Send It!

EP 79: Why most welcome series fail (and the 4 email framework that works)

May 5, 2026·32 min
Episode Description from the Publisher

A 14 email welcome series isn't a strategy... It's a slow goodbye.In this episode of Send It, Jimmy Kim and Chase Dimond break down why so many welcome series quietly underperform and walk through the four email framework that consistently turns subscribers into customers. They get into the psychology behind first-time buyers, the four questions every welcome series needs to answer, and the timing logic that unlocks conversions. If your welcome series is doing all the talking and none of the converting, go ahead and hit play.EP 79: Why most welcome series fail (and the 4 email framework that works)Here's what we're diving into:- Why long welcome series quietly tank your conversion rate and LTV- The "we, we, we" trap that makes brands talk past their new subscribers- Why leading with a discount trains the wrong buying behavior from day one- The four psychological questions every welcome series needs to answer- Why testing for LTV beats testing for conversion rate every time- The four mistakes that quietly kill welcome series performanceThank you our friends at Omnisend, Superscale, Retention Roadshow and eCom Email Certified for sponsoring the podcast!Omnisend is an all in one eCommerce email and SMS marketing automation platform that enables marketers to engage customers and drive sales through personalized experiences. https://www.omnisend.com/sendit/Superscale is the first AI agent built for social marketing. It connects to your Meta, TikTok, and Google ad accounts, researches your competitors, and turns a single prompt into hundreds of high-converting creatives built on real performance data. Trusted by Taxfix, SumUp, and backed by Creandum. https://superscale.ai/?utm_source=SenditLone retention marketer no more. Meet Chase, Jimmy, & 75+ hands-on marketers at the Retention Roadshow this June. Get tickets 20% off with ROADSHOW20: https://commerceroundtable.com/roadshow?utm_source=send_it&utm_medium=podcasteCom Email Certified is a hands-on, results-driven program with a step-by-step guide to mastering retention marketing and driving serious results. Access over 25 hours of learnings and become a certified email & SMS marketer. Use code: SENDIT! for $300 OFF https://www.ecomemailcertified.com/______00:00 Welcome to the show02:51 3 Most common welcome series pitfalls08:56 The four email framework at a high level12:46 The tactical breakdown of the four email timeline13:26 Email 1: the welcome and how to deliver a quick win15:00 Email 2: the education email and when to send it16:41 Email 3: the recommendation email as a helpful guide18:41 Email 4: the social proof email as your closer21:27 The 7 to 10 day timing window and how to adjust it by category23:16 What to do when subscribers buy partway through the series24:23 How to test your welcome series the right way30:08 Recap of the four email framework and final thoughts______Enjoying the pod? Subscribe to The eCom Email Marketer Newsletter for your weekly dose of retention strategy, actionable insights, & exclusive industry news! http://ecomemailmarketer.com/______Follow Jimmy & Chase on social!Follow Jimmy Kim at: https://x.com/yojimmykimhttps://www.linkedin.com/in/yojimmykim/https://www.instagram.com/yojimmykim/https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimondhttps://www.linkedin.com/in/chasedimond/https://www.instagram.com/chasehunterdimond/https://www.tiktok.com/@chasehunterdimondContact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

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