#406 - Don’t Let AI Cripple Your Reply Rate
Cold Email Outreach with Jeremy & Jack
Release Date: 10/01/2025
#418 - 10 LinkedIn A/B Tests Worth Trying Today
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips, join the newsletter - About this episode (#418): In this episode, Jeremy and Jack brainstorm high-impact LinkedIn A B tests you can run immediately to boost reply rates. What starts as a casual speedboarding session turns into a rapid-fire list of practical experiments, from voice notes to list tweaks to creative CTAs. If you are sending LinkedIn messages and want better results, this episode gives you at least 10 ideas to test this week. Key topics discussed in this episode: Stripping your message down to just the pain point and call to...
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#417 - How to Spot Cold Email Lies, And What To Do Instead
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips, join the newsletter - About this episode (#417): In this teardown, Jack and Jeremy dissect a cold email from a video clips agency that promises “viral” shorts on a pay-by-results basis. They pick apart the subject line, the fake-sounding flattery, the weak proof, and then live-rewrite the message into something that a busy podcast host might actually reply to. Key topics discussed in this episode: Why subject lines like “Quick question, Jack” feel spammy and get ignored How lines like “I stumbled upon your podcast” and “you can...
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#416 - 12 Ways to Reveal Your Buyers “Hidden” Purchase Intent
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips, join the newsletter - About this episode (#416): In this episode, Jack convinces Jeremy to go deep on one of the hardest problems in cold outreach: building a list when your buyers are essentially invisible. They unpack how to find prospects who use internal processes like Scrum or cold calling, even when there is no public signal that gives them away. The conversation introduces creative ways to spot indirect clues and build highly valuable lists that most databases simply cannot provide. Key topics discussed in this episode: What an...
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#415 - Cold Outreach Hot Seat: What Founders Are Asking in 2026
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips, join the newsletter. About this episode (#415) Jeremy and Jack answer 10 straight up questions about cold outreach across LinkedIn, email, and phone. They cut through common myths and share practical advice on what actually works when you are launching or scaling outbound today. Key topics discussed: How to set up your LinkedIn profile and outreach safely when you are just getting started Best practices for building LinkedIn prospect lists and avoiding inactive users Why cold outreach starts working once your list, strategy, and message are...
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#414 How the Pros 2X Their Sales Meetings (No Extra Prospecting)
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips and cold email tactics, join the newsletter - About this episode (414): In this episode, Jack and Jeremy share practical ways to boost booking rates when handling warm leads from outbound campaigns. They walk through simple habits and tactics that help you reply faster, cut friction, keep momentum high, and ultimately get more prospects to show up to the calls they requested. The conversation focuses on what really moves the needle once someone raises their hand and how small tweaks in your follow up can dramatically increase conversions. Key...
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#413 - Fix any campaign with 2 simple changes
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips and cold email tactics, join the newsletter - In this episode, Jack and Jeremy tackle a simple but powerful question. If you could only pull two levers to improve a cold outreach campaign, which ones would produce the biggest lift in both reply rate and ROI? What starts as a theoretical exercise turns into a deep breakdown of strategy, list quality, offer strength, and how to diagnose a campaign that is getting crickets. The hosts compare notes, challenge each other, and map out which levers matter most depending on the situation. Key...
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#412 - Takeaways from the 5 “Can’t Miss” Episodes of 2025
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips and cold email tactics, join the newsletter - About this episode (#412): Jack and Jeremy do a laid back end of year “water cooler” recap of the episodes that hit hardest in 2025. They revisit the moments they still think about, from sales psychology and empathy to offer creation and a new way to visualize prospecting, plus a quick trip down memory lane with the outreach email that helped kick things off back in 2017. Key topics discussed in this episode: Why Episode 408 with Josh Brown stood out, and how sales psychology applies...
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#411 - Gun to Head” Offer Workshop
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips, join the newsletter. https://quickmail.com/newsletter About this episode: Jack walks Jeremy through his "gun to the head" exercise for building irresistible offers in cold outreach. They explore why most campaigns suffer from weak, boring offers and how to move from ridiculous fantasy promises to bold, realistic offers that actually get replies. Along the way, they break down concrete examples and the psychology behind what gets someone to respond to a first message. Key topics discussed in this episode: Why offers are often more important than...
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#410 - Stop obsessing about your subject lines. Here’s why.
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips, join the newsletter - https://quickmail.com/newsletter About this episode (#410): In this episode, Jack and Jeremy tear down a cold email that opens with the line “No one likes a cold email.” They explore why this approach fails to stand out and how small details in your inbox preview can make or break your open rates. The conversation turns into a masterclass on subject lines, preview text, and how the overall “look” of your message shapes trust before anyone even clicks open. Key topics discussed in this episode: - Why preview text...
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#409 - LinkedIn DM Autopsy: Watch us Fix These Common Mistakes
Cold Email Outreach with Jeremy & Jack
📫 Don't miss the best cold outreach tips, join the newsletter - About this episode (#410): Jeremy and Jack are back in the studio breaking down a pair of cold outreach messages, including one that went viral on LinkedIn. They explore what worked, what didn’t, and how small tweaks in tone and structure can make a big difference in response rates. The episode dives into writing conversational, curiosity-driven messages that actually open doors on LinkedIn. Key Topics: Why starting a cold message with a question can be risky but sometimes effective The problem with jargon and why clarity...
info_outlineAbout this episode (#406):
In this episode, Jack and Jeremy revisit the question: should AI be trusted to write and send first-line personalization in cold outreach? It’s late Q2 2025, and AI tools are smarter than ever. But are they smart enough to handle something as nuanced (and reputation-sensitive) as email intros without human review? The guys go deep on how far the tech has come, what’s still risky, and where it might actually make sense in your workflow.
Key topics discussed in this episode:
- Why letting AI send unchecked intro lines is still a risky move
- How the quality of personalization has improved and where it still breaks
- Why buyer awareness of AI is making personalization harder, not easier
- The evolving role of the first line (and why the PS line might be safer)
- What makes a smart AI prompt and how to reduce hallucination risk
- Testing AI-generated personalization vs. handcrafted lines
- When AI might make sense for high-volume outbound vs. niche campaigns
This episode is a no-fluff look at what AI can and can’t do for outbound personalization in 2025. Jack and Jeremy break down the tradeoffs, the risks, and where smart filters and prompts can actually help without wrecking your reply rates.
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