Cold Email Outreach with Jeremy & Jack
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.
Episodes
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 ol...
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 with just 20–30 hand-picked p...
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 sender identity cues (like ava...
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 mirrors Facebook-style psychograph...
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
- Why lazy list-building kills goo...
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 direct mail piece designed to buy us...
In this episode, Jeremy & Jack break down and analyze two cold email campaigns, offering insights and feedback on what works and what falls short in email outreach. They dive into the importance of personalization, the power of a strong call to action, and common pitfalls in email marketing strategies.
Key Notes:
- The importance of a compelling subject line and the impact of personalization.
- How using "fishing for no" tactics ...
In this episode, we dive into a rapid-fire Q&A on cold outreach strategies, covering everything from leveraging AI for personalization to optimizing LinkedIn profiles for better response rates. The discussion explores how sales professionals can balance automation and human connection while improving deliverability, personalization, and follow-up strategies.
Key Notes:
- How AI can enhance o...
In this episode, we dive into effective sales outreach strategies, particularly when working with a limited number of new prospects. The discussion focuses on prioritizing leads, leveraging high-touch channels, and using engagement signals to maximize impact.
Key Notes:
- Read more
In this episode, we conduct a deep dive into an SEO-focused cold email sequence, breaking down its structure, effectiveness, and areas for improvement. From subject lines to follow-ups, we analyze what works, what falls flat, and how strategic personalization could make all the difference. If you're looking to refine your outreach strategy, this teardown is packed with valuable insights.
Key Notes
- Initial impressions of the s...
In this episode, Jeremy and Jack discuss the evolving landscape of email deliverability and why it's no longer a major concern for most sales teams. They explore how a shift in focus is needed toward refining your list and message rather than obsessing over deliverability, as the technology has already solved many of those issues.
Key Notes
- Why deliverability is no longer a major issue in 2025 due to advancements in AI and au...
In this episode, Jeremy and Jack explore how traditional sales methods can be adapted to today’s business world. They dive into strategies that can enhance your outreach, from in-person interactions to innovative downsells and refining your pitch.
Key Notes
- How Lunch and Learn sessions can be a fresh take on traditional sales tactics.
- Using alternative outreach methods like sending thoughtful gifts or offering value upfront w...
In this episode, Jeremy and Jack dive into the evolving world of sales outreach, discussing how the traditional approach of cold emailing and templates may be shifting toward more organic, conversational strategies. They explore the concept of using a two-part campaign to warm up prospects and how starting with a casual conversation can lead to meaningful business interactions.
Key Points:
- The concept of a two-part sales cam...
In this episode, Jeremy and Jack dive into the details of a multichannel lead generation campaign they've been working on for 2025. They walk through the campaign's strategy, including LinkedIn and email outreach, while sharing valuable insights on optimizing connection requests and cold outreach.
Key Points:
- Combining LinkedIn and email strategies to reach lead gen agency owners.
- Tips on writing connection requests and bal...
In this episode, Jack and Jeremy dive into the art of prospecting for outbound sales - exploring strategies that prioritize efficiency and results. The hosts break down a unique visualization of the prospecting process to help sales professionals refine their approach.
Key Points
- Understanding prospect proximity to your offer
- Introducing a ...
This episode discusses strategies for conducting cold outreach during the holiday season, such as the best days to send emails, whether to pause campaigns during holidays, and opportunities to connect with prospects in a more personal way.
Key topics discussed:
- Data on email performance based on send days
- The pros and cons of maintaining cold outreach camp...
This episode discusses 6 key pieces of advice from Jack and Jeremy from their decade of experience with cold outreach. The hosts share actionable tips and strategies for generating sales through effective cold outreach.
Key topics discussed:
- Effective list building for improved reply rates
- Focused messaging
- How to prioritize and personalize ...
This "water cooler" episode features a fun, free-flowing discussion between Jeremy and Jack on the current state of personalization at scale in the B2B lead generation space. They explore the use of AI, effective profile/messaging strategies, and how the landscape may evolve in the future.
Key topics discussed:
- Experimenting with personalized Loom videos f...
Key Points:
In this teardown, Jeremy and Jack break down a cold email targeting employee churn reduction for tech scale-ups. Their analysis emphasizes the importance of establishing authority and aligning the message with the recipient’s expertise to create a more compelling outreach. By using pattern-interrupt subject lines and carefully crafted content, they aim to improve both engagement and response rates.
Key Takeaways:
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