Jeremy Chatelaine: Why Multichannel Cold Outreach Books 4.22x More B2B Meetings

Jeremy Chatelaine: Why Multichannel Cold Outreach Books 4.22x More B2B Meetings

From Predictable B2B Success by Sproutworth

June 2, 2026 · 46 min · Episode 540

About this episode

Jeremy Chatelaine discusses the importance of multichannel cold outreach and customer retention in building a successful SaaS business.

Imagine building one of the world’s first cold email automation platforms, then deciding not to chase hypergrowth or venture capital but to grow profitably by serving a very specific kind of customer well. In this episode of Predictable B2B Success, Vinay Koshy speaks with Jeremy Chatelaine, founder and CEO of Quickmail, to discover how he prioritized product excellence and customer retention in a fast-moving SaaS landscape. With over 400 podcast episodes, an industry-defining book, and the trust of agencies managing hundreds of clients, Jeremy’s story flips conventional SaaS wisdom on its head. He reveals how the internal calculus of “good fit” versus “bad fit” customers can make or break a business and why refusing a paying customer can sometimes be more profitable in the long run as opposed to customers who destroy value, the unusual economics of retention vs. acquisition, and why delivering exceptional customer results like, booking 4.22 times more meetings than the competition, is about much more than emails and automation. Jeremy also shares hard-won lessons from mistakes, killer feature inventions, and why an executive assistant could be the highest ROI hire you’re not…

People in this episode

Host: Vinay Koshy

Guest: Jeremy Chatelaine

Topics covered

  • cold outreach
  • B2B meetings
  • customer retention
  • SaaS success
  • bootstrapping
  • venture capital

Keywords

  • cold email automation
  • customer retention
  • B2B meetings
  • SaaS
  • bootstrapping
  • venture capital
  • product excellence

Mentioned in this episode

Organizations: Quickmail

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