Wanted to Share Something We’re Working on Around GTM Due Diligence with Search CEOs

professional profile

October 13, 2025

by a professional from University of California, Hastings College of Law in Petaluma, California, United States

Excited about this community! Hello everyone — I wanted to share something we’ve been seeing more often in conversations with Search CEOs and investors. It’s around GTM due diligence — and how often it ends up being the quiet source of pain post-close. The financials usually check out. But then 60 days in, the CEO starts realizing: - Deals weren’t as repeatable as they looked on paper. - Pricing isn’t aligned with perceived value. - Marketing and sales are out of sync. - Forecasts look good, but pipeline health is fuzzy. We built my company, Five Experts to help with exactly that. It’s a network of vetted fractional and hourly GTM operators — CROs, RevOps leaders, pricing strategists — who work with Search CEOs and investors to pressure-test assumptions before and after the deal. Not all are public, so know we have dozens with private profiles. These experts help validate the commercial side of diligence, find where friction is hiding in the funnel, and build the GTM systems that make growth predictable once you’re in the seat. The goal isn’t to add headcount — it’s to bring in proven operators who can help you get clarity fast and move forward confidently. Our Experts are available hourly, or on a fractional project basis, and we focus on outcomes, not endless advising. If you’re in diligence and need some direction from a proven operator, or already running a company post-acquisition and trying to make the go-to-market side more predictable, reach out. Our mission is to drive more value into the Search ecosystem from pre-acquisition to 5-years post investment. And the best part, it's free for CEOs, companies and Investors to join. You only pay the Expert directly when you book an engagement. You can contact me directly at redacted Or our team at redacted https://fiveexperts.com/
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Reply by an admin
from Massachusetts Institute of Technology in Portland, OR, USA
Please feel free to introduce yourself on this Buy-Side Advisory thread I created recent: www.searchfunder.com/post/buyside-advisors-please-reintroduce-yourself-here
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