Send It!

Most brands switch ESPs and lose months of sender reputation in a single send. It doesn't have to go that way.In this episode of Send It, Jimmy Kim and Chase Dimond draw from over 1,000 personal ESP migrations to walk through the exact five step warmup framework brands should follow when switching platforms. From setting up a fresh sending domain to segmenting smarter than 90 day openers, this is the most practical deliverability episode we've done.EP 73: Our 5 step ESP migration warmup guideHere's what they cover:The three reasons most ESP migrations fail before they startStep 1: Setting up a fresh subdomain and authenticating SPF, DKIM, and DMARCStep 2: Configuring platform settings before sending a single emailStep 3: Connecting your store and rebuilding your flows the right wayStep 4: The segmentation strategy that separates buyers from prospects and why it mattersStep 5: Monitoring reputation by TLD and what to do when things go wrongWhen to hire help and what a managed migration actually costsThank 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://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/Explore 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://inboox.ai/______00:00 Welcome to the show02:44 Why most ESP migrations fail before they even start05:55 Step 1: Setting up your new subdomain the right way09:26 Step 2: Configuring your platform settings before you send anything11:24 Step 3: Getting your store integration right15:06 Step 4: Building your segmentation strategy for warmup20:09 Step 5: How to sequence your daily sends during warmup24:34 The metrics that tell you your warmup is actually working28:31 What to do when deliverability drops mid warmup 30:06 How to diagnose a technical issue vs a burnt domain31:26 DIY migration vs working with a professional33:40 Recap of all five steps 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!

Discounts feel like the easy button. But every time you hit it, you're training your customers to wait for a sale… and slowly destroying your margins in the process.In this episode of Send It, Jimmy Kim and Chase Dimond break down the discount death spiral that most DTC brands are stuck in, and walk through five actionable frameworks for driving repeat purchases without ever needing to slash your prices. From loyalty programs that actually create status to content sequences that build confidence between purchases, this episode is a practical playbook for brands that want to compete on value; not price.Whether you're trying to wean customers off discounts or build a retention strategy from scratch, these frameworks work at any stage.EP 72: Why discounts are hurting your brand and what to do insteadHere’s what they’re digging into:- Why discounts borrow from future revenue and make the problem worse- Framework 1: Building a loyalty program with real value beyond points- Framework 2: Bundling products to sell outcomes, not just SKUs- Framework 3: Using exclusivity and early access to create urgency without discounting- Framework 4: Content micro-wins that build confidence and drive repeat purchases- Framework 5: Winning on convenience and service instead of price- What a no-discount retention calendar actually looks like week to week- The mindset shift from promo calendar to lifecycle marketingThank 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://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/Explore 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://inboox.ai/______00:00 The discount addiction nobody wants to talk about 02:35 The discount death spiral explained 05:10 Framework 1: Building a loyalty program with real value beyond points 10:43 Framework 2: Bundling to sell outcomes not just products 15:59 Framework 3: Using exclusivity and early access to create urgency without discounting17:56 The four step drop strategy broken down 20:36 The campaign sequence for an exclusive early access drop 22:01 Framework 4: Content micro-wins and why this is the most underrated retention lever26:23 Framework 5: Winning on convenience and service instead of price 31:13 What a no discount retention calendar looks like week to week 33:01 Recap of all five frameworks 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!

What do owls, Drake, and 74,000 "exclusive" subject lines all have in common? They all showed up in email marketing data from 2025.In this episode of Send It, Jimmy Kim and Chase Dimond take a break from the serious stuff and dig into a fun data report from our partners at Omnisend. They review the emojis, celebrities, pop culture moments, holidays, animals, and overused cliches that dominated email campaigns throughout the year.The results are equal parts funny, surprising, and honestly pretty revealing about how email marketers think.Check out Omnisend’s full report here: https://www.omnisend.com/email-fun-facts-year-in-review-2025/?utm_source=SendIt&utm_medium=Promo Here's what we're getting into:The top 10 most used emojis in subject lines (the number one will surprise you)Which celebrities got name-dropped most - and why Drake topped the listThe TV shows and movies marketers referenced mostWhy owls beat dogs and cats as the most mentioned animalThe internet culture moments brands actually leaned intoMost mentioned holidays and whether the order matches the revenueThe overused cliches showing up in thousands of campaignsWhy "exclusive" appeared in over 74,000 campaignsThe oops and apology email trend - and how much of it was intentionalThank 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://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/Explore 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://inboox.ai/______00:00 Welcome to The Show03:44 The top 10 most used emojis in subject lines revealed08:43 The TV shows and movies marketers referenced most11:50 The most mentioned animal in email (it's not a dog or cat)15:54 Internet culture moments brands actually leaned into16:39 Protein, matcha, Stanley and the pop culture keywords of 2025 17:46 Viral moments that made it into email campaigns 20:12 How many brands actually talked about tariffs and politics21:59 The holiday calendar every email marketer is working from 23:51 The worst marketing cliches showing up in thousands of campaigns 25:14 Why "exclusive" is everywhere and how much of it is AI28:19 The oops and apology email - mistake or marketing tactic30:12 How 82% of marketers start their emails 31:43 Final thoughts and where to find the full report______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!

