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#378 - Watercooler: LinkedIn Autoresponder, Getting a Date, A.I. Fails…

Cold Email Outreach with Jeremy & Jack

Release Date: 10/02/2024

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

Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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Cold Email Outreach with Jeremy & Jack

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...

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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
  • Personalization and Connection
  • Experimenting with Outreach Strategies
  • Dan Martell’s Genius Strategy
  • Automation in Outreach
  • Sales Qualification

 

Thank you for tuning into today’s episode. If you’re ready to take your skills to the next level and master the art of cold emailing, check out our in-depth course at course.quickmail.io

Struggling with cold outreach? salesbread.com uses personalized messages to turn prospects into qualified leads, saving you time and effort.

 

About the hosts:

Jack Reamer founded SalesBread.com – the lead generation agency that brings B2B companies 1 lead per day by sending ultra-personalized LinkedIn messages and cold emails. Show listeners can book a free, 15-minute lead generation brainstorm session here: https://salesbread.com/contact/

Jeremy Chatelaine founded QuickMail.com – the most performant cold email platform to get replies, thanks to industry-leading features such as Deliverability AI and Advanced Stats. Start your trial today here: https://quickmail.com