Building a Cold Email Empire: Jeremy Chatelain, CEO of QuickMail, on Outreach & AI

In this episode, we sit down with Jeremy Chatelain, CEO and founder of QuickMail, a pioneering company in cold email software. Jeremy shares his entrepreneurial journey, starting over a decade ago, including his transition from a 9-to-5 job to launching QuickMail. We explore key topics like the evolving outreach landscape, the role of AI in the future of cold email, and effective strategies to enhance deliverability. Jeremy also discusses his experiences with personalization, the importance of multi-channel approaches, and provides insights into scaling a successful cold outreach business today. Tune in for a deep dive into the world of cold email and the innovations driving its future.

00:00 Introduction to Jeremy Chatelain and QuickMail
01:13 Jeremy's Journey into Cold Outreach
03:01 The Birth of QuickMail
06:32 Writing the Book on Cold Email
09:13 Targeting and Learning Cold Outreach
15:16 Dealing with Rejection in Cold Outreach
17:35 Adapting to Industry Changes
20:04 Technical Insights on Warmup Tools
26:28 Future of Email Deliverability
30:58 The Importance of Follow-Up in Email Outreach
31:18 Navigating Email Filters and Spam
32:00 Effective Follow-Up Strategies
35:57 Using Multi-Channel Approaches
37:19 The Role of Accurate Data in Outreach
39:40 AI's Impact on Cold Outreach
44:43 Personalization in 2025
50:30 Challenges and Future of Cold Outreach
56:43 Final Thoughts and Resources