There's a reason some brands keep growing and others plateau… and it usually shows up in their retention strategy first.In this episode of Send It, Jimmy Kim sits down with Feras Khouri, co-founder of New Standard Agency, to break down six things that 8 and 9-figure DTC brands consistently do in email and SMS that most brands overlook. Feras brings a rare perspective having scaled his own brand to 8 figures before building an agency that now works with some of the biggest names in DTC including AG1, Caraway, and New Era Caps. They also get into why email attributed revenue can actually be a warning sign, and what it really means when your year-over-year numbers start to slip.Whether you're at 7 figures or 9, the principles here are the same. The brands that win aren't just sending more emails. They're thinking about retention as a system.EP 70: 6 Retention habits of 8 and 9 figure DTC brandsHere's what we're diving into:-Why setting retention-specific goals changes everything (and why most brands skip this)- What "layer two metrics" actually means and why open rates aren't enough- How top brands look beyond email and SMS to drive retention across every channel- Using retention data to fuel acquisition and close the feedback loop- Why a strong product and honest internal feedback matter more than any campaign- How 8 and 9-figure brands rapidly test technology without getting distracted by the hype- The real role AI should play in a retention strategy (and what it can't replace)Thank 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://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/Explore 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://inboox.ai/______00:00 Welcome to The Show02:00 Meet Our Guest: Feras's Khouri05:00 Does this apply to smaller brands? The 7-figure vs 8-figure question10:00 #1: Set retention-specific goals14:00 #2: Understand layer two metrics 17:00 #3: Look beyond email and SMS 22:00 #4: Use retention for acquisition27:00 #5: Create an internal feedback loop 37:00 #6: Rapidly test technology 41:00 Building a brand brain with AI vs. using AI to replace human thinking44:00 Wrap up, where to find Feras, 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!

AI is everywhere in email marketing… but is it actually workingIn this episode of Send It, Jimmy Kim sits down with Filip Pejic, Co-Founder of Bedford & Pearly, to talk about how smart email marketers are actually embracing AI right now (and where it's still falling flat). Plus, Filip shares three real campaign ideas that are driving serious clicks and engagement for brands today.From training entire agency teams on AI design tools, to why ChatGPT is making copywriters lazier, to the Super Bowl halftime sale that became a client's biggest revenue hour ever; this episode is full of honest takes and actionable ideas.EP 69: How to embrace AI as an email marketer + 3 hot click tipsHere's what we're diving into:- How Filip's agency runs weekly AI training sessions with their whole team- Why AI copywriting is creating a "degradation of ideas" + what to do instead- The flowchart email concept that's unlocking click engagement for brands- How a 60-minute Super Bowl halftime sale drove record-breaking revenue- The nostalgic Valentine's Day campaign that crushed for an apparel brand- Why timely, unexpected promotions beat perfectly scheduled campaigns- Jimmy and Filip's take on where email is headed as AI agents emergeThank 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://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/Explore 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://inboox.ai/______00:00 Why Most Brands Are Using AI Wrong01:40 From Finance to Founder: How Phil Built His Edge07:30 The 8-Figure Brand Advantage (And What Smaller Brands Miss)10:39 Where AI Actually Saves Time (Process + Design Workflows)12:58 The Truth About AI Copy: Brainstorming vs. Original Thinking15:02 Why Voice, Hooks, and Angles Still Win16:42 The Real Differentiator in 2026: Taste + Ideas19:43 Using Gemini to Align Copy and Design Faster20:41 The ESP Data Trap (And Why History Can Hurt You)21:46 The Power of “In-Between” Campaigns (Beyond Sales)24:05 Why Retention Still Needs Humans25:11 Click Strategies That Don’t Rely on Discounts26:24 Super Bowl SMS Drop + Valentine’s Click Case Study33:56 Will We Be Emailing AI Agents? The 5–10 Year Outlook37:16 Final Takeaways: What Actually Matters______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!

