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Cold Email Outreach with Jeremy & Jack

#404 - Transforming Silent Rejections into Profits

03 Sep 2025

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📫  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: 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

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