Cold Email Outreach with Jeremy & Jack
Jeremy Chatelaine and Jack Reamer 100 episodes Jun 3, 2026
Jeremy Chatelaine of QuickMail.io and Jack Reamer of SalesBread.com discuss strategies and tactics for cold email outreach. The show focuses on straightforward, actionable advice rather than marketing fluff. Episodes aim to help listeners improve their cold email campaigns and succeed with outreach.
Episodes
#421 - Teardown: Black Hat Cold Email Tactics (Trigger Warning)
📫 Don't miss the best cold outreach tips, join the newsletter - https://quickmail.com/newsletter About this episode (#421): In this episode, Jack and Jeremy tear down a cold email Jeremy received that was cleverly crafted but ultimately manipulative, unpacking why it triggered an emotional reaction and how it could have been done with more integrity. A subject line like "Love QuickMail, but…" cre
#420 - LinkedIn DM Teardown: Social Proof Gone Wrong
📫 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 wo
#419 - 2026 Easy way to get 50% reply rate on LinkedIn
📫 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 dis
#418 - 10 LinkedIn A/B Tests Worth Trying Today
📫 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 y
#417 - How to Spot Cold Email Lies, And What To Do Instead
📫 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
📫 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 public
#415 - Cold Outreach Hot Seat: What Founders Are Asking in 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 Li
#414 How the Pros 2X Their Sales Meetings (No Extra Prospecting)
📫 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
📫 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 breakdown
#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 - 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
📫 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.
📫 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 master
#409 - LinkedIn DM Autopsy: Watch us Fix These Common Mistakes
📫 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 i
#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 discu
#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
#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 sti
#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,
#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 in
#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 T
#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
#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 r
#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 startin
#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
#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 mir
#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 W
#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 d
#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. -
#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 outrea
#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
#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 Note
#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 d
#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 gi
#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
#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 writ
#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 T
#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 a
#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
#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 o
#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 Transi
#382 - Watch us Fix a Cold Email Template in 10 Minutes
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
#381 - Microsoft's Email Crackdown: Secrets to Keep Your Cold Emails Going
In this episode, Jeremy and Jack do a deep dive into recent Microsoft email deliverability issues, which have been affecting cold emailers and leading many to struggle with their email campaigns. Microsoft's recent changes to combat spam may have unintended consequences for legitimate senders. Understanding these challenges is vital for successful email outreach. Key Takeaways: What's causing sen
#380 - Teardown: Greatest InMail of All Time?
In this episode, Jack and Jeremy dissect a standout cold outreach email that Jack recently received, praising it as one of the best they've encountered. They explore what made this email so effective, including its personalization and strategic content, and share insights on how to elevate cold outreach practices. Key Topics Discussed: Email Content Review Personalization and Connection Analysi
#379 - The Secret Behind LinkedIn "Super Connectors" (Data Episode)
In this episode, Jack and Jeremy dive into strategies for becoming a LinkedIn super connector, exploring how to effectively grow a strong network. They break down key insights from analyzing profiles with 30,000 connections, offering tips on crafting compelling headlines and connection requests to boost your LinkedIn presence. Key Topics Discussed: Headline Analysis of Super Connectors Effectiv
#378 - Watercooler: LinkedIn Autoresponder, Getting a Date, A.I. Fails…
In this episode, Jack and Jeremy take a casual approach to discussing cold outreach, sharing insights from personal experiments and the occasional surprise outcome. You'll hear about unconventional strategies, from mass LinkedIn invites to subtle personalization, all while reflecting on how these tactics can lead to unexpected opportunities. Key Topics Discussed: Cold Outreach via LinkedIn Pers
#377 - Cold Email Benchmarks & Stats for 2024
In this episode, Jack and Jeremy dive into the world of data benchmarks for cold email campaigns. They explore various metrics like open rates, click rates, and reply rates, revealing surprising insights and practical tips to help you gauge your campaign's performance against industry standards. Get ready for a deep dive into the numbers that matter and discover how you can optimize your cold emai
#376 - Teardown: Diamond HubSpot Partner Cold Email (Rewrite)
In this episode, Jack and Jeremy dive into a live teardown of a cold email, dissecting each element from subject lines to call-to-action strategies. They explore the best practices for crafting personalized outreach messages, offer practical tips to improve engagement, and share insights on avoiding common pitfalls in cold email marketing. Key Topics Discussed: Subject Line Critique The Overuse
#375 - BREAKING NEWS: GMAIL Update Kills Open Tracking?