Acquisition is harder. CAC keeps climbing. Attribution feels like guesswork.The brands still growing profitably are not “sending more” to fix it. They’re building retention systems that move customers forward, one step at a time.In this episode of Send It, Jimmy Kim and Chase Dimond teach a practical 8-step retention framework built from real brand work and Omnisend benchmark data. You’ll also get a downloadable worksheet to map your customer journey, audit your lifecycle gaps, and turn retention into something repeatable.This is not a “run more campaigns” episode. It’s how to build a retention engine that makes revenue more predictable.Download the worksheets here: https://cdn.prod.website-files.com/6735048599b05e098e178c8f/6952c64d53f794174c3fa62d_Retention%20Redefined%20Worksheets.pdf Access Omnisends full report here: https://www.omnisend.com/resources/reports/2026-ecommerce-marketing-report/?utm_source=SendIt&utm_medium=Promo EP 68: A practical framework for profitable email and SMS in 2026Here's what we're diving into:- The modern customer journey most brands ignore after first purchase, and how to fix it- How segmentation should mature from basic to predictive- Strategy for making email and SMS work in tandem- How to leverage AI while maintaining the human touch to build trust- The 8 automations that form a real retention engine- The 2026 retention scorecard- A simple 90-day plan to implement the frameworkThank 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://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/Explore 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://inboox.ai/______00:00 Welcome to The Show04:04 The Importance of Retention Marketing09:58 The Modern Customer Journey15:06 Effective Segmentation Strategies18:37 Channel Pairing: Email and SMS21:05 Leveraging AI in Retention Marketing25:11 Personalizing Messages at Scale26:52 Optimizing Key Flows for Retention28:35 Advanced Retention Strategies32:58 Metrics That Matter in 202639:35 Implementing a 90-Day Retention Plan42:19 Final Thoughts and Resources______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!

Open rates are inflated. Clicks are misleading. And inbox algorithms don’t reward surface-level engagement anymore.In this episode of Send It, Jimmy Kim and Chase Dimond break down why traditional email and SMS metrics are failing eCom teams; and what you should be tracking instead as inbox rules, privacy changes, and AI filtering reshape how messages get seen.Optimizing for opens and clicks can feel productive, but it often leads brands to make confident decisions based on incomplete signals. This episode introduces a modern measurement framework built around real behavior, intent, and revenue impact (not vanity metrics).EP 67: The new definition of engagement (and the metrics that actually matter) Here's what we're diving into:- Why open rates are inflated, unreliable, and no longer decision-worthy- How inbox providers now use engagement as a visibility signal- The 4-layer engagement stack top brands are adopting- Which metrics actually prove retention impact to leadership- How to rethink attribution without chasing “perfect” numbers- What to move to the top of your KPI dashboard (and what belongs at the bottom)Thank 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://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/Explore 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://inboox.ai/______00:00 Welcome to The Show02:21 Redefining Engagement Metrics02:54 Impact of Privacy and AI on Email Marketing04:37 New Requirements from Google and Yahoo05:43 Gmail's Algorithm and Engagement07:38 The Shift to Quality Over Quantity11:49 Building a Real Engagement Stack14:50 Key Email Metrics15:23 SMS Metrics Overview16:04 Customer Behavior Insights17:24 Business Outcomes Metrics20:05 Challenges in Attribution25:01 Actionable Steps for Improvement28:32 Conclusion and Wrap-Up______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!

