Jeremy Chatelaine and Jack Reamer

Cold Email Outreach with Jeremy & Jack

Business EN ↓ 99 episodes

Jeremy Chatelaine, founder of QuickMail.io and Jack Reamer, founder of SalesBread.com talk about the strategies and tactics around cold email outreach. Straightforward, to the point, no fluff for actionable insights to help you succeed with your cold email outreach.

Author

Jeremy Chatelaine and Jack Reamer

Category

Business

Podcast website

quickmail.io

Latest episode

May 27, 2026

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Episodes

#420 - LinkedIn DM Teardown: Social Proof Gone Wrong 27.05.2026

📫 Don't miss the best cold outreach tips, join the newsletter - https://quickmail.com/newsletter About this episode (#420): In this episode, Jack and Jeremy do a live teardown of two real LinkedIn DMs, breaking down what works, what doesn't, and how to rewrite them for better results. Key topics discussed in this episode: Leading with a high-credibility asset like a Seth Godin interview can work,...

#419 - 2026 Easy way to get 50% reply rate on LinkedIn 13.05.2026

📫 Don't miss the best cold outreach tips, join the newsletter - https://quickmail.com/newsletter About this episode (#419): Jack and Jeremy break down one of the most underrated tactics in LinkedIn outreach — using post engagement to identify and connect with high-intent leads. They walk through the exact process of turning public LinkedIn activity into a pipeline of warm prospects. Key topics di...

#418 - 10 LinkedIn A/B Tests Worth Trying Today 18.03.2026

📫 Don't miss the best cold outreach tips, join the newsletter -  https://quickmail.com/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...

#417 - How to Spot Cold Email Lies, And What To Do Instead 04.03.2026

📫 Don't miss the best cold outreach tips, join the newsletter - https://quickmail.com/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...

#416 - 12 Ways to Reveal Your Buyers "Hidden" Purchase Intent 18.02.2026

📫 Don't miss the best cold outreach tips, join the newsletter -  https://quickmail.com/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 publ...

#415 - Cold Outreach Hot Seat: What Founders Are Asking in 2026 04.02.2026

📫 Don't miss the best cold outreach tips, join the newsletter. https://quickmail.com/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 Lin...

#414 How the Pros 2X Their Sales Meetings (No Extra Prospecting) 21.01.2026

📫 Don't miss the best cold outreach tips and cold email tactics, join the newsletter - https://quickmail.com/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...

#413 - Fix any campaign with 2 simple changes 07.01.2026

📫 Don't miss the best cold outreach tips and cold email tactics, join the newsletter -  https://quickmail.com/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 breakdo...

#412 - Takeaways from the 5 "Can't Miss" Episodes of 2025 25.12.2025

📫 Don't miss the best cold outreach tips and cold email tactics, join the newsletter - https://quickmail.com/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...

#411 - Gun to Head" Offer Workshop 10.12.2025

📫 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...

#410 - Stop obsessing about your subject lines. Here's why. 26.11.2025

📫  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 maste...

#409 - LinkedIn DM Autopsy: Watch us Fix These Common Mistakes 12.11.2025

📫 Don't miss the best cold outreach tips, join the newsletter - https://quickmail.com/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...

#408 - Josh Braun Shares Sales Techniques That Work 29.10.2025

About this episode (#409): In this episode, Jack and Jeremy sit down with sales legend Josh Braun to explore how to start smarter, more effective cold outreach conversations. They break down Josh's "poke the bear" method, a way to uncover hidden pain points without triggering resistance, and share practical tips for making prospects pause, think, and actually want to talk to you. Key topics discus...

#407 - Selling in a LinkedIn connection request? (2025 Example) 15.10.2025

About this episode (#407): In this episode, Jack and Jeremy break down a bold connection request on LinkedIn that skips the usual small talk and goes straight for the pitch. They debate whether this "go for the kill" approach ever works in cold outreach, and if so, under what conditions. Along the way, they define a framework for when pitching in a connection request might actually make sense and...