In this episode, Jack and Jeremy dive into Google's recent experiment that flags the use of hidden tracking pixels in emails, sparking concern among cold email marketers. They discuss how this change might affect open tracking and explore potential workarounds to adapt to the new Gmail warning system. Key Topics Discussed: Google's New Tracking Pixel Notification in Gmail Impact on Cold Emailin
#374 - How to Sell When Timing is Everything
In this episode, Jack and Jeremy delve into the challenges of cold outreach in markets where only a small percentage of potential customers are actively buying. They explore effective strategies for overcoming this hurdle and building lasting relationships with potential clients. Key Topics Discussed: Approaches for Different Market Sizes Identifying Ready Buyers Alternative Outreach Methods Th
#373 - Mastering Sales Outreach: When to Ask for the Call
In this episode, Jack and Jeremy delve into the art of sales outreach, specifically focusing on the optimal timing and structure of offers. They discuss the merits of different approaches, aiming to provide actionable strategies for sales professionals to improve their outreach campaigns. Key Topics Discussed: Door-in-the-face vs. foot-in-the-door techniques Call to action (CTA) in sales outrea
#372 - InMail Teardown: Easy Changes For More Replies
In this episode, Jack and Jeremy dive into a detailed teardown of a cold outreach Inmail aimed at real estate investing. They examine the message's effectiveness, discussing aspects like personalization, list targeting, and engagement strategy. Key Topics Discussed: Analysis List Building and Targeting Critiquing the Generic Introduction Call to Action Improvement Order of Content and Tone F
#371 - This New Tactic Will 2X Your Reply Rate – If Used Now
In this episode, Jack and Jeremy dive into the emerging trend of AI-driven video personalization for sales outreach. They explore its potential benefits, practical applications, and ethical considerations, providing insights on how this innovative tactic can significantly boost reply rates. Key Topics Discussed: Introduction to Video Personalization Using AI Comparison with Traditional Methods
#370 - Live Cold Email Rewrite: Selling "Boring Services"
In this episode, Jack and Jeremy dive into a cold outreach email, providing a detailed critique and actionable improvements. They discuss key elements of effective email marketing and share tips to make cold emails more engaging and successful. Key Topics Discussed: Email Content Critique Subject Line Call to Action (CTA) Development Social Proof and Personalization Alternative Engagement Strat
#369 - More Reasons Why Your Emails Go to Spam
In this episode, Jack and Jeremy explore the strategic aspects of email deliverability, focusing on how to ensure your emails reach the inbox. They discuss practical tips for improving engagement, refining your email list, and crafting compelling offers to enhance your overall email outreach success. Key Topics Discussed: Engagement Drives Deliverability Improving Offer and Messaging Re-engagem
#368 - 2 Reasons Why Your Emails Go to Spam
In this episode, Jack and Jeremy delve into the technical aspects of mastering email deliverability. They discuss essential configurations, tools, and strategies to ensure your emails land in the primary inbox, emphasizing the importance of understanding the underlying technicalities for successful cold email outreach. Key Topics Discussed: Technical Setup Essentials Content Optimization Email
#367 - How many cold emails can I send per day?
In this episode, Jack and Jeremy delve into the complexities of email deliverability, exploring how the number of emails sent can impact the success of cold outreach campaigns. They discuss key factors influencing deliverability scores and offer practical strategies to optimize email performance. Key Topics Discussed: Deliverability Score and Email Volume Analysis Factors Influencing Delivera
#366 - Data on 1MM Leads Reveal Worst Titles to Cold Email (Hint: It's not IT)
In this episode, Jack and Jeremy delve into the challenges of getting replies from different departments in a sales context. They analyze data from a million emails to uncover which departments are the hardest and easiest to reach, offering insights and practical advice for optimizing sales outreach strategies. Key Topics Discussed: LinkedIn Poll Results Data Analysis on Reply Rates by Departme
#365 - Rapid fire: 9 Sales Questions in under 8 min