Most brands only segment by openers and VIPs… then wonder why email performance stalls.In this episode of Send It, Chase Dimond and Jimmy Kim dive into 12 powerful email and SMS segments that go beyond the basics and actually boost conversions, protect margins, and reduce fatigue. These aren’t theory; they’re tried and true segments top DTC brands use to send smarter.You’ll learn how to segment based on intent, behavior, timing, and risk; so every message feels more personal, more relevant, and more profitable. Whether you’re scaling a list or trying to squeeze more ROI from your existing subscribers, this framework will help you unlock smarter strategy and cleaner results.EP 66: 12 Unusual segments that drive serious eCommerce revenueHere's what we're diving into:• How to identify discount rejectors, promo-only buyers, and risky first-time customers• What to actually send each segment (not just how to build them)• The 3 things every good segment should change in your marketing• How to avoid over-discounting and protect your brand's positioningThank 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://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/Explore 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://inboox.ai/______00:00 Welcome to The Show04:29 Why Microsegmentation Matters for Your Business09:33 12 Unusual Segments for Revenue Growth09:46 Discount Rejectors11:25 Product Loyalists 13:05 Risky First-Time Buyers15:09 High AOV, Low Frequency Buyers16:55 Engagement Only Buyers19:02 Seasonal Only Buyers21:58 Promo Only Buyers23:43 Reactivating Recently Lapsed High-Value Buyers25:26 Engaging Multi-Category Explorers26:56 Converting Subscription-Adjacent Buyers29:28 Recognizing and Rewarding Brand Advocates33:39 Understanding and Targeting Silent VIPs35:37 Tips for Implementing Segmentation Strategies40:27 Recap 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!

The biggest mistake most brands make? They think retention starts after the first sale.In this episode of Send It, Jimmy Kim and Chase Dimond break down why the real retention window starts the moment someone joins your list (not when they buy). You’ll learn how to design your first 45-day subscriber journey to build trust, deliver micro-wins, and turn subscribers into repeat customers. Plus, we break down habit loops, lifecycle stages, and the overlooked “repeat trigger window” that keeps customers coming back.EP 65: Why the first 45 days matter more than the first purchaseHere's what we're diving into:- The 4 critical stages in a subscriber’s first 45 days- How to create emotional “micro-wins” that build brand trust- Using habit loops to make your product part of the customer’s routine- The importance of timing in repeat purchase messaging- Real brand examples and lifecycle strategy breakdownsThank 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://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/Explore 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://inboox.ai/______00:00 Welcome to The Show03:02 The Critical First 45 Days of a Subscriber's Life08:08 Breaking Down the First 45 Days into Stages16:00 Creating Micro Moments and Micro Wins20:27 Understanding Habit Loops: Cue, Routine, Reward23:00 Building Habits Through Email and SMS26:37 The Importance of Repeat Trigger Windows29:26 Proactive vs. Reactive Messaging31:51 Calculating and Utilizing Repeat Trigger Windows34:05 Bringing It All Together: A Cohesive Strategy36:28 Conclusion and Recap______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!

We got early access to Omnisend’s 2025 ecommerce report and the numbers will change how you think about your email and SMS strategy.Based on 41 billion+ messages from over 160,000 ecommerce brands, this isn’t a survey or projection; it’s real customer behavior data. What did we learn? Most brands are optimizing for the wrong things.In this episode, Jimmy and Chase break down the data that proves automations destroy campaigns on performance, why transactional emails are secret revenue engines, and how top brands quietly grew 200% while others shrank.Grab Omnisend’s full report here: https://www.omnisend.com/2026-ecommerce-marketing-report/?utm_source=SendIt&utm_medium=Promo EP 64: What we learned from 41 billion emails sent in 2025Here's what we're diving into:- Why your campaign-heavy strategy is missing out on potential gains- The underrated flow that beats abandoned cart in both revenue and conversions- How to turn transactional emails like shipping updates into revenue-generating touchpoints- When SMS actually converts (and when it’s just wasting your send)- The 5 automations you should prioritizeThank 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://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/Explore 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://inboox.ai/______00:00 Welcome to The Show02:17 Key Insights from the Report07:54 Transactional Emails: Untapped Potential12:24 Preparing for Q4: Strategies and Insights16:44 The Role of SMS in Marketing17:57 SMS Campaigns vs. Automations21:31 Optimizing SMS for eCom24:34 Order Growth Insights26:22 Global eCom Trends27:30 Fundamentals of Automation35:35 Campaigns vs. Automations39:22 Final Takeaways and Recommendations______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!

