#401 - AI Overkill: Watch AI Destroy Their Reply Rate

In this episode, Jack and Jeremy break down an especially long
and highly personalized cold email that made its way through the
noise—though not without some controversy. They explore what
worked, what went too far, and how AI-driven outreach can either
charm or alarm your prospects.


Key topics discussed:


- The use of deeply personal references in cold emails—and where
it crosses the line.
- Why referencing hobbies, spouses, and old clients might not
earn you points.
- The difference between relevance and overpersonalization in
outreach.
- How AI-generated emails reveal themselves with subtle
formatting cues.
- Alternative, clearer messaging strategies that could've made
the same email more effective.
- The importance of a focused CTA and the power of a “trial as a
gift” offer.
- Predictions for the future of first-line personalization and
AI’s evolving role in cold outreach.


Less is often more when it comes to personalization. A simple,
relevant message that's respectful of boundaries often beats a
complex AI-generated pitch loaded with unnecessary personal
trivia.


About the hosts:


Jack Reamer founded SalesBread.com – the lead generation agency
that brings B2B companies 1 lead per day by sending
ultra-personalized LinkedIn messages and cold emails. Show
listeners can book a free, 15-minute lead generation brainstorm
session here: https://salesbread.com/contact/


Jeremy Chatelaine founded QuickMail.com – the most performant
cold email platform to get replies, thanks to industry-leading
features such as Deliverability AI and Advanced Stats. Start your
trial today here: https://quickmail.com