#176: The Five Questions That Will Decide Your SaaS Progress Next Year – Greg Head

by PE Support | Dec 25, 2025

  As the year winds down, I want to share an end-of-year message for practical SaaS founders who want to make better progress in 2026. Based on my recent conversations with more than 40 CEOs in my Practical Founders peer groups, it’s clear that growth...

#175: The Founder Psychology Patterns Behind Stuck SaaS Companies – Dave Hersh

by PE Support | Dec 18, 2025

  Dave Hersh, co-founder and former CEO of Jive Software, shares the real story behind bootstrapping Jive to $12M in revenue before raising venture capital and scaling aggressively. He explains how fear, comparison, and the pressure to “go big” drove...

#174: Plateaus, Pivots, and Staying Profitable: Solving Practical SaaS Puzzles – Josh Ho

by PE Support | Dec 11, 2025

  Josh Ho is the Founder and CEO of Referral Rock, a bootstrapped referral marketing platform serving SMBs that rely on multi-step, relationship-driven sales. Starting in 2015 as a solo developer consulting on the side, Josh built the first version...

#173: From COVID Boom to Bootstrap Mode: Hubilo’s Refounder Story – Shailesh Hegde

by PE Support | Dec 4, 2025

  Shailesh Hegde is the CEO of Hubilo, a Bangalore-based webinar software company that initially started during COVID as virtual events tech and raised $150M in VC funding before the market shifted. Originally joining as head of product, he stepped into...

#172: Why Long-Term Bootstrapping Still Works in Event Mgt. SaaS – Raju Patel

by PE Support | Nov 27, 2025

  Raju Patel founded eShow over 25 years ago after building a speaker portal for a magazine company and realizing he had a repeatable software product. What began as a one-man shop in suburban Chicago evolved into a robust event-management platform...