Struggling with retention but not sure what’s broken?In this episode, Jimmy Kim and Chase Dimond walk through their 7-part retention audit framework used to diagnose DTC brands in 60 minutes or less.Whether you’re an agency, operator, or founder, this episode breaks down how to find revenue leaks, fix deliverability, improve your flows, and benchmark your lifecycle strategy against the best in the game. You’ll learn how to check your data plumbing, uncover hidden issues in your segmentation, and rebuild an email + SMS program that actually works.EP 63: The retention audit: How to diagnose any brand in 60 minutesHere's what we're diving into:- The 7-part retention audit framework- What to check when open rates drop- How to evaluate deliverability, infrastructure, and attribution- Which flows every DTC brand should have (and most don’t)- High-impact segmentation strategies- The biggest mistakes brands make in messaging, offers, and timingThank 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://omnisend.com/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://www.ecomemailcertified.com/Explore 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://inboox.ai/______00:00 Welcome to The Show03:12 Retention Audit Framework Overview04:17 Data Infrastructure: The Foundation08:51 Deliverability and List Quality15:37 Lifecycle Automation: Maximizing Revenue20:17 The Importance of Timely Replenishment23:09 Effective Segmentation Strategies26:43 Crafting Mobile-Optimized Emails31:08 Enhancing Customer Experience Beyond Emails35:47 Analyzing Metrics for Better Retention37:56 Final Thoughts and Recap______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!

Most brands obsess over open rates, but ignore the most misleading metric in their dashboard: clicks.In this episode, Jimmy Kim and Chase Dimond break down the truth about email and SMS click tracking. From accidental taps to bot activity to real buyer intent, not every click means the same thing. But most ESPs lump them all together, inflating your metrics and misleading your decisions.Jimmy and Chase share a clearer framework for identifying click quality, improving attribution, and optimizing for real engagement; not just vanity numbers.Plus, we introduce eClickTrack, our new link-tracking tool built for ecommerce brands who want to see real, human engagement, not bots.EP 62: The secret behind the click and why click tracking is so importantHere's what we're diving into:- The 4 types of clicks (and how to spot them)- How bot clicks inflate your metrics (and how to fix it)- The psychology behind high-value clicks: curiosity, urgency, value, and design- What your ESP isn’t telling you (and how to get better attribution)- A 6-part playbook to improve your click quality and conversionsThank 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 Show02:08 Deep Dive into Clicks05:04 Types of Clicks Explained07:45 Driving High-Quality Clicks13:12 Challenges with Click Data15:39 The Problem with Bot Clicks17:01 Common Email Marketing Mistakes19:58 Key Features of E Click Track26:06 Optimizing Click Quality in Email Campaigns28:59 Final Thoughts and Recommendations______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!

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 hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

Gmail just rolled out the biggest inbox overhaul in years and it’s about to change how every ecommerce brand sends email.In this episode, Jimmy Kim and Chase Dimond break down the new Gmail features that are shaking up deliverability, unsubscribe rates, and how messages show up in the Promotions tab.They cover everything from the new Manage Subscriptions view (which ranks senders by frequency and makes unsubscribing easier than ever) to Postmaster Tools v2 and Google’s new compliance enforcement rules for bulk senders.EP 60: Gmail’s new rules: What every email marketer needs to knowHere's what we're diving into:- The 3 Gmail updates every marketer needs to understand- How frequency and engagement now determine inbox visibility- What the new “Purchases” view means for transactional emails- How Gmail’s smarter Promotions tab changes your send strategy- The truth about Postmaster Tools v2 and new compliance rules- How to audit your setup before November 2025 enforcement kicks inRead more about the deliverability report: https://e.eemtrk.com/gmail-changes-senditThank you our friends at Omnisend, eCom Email Certified, and Kintsugi 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 Show00:53 Overview of Gmail Changes03:47 Gmail's Managed Subscription View11:27 Gmail's New Purchase View17:42 Promotions Tab Overhaul19:10 Gmail's New Relevance Ranking System22:08 Strategies for Improving Email Engagement26:37 Technical Changes in Gmail's Postmaster Tools29:24 Compliance and Enforcement for Bulk Senders36:05 Summary and Key Takeaways______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!

