10 AI mistakes wrecking your retention

Download our 4-part briefsheet for better AI prompts >> www.ecomemailmarketer.com/ai-prompt-briefAI won’t fix a weak retention program. It’ll just help you break it faster.In this episode of the Send It Podcast, Jimmy Kim and Chase Dimond get into the real AI conversation email and SMS marketers should be having: where AI actually helps, where it quietly hurts, and why the tool itself isn’t the advantage anymore.From generic subject lines and fake-looking imagery to black-box segmentation and overhyped ESP features, this episode breaks down how ecommerce brands can use AI without losing the trust, voice, and strategic judgment that make retention marketing work.EP 89: 10 AI mistakes wrecking your retentionHere's what we're diving into:- Why AI-generated subject lines are making every brand sound the same- How fake-looking AI imagery can erode customer trust- Why “AI-powered” ESP features still need to prove their lift- How to build AI workflows with prompts, brand context, and QA checks- Why the future belongs to strategic, AI-native retention marketersThank you our friends at Omnisend 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/eCom 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 show03:35 Hot take 1: AI subject lines make every brand sound the same06:38 Hot take 2: AI imagery is quietly costing you trust12:20 Hot take 3: If you're not using AI, you'll fall behind16:16 Hot take 4: AI segmentation is a dangerous black box20:13 Hot take 5: AI copy needs way more editing than anyone admits25:05 Hot take 6: Your AI workflow is the real moat29:49 Hot take 7: ESPs are massively overselling their AI34:48 Hot take 8: Human in the loop is worth more than you think38:19 Hot take 9: AI is about to make everyone sound the same43:27 Hot take 10: The retention marketer's job is changing fast46:43 Final thoughts and what to comment below______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!