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.
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#412 - Takeaways from the 5 “Can’t Miss” Episodes of 2025
12/25/2025
#412 - Takeaways from the 5 “Can’t Miss” Episodes of 2025
📫 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 perfectly to email and LinkedIn outreach The “shoe store” story. How better opening questions create instant rapport and better conversations Using empathy in sales, including the power of labeling emotions and what happens when you miss the moment Episode 403. How to win at outreach when your competitors are better than you, and why educating the market can be the real differentiator Episode 389. The future of sales is organic outreach, and why templates keep dying as personalization becomes the expectation Episode 411. The “gun to your head offer” exercise for crafting an offer that feels almost impossible to say no to Episode 387. The Black Hole B2B Sales Theory, and the “sales universe” model that helps you prioritize warmer orbits and create gravitational pull This episode is a reminder that the best outreach wins are usually simple. Better questions, clearer angles, stronger offers, and consistent thinking patterns you can absorb by listening to enough teardowns. 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: 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:
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#411 - Gun to Head” Offer Workshop
12/10/2025
#411 - Gun to Head” Offer Workshop
📫 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 copy when it comes to getting cold outreach results The "gun to the head" exercise. starting in fantasy land where you can promise anything just to break writer's block and surface strong ideas How to gradually walk those fantasy offers back into reality while keeping them compelling enough that prospects cannot ignore them The "comfort spectrum" of offers. why feeling slightly uncomfortable about an offer is a sign you are ahead of competitors. plus the all important "stomach test" The difference between product or service deliverable offers and foot in the door offers. including examples like N95 mask outreach during COVID and podcast interview campaigns A live example of crafting an offer to sell a CRM for golf courses. moving from absurd promises to a feasible, high incentive pitch that Jack would actually stand behind How principles from Cialdini and first conversation psychology show up in cold outreach. including why small early commitments massively increase the odds of bigger yeses later This episode is a practical playbook on fixing weak offers so your cold outreach has a real shot at earning replies. Listen in if you want sharper, braver offers that still feel honest and deliverable. About the hosts: Jack Reamer founded SalesBread.com. a lead generation agency that brings B2B companies one lead per day using ultra personal LinkedIn messages and cold emails. Show listeners can book a free 15 minute lead generation brainstorm session here. Jeremy Chatelaine founded QuickMail.com. the most performant cold email platform to get replies, thanks to industry leading features like Deliverability AI and Advanced Stats. Start your trial today here.
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#410 - Stop obsessing about your subject lines. Here’s why.
11/26/2025
#410 - Stop obsessing about your subject lines. Here’s why.
📫 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 is just as critical as your subject line for open rates - How to engineer your preview text to create curiosity - The hidden role of sender name and domain credibility in trust - Why vague or buried offers instantly kill engagement - How QuickMail’s dynamic “sender name mimic” feature can lift reply rates - The difference between good execution and the right strategy - Why great agencies don’t stop at outreach—they make sure clients see ROI This teardown reveals that a high-performing cold email starts long before the message itself. Getting the subject, preview, and sender right sets the stage for every reply that follows. 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. Jeremy Chatelaine founded QuickMail.com — the most performant cold email platform to get replies, with industry-leading features like Deliverability AI and Advanced Stats. Start your trial today here: https://quickmail.com
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#409 - LinkedIn DM Autopsy: Watch us Fix These Common Mistakes
11/12/2025
#409 - LinkedIn DM Autopsy: Watch us Fix These Common Mistakes
📫 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 always wins How to use the CCQ framework (Compliment, Commonality, Question) to personalize outreach Rewriting a LinkedIn message to sound more natural and human How to balance curiosity with clarity in a short LinkedIn connection note The difference between opening a conversation and selling right away How strategy and product positioning tie directly into outreach campaigns This teardown shows how small writing decisions shape your outreach success. Whether you’re writing LinkedIn DMs or cold emails, the goal isn’t to pitch, it’s to connect. 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: 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:
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#408 - Josh Braun Shares Sales Techniques That Work
10/29/2025
#408 - Josh Braun Shares Sales Techniques That Work
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 discussed: Why cold outreach fails when it starts with pitching or convincing How to “poke the bear” by asking questions that expose invisible problems Real-life examples from malls, car washes, and contractor bids that illustrate the method How to use emotional echoing to make people feel truly understood Why it’s better to walk away from a bad fit than try to force a sale How to tailor your message based on job titles and switching risks What Chris Voss taught Josh about silence, trust, and listening for truth The best cold outreach doesn’t push, it creates a moment of reflection. Ask the right question, listen well, and let your prospect talk themselves into the next step. 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: 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:
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#407 - Selling in a LinkedIn connection request? (2025 Example)
10/15/2025
#407 - Selling in a LinkedIn connection request? (2025 Example)