In this episode, Jack and Jeremy engage in a rapid-fire exchange, answering a series of questions related to sales tactics and strategies. They share valuable insights suitable for both seasoned professionals and newcomers in the sales field. So, whether you're looking to enhance your sales approach or gain valuable knowledge, tune in for a fast-paced discussion packed with practical advice. Key
#364 - Sales Outreach: Using High & Low Volume For Maximum Leads
In this episode, Jack and Jeremy dive into the world of email outreach. Struggling to decide between high volume and low volume campaigns? They'll help you pick the right strategy based on your market size and ideal customer. Tune in to find out when to go big and when to personalize. Key Topics Discussed: High Volume vs Low Volume Campaigns Total Addressable Market (TAM) Assessment Identifyin
#363 - Easy "personalized" video lead gen campaign hack
In this episode, Jack and Jeremy discuss a cold outreach hack that can significantly improve your response rate. They explore the idea of using a Loom video in your outreach but with a twist. This sparks curiosity and encourages potential clients to reach out, allowing you to pre-qualify leads who are genuinely interested. Key Topics Discussed: Cold Outreach Challenges The Loom Video Hack Track
#362 - Secret Cold Email Hack For Insane Deliverability
In this episode, Jack and Jeremy dive into the topic of Spintext and its impact on email deliverability. They explore the differences between Spintext and traditional personalization, discuss its benefits, and provide insights on how to effectively implement it in email campaigns. Key Topics Discussed: Spintext and its Impact on Email Deliverability The Benefits of Spintext Examples and Strateg
#361 - Dan Martell's $2.7M Cold Email
In this episode, Jack and Jeremy delve into the world of cold email outreach, specifically focusing on a strategy used by Dan Martell to launch his successful company, Clarity. They'll dissect the email itself, analyze its strengths and weaknesses, and offer suggestions on how to adapt it for the modern landscape. Key Topics Discussed: Background of Clarity The Strategy Behind the Template K
#360 - Teardown: 2 Swipe-Worthy Sales Templates
In this episode, Jack and Jeremy delve into dissecting various email pitches, examining their effectiveness, and suggesting improvements from the subject line down to the call to action. Join them to learn how to craft compelling cold emails that get noticed and generate results. Key Topics Discussed: Critique of Personalization and Intro Importance of Genuine Compliments Suggestions for Subj
#359 - 5 Ways To Leverage Poor Sales Data
In this episode, Jack and Jeremy tackle what to do when you're stuck with a huge batch of low-quality data. They brainstorm creative solutions and explore alternative strategies to help you salvage the situation and get the most out of your outreach efforts. Key Topics Discussed: Data Verification Retargeting Lead Generation Giveaway Company Data Focus Trading or Selling Credits If you're
#358 - Watch Us Write Problem-Focused Cold Emails
In this episode, Jack and Jeremy discuss a fresh approach to crafting cold emails. They delve into the psychology of loss aversion and explore how it can be leveraged to write compelling emails that resonate with the recipient's problems. Key Topics Discussed: Cold Email Rewrite with a Focus on Pain Points Loss Aversion Applying Loss Aversion in Cold Emails Sample Cold Email Rewrite Call to Act
#357 - CTA Psychology: What You Need To Know For More Replies
In this episode, Jack and Jeremy discuss strategies for crafting effective cold outreach emails. They explore the concept of using a high-commitment request followed by a lower-commitment one to increase your chances of getting a positive response. They also delve into the importance of testing different variations of your call to action (CTA) to optimize your outreach campaigns. Key Topics Disc
#356 - Teardown: What's Next in AI Sales Personalization
In this episode, Jack and Jeremy tackle cold email personalization, debating the effectiveness of AI-generated content and the fine line between clever humor and annoying spam. They explore the potential of AI to revamp outreach strategies while also discussing the importance of maintaining a human touch. Key Topics Discussed: Effectiveness of AI-Generated Cold Email Personalization Humor in Co
#355 - Is "Small Batch Outreach" The Future of Sales?
