Send It!

Most ecommerce brands are sitting on goldmines of user-generated content but aren't leveraging it strategically in their email and SMS marketing. In this episode of Send It!, Jimmy Kim and Chase Dimond reveal 5 proven strategies for integrating customer reviews, photos, and testimonials into your retention marketing campaigns to drive repeat purchases and build stronger customer relationships. Dis...

Everyone talks about email and SMS for retention. But there’s one underrated channel that’s quietly driving serious revenue for DTC brands: direct mail. In this episode of Send It!, Jimmy Kim and Chase Dimond sit down with Michael Epstein, Co-Founder and Co-CEO of PostPilot, to break down how top ecommerce brands are integrating direct mail into their email and SMS flows. From creative re-engageme...

High-ticket products need high-trust marketing. If you're selling luxury goods, professional equipment, or anything with a long sales cycle, this episode breaks down how to build relationships that convert. In this episode of the Send It Podcast, Jimmy Kim and Chase Dimond share retention strategies for high-ticket ecommerce, from $500 skincare systems to $10,000 fitness machines. These aren’t...

Most brands build a list. The best brands build a community. In this episode, Jimmy and Chase break down the difference between having subscribers and creating a true brand community and why it matters more than ever. From Glossier to Gymshark to Peloton, the brands winning in today’s market are the ones turning one-way messages into two-way conversations (and multi-way customer connections). You’...

Everyone’s talking about personalization… but most brands are doing it wrong. In this episode, Jimmy and Chase rip apart the biggest myths in email/SMS personalization—and show you what actually drives retention and revenue in 2025. From misguided tech investments to overcomplicated workflows, this episode gets brutally honest about what works and what doesn’t. Whether you're stuck sending “He...

Who should you hire next? How do you avoid a bloated team? And what tools actually scale? This episode breaks down the building blocks of a high-performing email and SMS marketing team—from your first specialist to enterprise-level org charts. Whether you're a solo operator or managing a growing retention crew, Jimmy and Chase lay out the roles, workflows, and tech stack that fuel long-term growth...

Most marketers obsess over what to send. But the smartest ones ask when. Because the same email at the wrong time? That’s not just bad luck—it’s lost revenue. In this week’s episode of Send It!, Jimmy and Chase dive into the overlooked power of timing in your email and SMS strategy. From send-day spikes to hour-by-hour heatmaps, we’re unpacking how to find your list’s prime time—and why timing alo...

Live from Commerce Roundtable Miami — Jimmy Kim, Chase Dimond, and Omnisend’s Rytis Lauris sit down to unpack the state of retention marketing in 2025. This is more than a recap. It’s a tactical breakdown of what’s actually working in email, SMS, and push right now — backed by billions of data points from over 125,000 brands. They cover the biggest shifts in the industry, from AI-powered subject l...

What if you could stop blasting your whole list and start predicting exactly who is ready to buy, what message will convert them, and when to hit send? In this episode of Send It!, we’re joined by Nathan Snell—$6.9B IPO founder and CEO of Raleon—to break down how AI is reinventing email and SMS segmentation. He explains how AI digests raw customer data to build high-performing segments, replaces o...

Welcome emails don’t just get higher open rates—they drive 9–11x more revenue than your average newsletter. In this episode of Send It!, Jimmy Kim and Chase Dimond go deep on one of the most important automations in your retention arsenal—the welcome flow. They’ll walk through a proven 4-email, 2-SMS cadence that actually converts, plus real-world brand examples, timing strategies, and segmentatio...

An old email list can either be a goldmine... or a deliverability disaster. Here’s how to revive it the right way—without wrecking your sender reputation. In this episode of Send It!, Jimmy Kim and Chase Dimond dive deep into the art (and science) of list reactivation. Whether you’ve got 6-month-old inactives or 5-year "ancient" leads, they break down exactly how to segment, re-engage, and careful...

Most brands go quiet after peak season—and that’s where they lose momentum. In this episode of Send It!, Jimmy Kim and Chase Dimond unpack real-world strategies to keep your emails converting and your customers engaged no matter what month it is—from post-holiday slumps to summer slowdowns. From monthly gift guides and upsells to flash sales, goal-oriented campaigns, loyalty perks, and how to pers...

