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Episode 227:  What’s Working Mid-2025, Part 2 - Improving Retention and Monetization Strategies with Email and SMS

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Episode 227:  Improve Retention and Monetization Strategies with Email and SMS - What’s Working Mid-2025, Part 2

Episode Description

Retention is the engine behind sustainable growth, and it’s more important than ever in 2025. This is part 2 of a 4-part series on what’s working right now in direct-to-consumer marketing.

In this follow-up episode, Molly Pittman and John Grimshaw share four tactical retention and monetization strategies using email and SMS. These are the backend wins that help you convert more leads into buyers and get the most value from your list. If you want to engage customers, drive more revenue, and make your messages stand out in 2025, this one's for you.

“You absolutely need to be thinking also, which emails get the most engagement. How do I find different destinations I can send people to besides collection pages, besides product pages, besides offer pages to get them interested.”
— John Grimshaw (11:54)

You Will Learn

  • How to increase email click rates post-iOS updates

  • Why you should never end a promotion on a holiday

  • The surprising results from testing email send times

  • How to turn one email into multiple high-performing sends

  • The role of SMS as both a reminder and a revenue driver

  • What to include in your sale follow-up campaigns

Links and Resources

Timestamps

00:00 – Intro from Anthony and Ezra’s Omnisend Endorsement
02:52 – Molly and John Kick Off: Retention and Monetization Focus
03:12 – Why This Is the Backend That Drives Profit
06:28 – Tip #1: Boost Click Rates by Building Interactivity
10:40 – Tip #2: Never End Your Promo on the Holiday
14:13 – Tip #3: Send When Your Audience Shops
20:10 – Tip #4: Repeat Winners and Resend to Non-Openers
26:25 – Wrap-Up and Preview of Next Week on Conversion Strategies

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