Steve Divitkos (former searcher and software CEO) draws on firsthand operating experience, proprietary survey data, and a decade of market evolution to examine the real tradeoffs of targeting a software company as a searcher. The discussion goes beyond surface-level advantages to explore valuation dynamics, operational complexity, the feasibility of non-technical CEOs, and the very different “types” of software deals that exist under a single label. The goal is not to advocate for or against software, but to help aspiring searchers make a more deliberate, informed industry choice before committing years of their careers to it. Expect to Learn: • Has software always been popular in the ETA ecosystem? • How has its popularity trended over time? • The Suitability of Software as a Target for Searchers: Basic merits & risks • Can a Non-Technical CEO run a Software Company? • Detailed Comparison of Software Deals Against More “Typical” ETA Targets • Key Insights from the SaaS CEO Survey • 5 Very Different Approaches to Acquiring a Software Company • Given the rapid emergence of AI: Is software “dead”? • Sum it up: What does it all mean? Zoom Link: https://us02web.zoom.us/j/###-###-#### ?pwd=ceHyXgdbDOxcRbxbL0g3bPkU9I8H65.1&jst=2 YouTube Livestream Link: https://youtube.com/live/vRqpdLC3HXE?feature=share
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commentor profile
Reply by a searcher
from Northern Alberta Institute of Technology in Edmonton, AB, Canada
Thanks Steve, this topic really resonates as I've evaluated software investments before and was just never quite sure if they'd ever work out well for me, coming from a non-technical background. Anyways, I enjoy your podcast and am looking forward to the livestream. Thanks for all your contributions to the community!
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Reply by a searcher
from University of Southern California in San Francisco, CA, USA
Thanks for organizing! Would love to see more of these covering other sectors (e.g. manufacturing, logistics, etc.)
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