In this episode of Send It!, Jimmy and Chase sit down with Sarah Levinger, founder of Tether, to unpack how psychology drives performance in email and SMS marketing. Sarah is known for helping brands decode why people buy—and today she’s sharing practical frameworks, emotional triggers, and real-world tactics to make your campaigns hit harder (without crossing the ethical line). Whether you’re cra...

Email deliverability isn’t just a buzzword—it’s the backbone of every successful retention strategy. In this episode of Send It, Jimmy Kim and Chase Dimond take you behind the scenes of their recent “Retention Reimagined” webinar, giving you an unfiltered, tactical breakdown of what deliverability actually means in 2025. If you’ve ever wondered why your emails land in spam, how Gmail decides your...

Apple's latest privacy updates—Mail Privacy Protection (MPP), Link Tracking Protection, and ongoing iOS 18 changes—are making it harder than ever for eCommerce marketers to track email and SMS performance. Open rates are unreliable, link parameters are being stripped, and App Tracking Transparency (ATT) is limiting data visibility. So, what now? In this episode, we break down what these change...

Tired of guessing what your subscribers want? The key to better engagement isn’t more emails—it’s better data. In this episode, we’re breaking down how to collect and use first-party data through interactive content like polls, quizzes, and surveys to create hyper-personalized campaigns that actually convert. You’ll learn how to leverage first-party data to personalize campaigns, improve deliverab...

A bloated, unengaged email or SMS list isn’t just hurting your deliverability—it’s costing you money. If your messages are landing in spam, your engagement is dropping, and your platform costs are rising, poor data hygiene is the culprit. In this episode of Send It!, Jimmy Kim and Chase Dimond break down everything you need to know about keeping your email and SMS lists clean, engaged, and high-co...

Product recommendations can make or break your revenue—so why do so many brands get them wrong? This episode of Send It! dives into AI-powered product recommendations with Brian Anderson, CEO and Founder of Nacelle. Brian joins Jimmy Kim and Chase Dimond to explore how AI is reshaping eCommerce personalization, allowing brands to craft more engaging shopping experiences that drive higher conversio...

Customer acquisition costs have risen 60% in the last five years—which means squeezing more revenue out of each purchase is more important than ever. One of the best ways to do that? Boosting your Average Order Value (AOV). Higher AOV means more revenue per customer—without injecting more into your marketing budget. And one of the best ways to boost AOV? Cross-selling and upselling through email a...

The future of customer engagement is here—are you ready to keep up? As the modern commerce experience evolves, brands that master omnichannel marketing will dominate. In this episode of Send It, Jimmy Kim and Chase Dimond sit down with Rytis Lauris, Co-founder and CEO of Omnisend, to explore the next frontier of customer connections. From maximizing automation effectiveness to seamlessly integrati...

Want to make your email and SMS marketing work while you sleep? In this episode of Send It, Jimmy Kim and Chase Dimond break down the power of behavioral triggers—automated messages that reach customers at the perfect moment. Whether it’s abandoned cart reminders, price drop alerts, or personalized re-engagement flows, these automations can drive revenue on autopilot and the two hosts will walk yo...

What worked in 2024, won’t in 2025. With evolving privacy regulations, new laws and fast-changing consumer behavior, this new year has already brought on new challenges. But Jimmy Kim & Chase Dimond did the digging so you don’t have to and they’re about to break it all down. In this episode, the two hosts lay out their full 2025 playbook including the state of email marketing, non-traditional...

Where do you draw the line between effective strategy and unethical tactics? In this episode of Send It, Jimmy Kim and Chase Dimond tackle the fine balance between aggressive marketing and customer respect. From misleading subject lines to intrusive personalization and legal landmines like CAN-SPAM violations, they break down the dark side of retention marketing and why cutting corners can backfir...

Ready to find out what really makes a CTA click? In this episode of 'Send It', Jimmy Kim and Chase Dimond dissect the anatomy of an irresistible CTA in email and SMS marketing. Covering placement, clarity, urgency and design—the duo provides actionable tips and best practices for creating high-converting CTAs and discuss the psychology behind what makes them so effective. The two hosts als...

From customer support and integrations to features and ease of use—there’s a lot to consider when it comes to picking the right email tool for your eCommerce business. That’s why in this episode of “Send It!”, Jimmy and Chase delve into the critical factors to consider when choosing an email service provider (ESP). They unpack their top 10+ key elements that should help drive your decision-making...