BFCM 2025 didn’t play out the way anyone expected. In this special report, Jimmy Kim and Chase Dimond break down what actually happened, why it happened, and what it means for ecommerce brands heading into 2026.Pulling fresh data from Omnisend, Shopify, Adobe Analytics, and hundreds of brand conversations, they unpack the consumer behavior, sales trends, offer performance, inbox shifts, SMS usage, and emerging AI-driven shopping habits that defined this year’s results.Jimmy and Chase also share real examples of what worked, what flopped, and how brands can approach 2026 with smarter pre-launch planning, tighter segmentation, stronger waitlists, better bundling, and more intentional offer design.EP 59: The real lessons from Black Friday + Cyber Monday 2025Here's what we're diving into:- Why Black Friday still dominated, even with earlier offers- Why Cyber Monday surged for many brands- How offer fatigue and creativity collapse hurt performance- What Omnisend data showed about AOV, flow revenue, and list behavior- How AI-driven shopping and inbox filtering changed resultsThank you our friends at Omnisend, Kintsugi 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-senditKintsugi is an AI platform that monitors, files, and optimizes sales tax for you with a 98.3% reduction in errors. Mention Chase and Jimmy to receive your first three months free! https://eemtrk.com/sendit-kintsugieCom 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 Show01:15 The Importance of BFCM Buyers02:42 Maximizing Post-BFCM Engagement03:10 Understanding BFCM Buyer Behavior06:52 Effective Follow-Up Strategies10:12 Tactical Campaign Ideas20:33 Key Metrics to Track23:44 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 hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

Most brands blow their budget on BFCM and then ghost their best customers.In this episode of Send It, Jimmy Kim and Chase Dimond break down what happens when you go silent after Black Friday and how to fix it. You’ll learn how to turn high-intent, one-time buyers into loyal, high-LTV customers using a proven 4-stage retention strategy.They share the campaigns to send, the exact follow-up timing, and 5 post-BFCM metrics to track to keep your Q4 profitable after the sale.EP 58: Don’t go silent after BFCM (Here’s what to send next)Here's what we're diving into:- Why second purchases are the key to post-BFCM profitability- The biggest mistake brands make after Black Friday- A 4-stage post-purchase flow: onboarding, education, bridge offer, nurture- 5 plug-and-play campaigns to send right now- The metrics that matter: time-to-second-purchase, flow conversion, and moreThank you our friends at Omnisend, Kintsugi 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-senditKintsugi is an AI platform that monitors, files, and optimizes sales tax for you with a 98.3% reduction in errors. Mention Chase and Jimmy to receive your first three months free! https://eemtrk.com/sendit-kintsugieCom 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 Show03:56 The Importance of Recency, Intent, and Volume07:37 Common Mistakes Brands Make Post-BFCM12:50 Stage One: Onboarding Emails14:16 Stage Two: Educational Content15:29 Stage Three: The Bounce Back Offer17:40 Stage Four: Long-Term Nurture18:49 Effective Email Campaigns23:48 Metrics to Track Post BFCM28:56 Final Recap and Closing Remarks______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!

What's the perfect email cadence? Daily, weekly, or just when you have something to say?In this episode, Jimmy and Chase break down the pros and cons of different email frequencies (daily sends, weekly campaigns, and launch-only strategies) and help you figure out what cadence is right for your brand.They share real examples, revenue-impacting data, and a step-by-step framework to test and dial in your ideal email frequency; without burning your list or obsessing over unsubscribes.EP 57: How often should you really email your list?Here's what we're diving into:- Daily vs. weekly vs. campaign-based sending (and what actually works)- A real-world test: 2 emails/week vs. 5 emails/week (+70% revenue)- Why open rates and unsubscribes matter less than you think- 5 factors that determine the right cadence for your brand- How to segment your list by frequency without overwhelming subscribers- The “steady + burst” strategy top brands use to scale email without burnoutThank you our friends at Omnisend, Kintsugi 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-senditKintsugi is an AI platform that monitors, files, and optimizes sales tax for you with a 98.3% reduction in errors. Mention Chase and Jimmy to receive your first three months free! https://eemtrk.com/sendit-kintsugieCom 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-sendit______00:00 Welcome to The Show04:40 Pros and Cons of Daily Emails07:00 Who Should Send Weekly (and Why)08:35 Campaign-Only Sending: When It Works10:20 Real-World Cadence Test: 2x vs 5x Per Week14:00 Unsubscribes, Open Rate Myths & What Actually Drives Revenue18:40 5 Factors That Determine the Right Cadence22:00 Segmenting by Frequency (VIPs vs Unengaged)23:15 Smart Suppression & Total Email Count25:00 Red Flags That You're Over-Sending28:30 Your Email Cadence Optimization Playbook______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!