#406 - Don't Let AI Cripple Your Reply Rate 01.10.2025

About 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 sti...

#405 - "Came across your profile" and other sales mistakes to avoid 17.09.2025

About this episode (#405): In this episode, Jack and Jeremy run a two-part teardown of real cold outreach messages. They start by analyzing a LinkedIn message that pitches AI agents for lead generation, then break down a clever follow-up email from a SaaS tool the recipient had signed up for months earlier. You'll hear what worked, what didn't, and how to write outreach that actually gets replies,...

#404 - Transforming Silent Rejections into Profits 03.09.2025

📫  Don't miss the best cold outreach tips, join the newsletter - https://quickmail.com/newsletter About this episode (#404): In this episode, Jeremy and Jack dive into a smarter way to structure follow-up emails in cold outreach. Instead of repeating the same call-to-action (CTA) or simply lowering commitment levels, they introduce a sales-letter-inspired approach using upsells and downsells to i...

#403 - How to Win at Outreach When Your Competitors Are Better Than You 20.08.2025

In this episode, Jeremy from QuickMail and Jack from SalesBread tackle a tough question from a head of growth at a small B2B SaaS company: How do you succeed in cold outreach when your product lacks a clear edge in a crowded market? The two dive into real-world tactics and mindset shifts that can help founders and marketers compete against bigger players even without a flashy differentiator. Key T...

#402 - Sales Questions from a CEO 06.08.2025

In this rapid-fire episode, Jack and Jeremy tackle six cold email and outreach questions submitted by listener Trey. From proper greetings and cultural nuances to incentives and defining success, the hosts share actionable insights based on real-world experience. Whether you're new to outreach or refining your strategy, this episode has something for every B2B emailer. Key topics discussed: - Why...

#401 - AI Overkill: Watch AI Destroy Their Reply Rate Video 23.07.2025

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 r...

#400 - How to Get Your First 10 Sales Meetings — Without Ads or a Huge Audience 09.07.2025

In this episode, Jack and Jeremy break down a simple, no-fluff cold email strategy to help you land your first sales meetings—even if you're starting from scratch. No marketing budget, no followers, no fancy tools—just a clear step-by-step process to get conversations started with your ideal customers. Key Notes:  How to define your Ideal Customer Profile (ICP) without overthinking it Why starting...

#399 - The 1-Second Test: What Gets Your Cold Email Read (or Deleted)? 25.06.2025

In this episode, Jack and Jeremy dive into the brutal reality of the one-second test that every cold email must pass. They explore the psychological and structural cues that influence whether a prospect replies—or hits delete almost instantly. Key Notes:  Why you only have 100 milliseconds to make a first impression The importance of email layout, subject line, and paragraph length How visual and...

#398 - Use This New LinkedIn Filter For Your Next Campaign 11.06.2025

In this episode, Jeremy & Jack reveals a powerful yet under-the-radar LinkedIn feature that transforms how sales professionals can target their outreach. They explore the possibilities and practical applications of this new discovery, comparing it to the psychographic targeting capabilities of early Facebook Ads. Key Notes:  The discovery of LinkedIn's "followers of creator" filter and how it mirr...

#397 - Fixing This CEO's LinkedIn Outreach 28.05.2025

In This Episode: Jack and Jeremy return from a break with a fresh teardown of a LinkedIn InMail pitch. They dive into whether the message hits the mark, who it's really for, and how to make outreach campaigns more effective. It's a fun, punchy critique packed with real-world advice for sales pros and copywriters alike.   Key Notes: The importance of clear value propositions in outreach messages Wh...

#396 - Need leads? Steal this Direct Mail Approach 14.05.2025

In this episode, we dive into a unique direct mail marketing piece targeting vehicle owners. We analyze its effectiveness, discuss how similar approaches could work in other industries like business brokerage, and break down the nuances of personalization, format, and copywriting. If you're interested in cold outreach or direct response marketing, this one's for you! Key Notes: A breakdown of a di...

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