#381 - Microsoft's Email Crackdown: Secrets to Keep Your Cold Emails Going
Cold Email Outreach with Jeremy & Jack
Release Date: 11/07/2024
#397 - Fixing This CEO’s LinkedIn Outreach
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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#396 - Need leads? Steal this Direct Mail Approach
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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#395 - Cold Email Surgery: 3 Real Examples Dissected & Rewritten (Live)
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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#394 - 13 Sales Questions You Should Be Asking in 2025
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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#393 - The secret to finding (and winning over) your dream clients
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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#392 - SEO Cold Email: Full, 4-Step Campaign Review
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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#391 - The Brutal Truth: Why Your Reply Rate Is Under 5%
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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#390 - Leveraging Old-School Sales Techniques in 2025
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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#389 - The Future of Sales is “Organic” Outreach
Cold Email Outreach with Jeremy & Jack
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...
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#388 - QuickMail’s 2025 Lead Gen Approach
Cold Email Outreach with Jeremy & Jack
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...
info_outlineIn 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 sender bounces
- Avoiding issues from email volume
- The importance of unique content
- New AI applications and automation
- Best practices moving forward
Mastering Microsoft’s deliverability requires smart strategy and adaptability. With targeted email practices, AI-driven content, and vigilance, senders can avoid spam filters and drive high engagement for successful campaigns.
About the Hosts: Jack Reamer founded SalesBread.com - the lead generation agency the 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