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 when it’s still a terrible idea. Key topics discussed in this episode: Why most people shouldn’t pitch in a connection request The rare exceptions where a direct pitch can work The role of curiosity, pain, and timing in message effectiveness What makes a product demo-worthy based on novelty alone Real-world examples of campaigns that broke the rules and won The blurred line between “product-market fit” and compelling messaging When list-building and timing matter more than copy itself This teardown shows that even hard rules in cold outreach have exceptions if your offer hits the right nerve. Jack and Jeremy unpack what it takes to earn a “yes” at first touch and how to craft messages people actually want to reply to. 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: 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:
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#406 - Don’t Let AI Cripple Your Reply Rate
10/01/2025
#406 - Don’t Let AI Cripple Your Reply Rate
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 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: 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:
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#405 - “Came across your profile” and other sales mistakes to avoid
09/17/2025
#405 - “Came across your profile” and other sales mistakes to avoid
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, whether your audience is ice cold or just cooling off. Key topics discussed in this episode: Why vague or generic subject lines instantly signal cold outreach - The dangers of pitching without credibility, proof, or a clear ask How to use curiosity properly in cold messages (and when it backfires) Why offering value or reciprocity makes outreach more effective A teardown of a SaaS follow-up email that used a “you never used your free credits” angle The difference between cold, warm, and “lukewarm” outreach (and why lukewarm might be your best audience) How small, specific asks can increase reply rates This episode is a masterclass in cold outreach psychology, whether your leads are brand new or just haven’t heard from you in a while. 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: 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:
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#404 - Transforming Silent Rejections into Profits
09/03/2025
#404 - Transforming Silent Rejections into Profits
📫 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 increase engagement and conversions over time. Key Topics Discussed: Why sending the same CTA in follow-ups is a missed opportunity Introducing a follow-up “ladder” with escalating and descending offers The psychology behind “foot in the door” vs. “door in the face” techniques Using varied offers (video, guest post, webinar, trial) to maintain attention and add value Why the third ask might get a “yes” even if the first two didn’t How to keep leads in your universe (e.g. newsletter, YouTube) even if they’re not ready to buy The importance of investing thought into offers, not just copy, during outreach planning This episode is a goldmine for anyone running outbound campaigns and tired of stale follow-ups. Rethink your offers, make your asks more strategic, and turn “no response” into lasting brand engagement. 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: 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:
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#403 - How to Win at Outreach When Your Competitors Are Better Than You
08/20/2025
#403 - How to Win at Outreach When Your Competitors Are Better Than You
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 Topics Discussed: The importance of market education and timing when entering a saturated niche Competing on price: the most basic but often effective strategy for early traction Why strong marketing can outperform a superior product Alternative ways to position your offer—such as "trial as a gift" Why commoditized tools (like email verification) need creative outreach angles Using consulting or audits as a Trojan Horse to sell your core software The game-changing idea of targeting consultants and incentivizing them with affiliate deals Whether you're selling "salt" or software, you don’t need to reinvent the wheel to succeed. With smart positioning, pricing, and outreach strategy, even undifferentiated products can win. This episode is packed with actionable gems for any B2B founder trying to get traction in a tough market. 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: 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:
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#402 - Sales Questions from a CEO
08/06/2025
#402 - Sales Questions from a CEO
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 using “Hello” in cold email greetings can sound too formal or robotic - The importance of matching your tone to your recipient’s culture or geographic location - Using industry-specific language to better connect with your prospects (e.g., “What are y’all building?”) - Clarifying the definition of a “qualified lead” versus a “prospect” - Measuring the success of cold email campaigns based on conversations started, not just closed sales - Offering gift cards or incentives in exchange for sales calls — when it works and when it doesn’t - The psychology of value perception when offering monetary incentives This episode is packed with practical advice, real examples, and a few laughs as Jack and Jeremy explore what really works in cold outreach. Big thanks to Trey for the thoughtful questions — keep them coming! 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: 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:
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#401 - AI Overkill: Watch AI Destroy Their Reply Rate
07/23/2025
#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: 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:
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#400 - How to Get Your First 10 Sales Meetings — Without Ads or a Huge Audience
07/09/2025
#400 - How to Get Your First 10 Sales Meetings — Without Ads or a Huge Audience
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 prospects is more effective than buying a list The exact cold email script you can send to “dead leads” to re-engage them Tips for writing personalized, human emails without using any automation How to craft a value-driven follow-up that surprises and engages your prospect Why simple yes/no call-to-actions outperform vague “let me know” language When and how to scale up your outreach once the manual process starts working If you’ve been hesitant to start cold outreach, this episode will show you that it's not only doable—it can be fun and effective. Tune in to learn the baby steps that lead to big wins in sales. 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: 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:
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#399 - The 1-Second Test: What Gets Your Cold Email Read (or Deleted)?