In this episode, Jack and Jeremy explore the idea of focusing on booking a smaller number of high-value meetings and reimagine the outreach process to target those ideal customers. They discuss strategies and techniques for identifying high-value prospects, crafting personalized messages, and utilizing multiple outreach channels. Key Topics Discussed: The inefficiency of outbound sales with a l
#354 - Back to Quality: Challenging the Current Email Fad
In this episode, Jack and Jeremy question the latest trend of AI-generated personalization in cold emailing. They dive into the importance of quality outreach and creating genuine connections with potential customers, exploring whether automation is truly the key to success. Key Topics Discussed: The Ineffectiveness of AI-Generated Personalization in Cold Emailing Quality vs. Quantity Putting t
#353 - Teardown: Icebreaker Personalization & Partnership Outreach
In this episode, Jack and Jeremy dissect the world of cold email personalization. They'll crack open real-world examples, explore the pitfalls of AI-generated messages, and reveal why quality over quantity is key to getting that coveted response. Key Topics Discussed: Don't Send Multi-lingual Cold Emails Beware of Fake "Payout" Emails AI-Generated Personalization Can Backfire A Good List with a
#352 - Outsmarting AI: Watch Us Write Ultra-Personalized Cold Outreach
In this episode, Jack and Jeremy tackle the tired world of generic cold outreach. They'll explore a new technique called "wild card personalization" to help you craft messages that truly resonate and get responses. Key Topics Discussed: The Problem with Lame Personalization in Cold Outreach The Value of High Quality Cold Outreach Wild Card Personalization vs. AI-Generated Personalization Steps
#351 - Intent Data: What's Changed And Why It Matters Now
In this episode, Jack and Jeremy take a fresh look at intent data. Jack, initially skeptical, now sees its potential for crafting impactful outreach with deeper audience insights. Tune in and gain valuable insights to leverage intent data effectively in your own endeavors. Key Topics Discussed: Shifting perspective on intent data Layers of Intent Data Benefits of Using Intent Data Examples of I
#350 - Data Reveals When People Reply: LinkedIn & Cold Email
In this episode, Jack and Jeremy delve into the data to uncover the secrets of optimal outreach timing. This episode explores both email and LinkedIn statistics, offering insights on which days and times are most likely to yield positive responses. Tune in to discover valuable tips for boosting your outreach success. Key Topics Discussed: Email & LinkedIn Stats Behind the Data: Collection & An
#349 - The $100 Lead Gen Campaign for (Seriously) Bootstrapped Founders
In this episode, Jack and Jeremy will take you on a journey through the world of lead generation strategies for bootstrapped founders. Learn how to make the most of your resources to generate leads on a limited budget. Cheers to an insightful and exciting episode that's packed with practical tips and advice. Key Topics Discussed: Figuring out the components of a cold outreach campaign Making the
#348 - 10 Golden Rules of Cold Outreach That Will Never Change
In this episode, Jack and Jeremy share their insights on the enduring strategies of cold outreach. Join them as they contribute their thoughts on what hasn't changed and the strategies that are likely to remain effective in the future. Key Topics Discussed: Introduction: What hasn't changed? Rule 1: Sell something people want Rule 2: Craft a really good list of interested people Rule 3: Make it
#347 - How to focus on growing your business when doing cold outreach yourself
In this episode, Jack and Jeremy tackle the challenge of reclaiming your time while doing cold outreach for your business. They share insights on how to optimize your efforts and avoid getting trapped in the daily grind of outreach. Join them as they discuss practical strategies to level up your business without breaking the bank. Key Topics Discussed: Buying back your time with cold outreach Th
#346 - Why List Building Should Be Hard
In this episode, we dive deep into the nuances of list building and prospect research, highlighting the mantra that "the easier it is to build your list, the harder it is to get a reply." Our hosts, Jeremy and Jack, discuss strategies and mindsets crucial for creating effective campaigns, emphasizing the importance of carefully curated lists over the convenience of bulk list generation tools. Key
#345 - How Sneaky Cold Emailers Warm Up Their Inbox for Free
In this episode, Jack and Jeremy dive into the shadowy realm of black hat techniques for email auto warming, a method often shunned for its ethical implications. They discuss an unconventional strategy learned from the depths of the Australian market, promising to heat up your inbox without the need for any tools, but with a stern disclaimer against its use. Key Topics Discussed Black Hat Techniq
#344 - New Data: How Readability Score Directly Impacts Email Reply Rates
In this episode, Jeremy shares intriguing statistics on the relationship between email reply rates and their readability scores. Through a detailed analysis of over 1500 campaigns, we delve into how simplifying your message can significantly boost engagement. This episode is a must-listen for anyone looking to improve their email marketing strategies. Key Topics Discussed - Introduction to Readab
#343 - Watch a 7-Figure Copywriter Sell His Services Via Cold Outreach
In this special teardown episode, Jack and Jeremy analyze a unique cold outreach message from a professional outreach copywriter. The episode delves into the intricacies of copywriting for direct outreach, especially when the service being sold is outreach copywriting itself. Key Topics Discussed: - Examination of a cold outreach message sent by a professional copywriter to Jack. - The significa
#342 - InMail Teardown: From Good to Great in 10 Minutes
In this episode, Jeremy and Jack delve into a practical analysis of sales outreach emails. They provide a detailed tear down of actual in-mails, offering valuable insights and tips on how to enhance email engagement and effectiveness. The episode is filled with actionable advice, making it a must-listen for sales professionals looking to improve their email outreach strategies. Key Topics Discus
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