EP 61: Here's what AI says about retention marketing in 2026 episode artwork

EPISODE · Dec 30, 2025 · 36 MIN

EP 61: Here's what AI says about retention marketing in 2026

from Send It! · host Send It!

AI just predicted the future of retention marketing… but is it accurate?In this episode, Jimmy Kim and Chase Dimond ask ChatGPT to generate bold 2026 predictions for ecommerce email and SMS marketers and then break down what they agree with, what’s BS, and what might already be happening.From segmentation going predictive to retention teams owning margin and profit, this episode is packed with strategic insights and real-world examples from brands, agencies, and operators doing the work.EP 61: Here's what AI says about retention marketing in 2026Here's what we're diving into:- Why your flows might be worth more than your campaigns- What retention marketers will actually be judged on in 2026- Predictive segmentation, emotional copywriting, and deliverability as a job requirement- How SMS will get leaner and more profit-focused- The rise of behavioral targeting over traditional KPIsThank you our friends at Omnisend, Inboox 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://eemtrk.com/omnisend-senditeCom 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://eemtrk.com/eec-senditExplore Inboox.ai, the AI-powered database of 1M+ real ecommerce emails with full HTML, performance data, and trend insights from the fastest-growing Shopify brands. https://e.eemtrk.com/r/sendit-inboox______00:00 Welcome to the Show04:26 Cohort Yield vs. Campaign Revenue06:44 Flow Weight vs. Campaigns10:32 Strategic Use of SMS13:13 Importance of Deliverability15:32 Predictive Segmentation17:55 Creative Testing: Emotion vs. Design18:13 Behavioral Copy Strategies for Marketers20:40 The Future of Preference Centers23:37 Profit Accountability for Marketers25:27 Retention Marketers and Replenishment Control29:13 Job Security Tied to Returning Customers31:15 The Role of AI in Marketing34:59 Conclusion 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 [email protected] for sponsorships, appearance requests, interviews, or general information!

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EP 61: Here's what AI says about retention marketing in 2026

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