06/25/2025
#399 - The 1-Second Test: What Gets Your Cold Email Read (or Deleted)?
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 avatar and display name) can make or break your outreach The red flags of impersonal or poorly set-up automations (e.g., email addresses instead of names) Why the first sentence must immediately answer "Is this for me?" The value of smart, skimmable call-to-actions and how placement affects response rates Why unsubscribe links, oversized signatures, and fake flattery can kill trust—and how to fix them Whether you're running outbound campaigns or fine-tuning your cold outreach game, this episode offers practical, nuanced tips to help your emails survive the one-second test and stand out in crowded inboxes. 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: 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:
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#398 - Use This New LinkedIn Filter For Your Next Campaign
06/11/2025
#398 - Use This New LinkedIn Filter For Your Next Campaign
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 psychographics How to find U.S.-based CEOs who follow specific influencers like Alex Hormozi Exporting search results to build targeted outreach lists The potential of combining creator-following filters to identify shared beliefs or preferences in prospects Real-world applications, including event marketing and webinar promotions Comparison between Sales Navigator and basic LinkedIn search features The broader implications for the future of LinkedIn’s ad and outreach capabilities This episode is a must-listen for sales pros and marketers eager to build smarter, more relevant outreach campaigns. Tune in and try out the filter yourself—you might just rethink your entire prospecting strategy. 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: 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:
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#397 - Fixing This CEO’s LinkedIn Outreach
05/28/2025
#397 - Fixing This CEO’s LinkedIn Outreach
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 good campaigns How to rewrite messages to include relevant personalization and social proof The role of silent objections and when to handle them in cold emails Whether certain low-ticket offers really warrant a call-to-action for meetings Tips for list targeting: looking for buyer signals like team size and premium usage The case for directing recipients to a high-trust landing page vs. asking for a call This teardown highlights how even simple offers require thoughtful positioning. Jack and Jeremy show that with the right tweaks, even a lukewarm pitch can be reworked into a compelling outreach message 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: 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:
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#396 - Need leads? Steal this Direct Mail Approach
05/14/2025
#396 - Need leads? Steal this Direct Mail Approach
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 used cars The impact of handwritten-style marketing and personalization How this approach could translate to business brokerage and other industries Strengths and weaknesses of the copy, including the use of urgency and credibility The role of objection handling in direct mail vs. email outreach The effectiveness of PS statements and how they can be improved The key takeaway: Less is often more when it comes to direct response copywriting This teardown revealed some important lessons in cold outreach and direct mail effectiveness. Removing unnecessary elements and focusing on clarity can make a huge difference. Tune in next time for more marketing breakdowns! 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: 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:
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#395 - Cold Email Surgery: 3 Real Examples Dissected & Rewritten (Live)
04/30/2025
#395 - Cold Email Surgery: 3 Real Examples Dissected & Rewritten (Live)
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 your call to action can be an effective strategy. - The role of a concrete case study or specific examples in increasing credibility. - Why emails that sound too generic or automated often fail to engage recipients. - The challenges of offering free services (like a 40-hour trial) and how to make such offers more appealing. - The negative impact of using a generic "from" email address in outreach campaigns. - How tailoring your email to the specific recipient and their business can make a huge difference in outreach success. The hosts wrap up by stressing the importance of authenticity and personalization in cold emails. By refining subject lines, call to actions, and the overall tone, email outreach can be more effective and less likely to fall into the spam folder. 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: 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:
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#394 - 13 Sales Questions You Should Be Asking in 2025
04/16/2025
#394 - 13 Sales Questions You Should Be Asking in 2025
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 outreach efforts without losing the human touch Key differences between cold emailing and LinkedIn outreach in 2025 Optimizing LinkedIn profiles to support sales efforts and increase engagement Social selling techniques to warm up prospects before reaching out Strategies to avoid spam filters and improve email deliverability Personalizing cold emails effectively without crossing privacy boundaries The importance of balancing value and promotion in cold outreach With practical insights and actionable strategies, this episode provides a roadmap for sales teams looking to refine their cold outreach approach. Tune in to learn how to stay ahead in 2025’s evolving sales landscape. About the hosts: Jack Reamer founded – 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: Jeremy Chatelaine founded – 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:
