Practical Founders Podcast

#181: Why Systems (with AI) Scale Better Than People in SaaS - Jordon Comstock

20 snips
Jan 30, 2026
Jordon Comstock, founder and CEO of BoomCloud who built a profitable vertical SaaS for dental memberships, talks systems-first scaling and bootstrapped discipline. He covers hiring mistakes, narrowing an ideal customer, AI-augmented content and product work, and building durable, profitable growth instead of chasing fast exits.
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ANECDOTE

Bootstrapped To Profitable SaaS

  • Jordon bootstrapped BoomCloud from near zero and rejected early outside funding offers.
  • The company has been profitable since 2016 and now does about $3M ARR with ~600 practices.
ANECDOTE

Hiring Spike Led To Slowdown

  • Jordon grew headcount to ~28 with VPs and directors and the business became inefficient and slow.
  • He cut the team and now a much smaller group delivers higher output and better results.
ADVICE

Implement Systems Before Hiring

  • Build systems before hiring so people can operate predictably and scale your work.
  • Implement processes first, then delegate roles to avoid chaos and wasted headcount.
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