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#393 - The secret to finding (and winning over) your dream clients
04/02/2025
#393 - The secret to finding (and winning over) your dream clients
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: Why "response lists" are more effective than demographic-based lists for prospecting The power of high-touch outreach methods like phone calls, personalized videos, and in-person visits How to identify engaged prospects based on email opens and LinkedIn profile views The importance of making outreach feel personal and avoiding overly scripted messaging Creative approaches to stand out in a crowded sales landscape The evolving trends in cold outreach and why traditional mass-email tactics are losing effectiveness Best practices for balancing personalization and scalability in sales strategies By focusing on genuine engagement and strategic targeting, sales professionals can improve their outreach efforts and build stronger connections with prospects. Tune in to discover actionable tips for refining your sales approach. 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: 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:
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#392 - SEO Cold Email: Full, 4-Step Campaign Review
03/19/2025
#392 - SEO Cold Email: Full, 4-Step Campaign Review
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 subject line and its ability to spark curiosity. The effectiveness of using organic traffic signals as a lead-in. The value of visual elements like Ahrefs or SEMrush screenshots in email outreach. How messaging can shift to focus on the recipient rather than the sender. Analyzing the follow-up sequence and why it ultimately failed to build trust. The importance of specificity when discussing SEO opportunities. Alternative approaches that could have improved engagement and conversions. Cold email success relies on more than just persistence; it requires value-packed insights and genuine personalization. This teardown highlights the critical elements that can make or break an outreach campaign. Tune in to learn how to craft more compelling, effective messages! 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: 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:
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#391 - The Brutal Truth: Why Your Reply Rate Is Under 5%
03/05/2025
#391 - The Brutal Truth: Why Your Reply Rate Is Under 5%
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 automated inbox switching. The importance of having a quality message and a laser-focused list over relying on volume. Real-life examples comparing high-volume campaigns to low-volume, high-targeted campaigns, demonstrating the effectiveness of focused outreach. The shift from optimizing deliverability to improving your outreach strategy, emphasizing smaller, well-targeted lists. The role of AI in list cleaning, ensuring the right companies and people are being contacted. Message optimization strategies, including using social proof and adjusting the ask to increase engagement. Personalization debates—whether AI-based personalization improves response rates or if it’s better to keep things simple and direct. Jeremy and Jack wrap up by encouraging sales teams to prioritize understanding their market, focusing on the quality of their leads, and creating targeted outreach strategies. They remind listeners that deliverability is no longer a bottleneck—it's all about refining the message and the list 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: 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:
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#390 - Leveraging Old-School Sales Techniques in 2025
02/19/2025
#390 - Leveraging Old-School Sales Techniques in 2025
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 when cold emailing falls short. The power of in-person connection—visiting potential clients or attending events to build relationships before pitching. Networking with competitors by becoming a customer of theirs or engaging in their communities to learn more about their audience. The benefits of downselling as a way to maintain engagement and create opportunities for future business. The need to adapt your pitch when the current approach isn’t working, with a focus on creativity and relevance. Why investing more in your outreach efforts can lead to better long-term returns, even if it requires more upfront costs. Jeremy and Jack wrap up by highlighting the importance of experimenting with different strategies and staying flexible with your sales techniques to meet your target audience’s needs. 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: 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:
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#389 - The Future of Sales is “Organic” Outreach
02/12/2025
#389 - The Future of Sales is “Organic” Outreach
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 campaign A real-life example of a company using a "messenger" to start casual conversations before transitioning to sales. The importance of warming up prospects before pitching, as opposed to direct sales messaging. How AI and tools may influence outreach strategies in 2025, focusing on more natural, less templated interactions. The future of outreach: Moving away from volume-driven strategies and toward more personalized, slower-paced campaigns. The psychology of outreach and the idea of “pivoting” from a casual to a business conversation on different channels. The potential death of traditional sales templates as personalization and conversational marketing take center stage. The episode wraps up with predictions for the future of outreach, suggesting that in the near future, personalized, organic conversations will play a larger role in sales strategies. The death of the template and the rise of AI-powered outreach are expected to reshape the industry. 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: 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:
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#388 - QuickMail’s 2025 Lead Gen Approach
02/07/2025
#388 - QuickMail’s 2025 Lead Gen Approach
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 balancing transparency with personalization. Crafting messages with a value proposition and focusing on superior deliverability. The power of embedding images to showcase analytics and improve engagement. Transitioning from simple questions to more impactful, value-driven CTAs. The benefits of changing communication platforms, like from email to LinkedIn, for better engagement. The importance of adding more personalized touches when leads show interest. Jeremy and Jack wrap up by reflecting on the effectiveness of their strategies and how the use of visuals and personalization can elevate lead generation campaigns. Tune in for more insights in upcoming episodes as they continue refining their approach for the new year. 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: 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:
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#387 - Sales Prospecting Visualised: A New Way to “See” Your Best Sales Opportunities
12/25/2024
#387 - Sales Prospecting Visualised: A New Way to “See” Your Best Sales Opportunities
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 unique visualization to represent prospect engagement Trust, decision-making power, and belief in your solution as key factors Leveraging past customers and referrals Marketing tactics to boost engagement while reducing barriers to entry This episode provides actionable insights into visualizing and optimizing your prospecting strategy. Whether you're a seasoned pro or new to outbound sales, you'll find tips to help you close more deals and engage more effectively with your prospects. 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: 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:
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#386 - How to approach holidays for your cold outreach campaign?
12/18/2024
#386 - How to approach holidays for your cold outreach campaign?
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 campaigns during holidays like Thanksgiving and Christmas Differences in email performance over the holidays based on industry Ideas for more personal outreach during the holidays Jack and Jeremy encourage listeners to think creatively about how they can reconnect with customers and prospects during the end-of-year holiday period, whether through email, phone, physical mail, or other personalized outreach. They wish all of their listeners successful outreach and a happy holiday season. About the hosts: Jack Reamer founded – 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: Jeremy Chatelaine founded – 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:
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#385 - The Best Sales Advice We Learned From a Decade of Cold Outreach
12/11/2024
#385 - The Best Sales Advice We Learned From a Decade of Cold Outreach
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 outreach - When to hire a team or outsource parts of outreach - How to vary outreach offers and angles effectively Jack and Jeremy provide a comprehensive set of recommendations to optimize a cold outreach strategy, covering aspects like list building, messaging, personalization, and process management. These insights can help businesses and sales teams improve the effectiveness of their cold outreach efforts. 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:
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#384 - Cold Outreach Updates: AI Personalization, Spam Issues and Scaling
12/04/2024
#384 - Cold Outreach Updates: AI Personalization, Spam Issues and Scaling
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 for connection requests The importance of reviewing a prospect's profile/background before outreach Crafting effective LinkedIn profile headlines and email signatures Balancing automation/AI with personalization and authenticity Predictions on how personalization at scale may become less "special" over time This lively conversation touches on many relevant issues for B2B marketers and sellers. The key takeaway is the importance of mental flexibility - being willing to constantly adapt, try new tactics, and not get complacent in an industry that is continuously evolving. About the hosts: Jack Reamer founded – 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: Jeremy Chatelaine founded – 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:
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#383 - AI Rapid Fire: Answering the Top 10 B2B Sales Questions from AI
11/20/2024
#383 - AI Rapid Fire: Answering the Top 10 B2B Sales Questions from AI
In today’s episode, Jack and Jeremy tackle the top 10 sales questions generated by AI. They explore transitioning between outbound channels, optimizing touchpoints, and referencing shared interests. Key Points: Identifying LinkedIn Engagement Triggers Effective Personalization Techniques Optimizing Subject Lines Balancing Content and Direct Outreach Ideal Message Length LinkedIn to Email Transition Incorporating AI Thoughtfully To wrap up, Jack and Jeremy unpacked key strategies for LinkedIn outreach, from timing and personalization to seamless transitions and follow-up tactics. With insights on using AI thoughtfully, they offer listeners actionable tips to improve their outreach success. About the Hosts: Jack Reamer founded – 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: Jeremy Chatelaine founded – 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:
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