The biggest week in ecommerce is the one everyone forgets.In this episode, Jimmy Kim and Chase Dimond break down one of ecommerce’s best-kept secrets: Q5. The week between Christmas and New Year’s that quietly drives massive revenue for brands that don’t go dark. Most brands shut off campaigns after BFCM, but consumers aren’t done buying. They’ve got gift cards, return credits, and “treat yourself” energy. That’s your big window.Jimmy and Chase reveal exactly how to plan, message, and automate your Q5 campaigns so you can capture the easiest money of the year while your competitors are on vacation.EP 56: The secret quarter most brands ignore (Q5)Here's what we're diving into:- Why Q5 works (returns, gift cards, and self-gifting behavior)- 4 winning campaign angles: encore sale, gift card push, self-care, flash sale- How to message Q5 differently from BFCM- The ideal Q5 cadence for email + SMS (with examples)- How to automate everything before Dec 26 and still cash in- What NOT to do (hint: stop copy-pasting your Black Friday sale)Thank you our friends at Omnisend, Kintsugi 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-senditKintsugi is an AI platform that monitors, files, and optimizes sales tax for you with a 98.3% reduction in errors. Mention Chase and Jimmy to receive your first three months free! https://eemtrk.com/sendit-kintsugieCom 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 Introduction to Q5: The Secret Fifth Quarter02:36 Understanding Q5: Why It Matters\04:12 The Q5 Playbook: Strategies for Success10:32 Promotional Strategies for Q515:38 Flash Sales and What Not to Do During Q517:55 Meeting Customers Where They Are18:24 Creative Angles for Post-Holiday Marketing20:45 Optimizing Email and SMS Cadence25:21 Automating Q5 Campaigns30:21 Q5 Checklist and Best Practices33:10 Final Thoughts and Promotions______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!

Ever wondered what Jimmy and Chase are up to behind the scenes?In this episode, the duo reflect on their first year of partnership and pull back the curtain on what they’re building next… two new tools designed to change the way ecommerce brands do retention marketing.From analyzing millions of emails to redefining attribution, they break down how Inboox.ai and eClickTrack are solving the biggest problems email and SMS marketers face today: lack of visibility, disconnected data, and shallow insights.Pull up a seat because Chase and Jimmy are breaking down their roadmap for the next wave of retention marketing tools.EP 55: Why we’re betting big on retention toolsHere's what we're diving into:- The vision behind Inboox.ai and why it’s the “search engine” for ecommerce emails- How eClickTrack will give marketers real attribution clarity without iOS blind spots- Lessons from scaling media, agencies, and SaaS under one retention brand- Why retention marketing needs smarter data, not louder campaigns- The future of ecommerce tech stacks in a post-BFCM worldThank you our friends at Omnisend, Kintsugi 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-senditKintsugi is an AI platform that monitors, files, and optimizes sales tax for you with a 98.3% reduction in errors. Mention Chase and Jimmy to receive your first three months free! https://eemtrk.com/sendit-kintsugieCom 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-sendit______00:00 — Intro + Behind the Scenes02:00 — The Vision: Building the Future of Retention Marketing05:00 — The Origin of eClickTrack10:15 — Solving Bot Clicks + Real Attribution13:00 — Use Cases: Creators, Brands, and Agencies19:45 — Introducing Inboox.ai23:45 — The AI Breakdown: Email Analysis Engine26:30 — Who It’s For30:30 — Pricing + Agency Collaboration Tools32:00 — Closing Thoughts + Next Steps______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!

What if 80% of your email revenue comes from just 20% of your effort?In this episode, Jimmy Kim and Chase Dimond unpack the real data behind ecommerce email performance; revealing the flows, segments, and campaigns that actually move the needle (and the ones you can delete today).They’ll show you how to stop over-engineering your automations, focus on the top-earning flows, and simplify your email strategy to drive more revenue with fewer sends. If you’ve ever felt overwhelmed by 47 flows, endless A/B tests, or bloated lists, this episode is your reset button.EP 54: The 80/20 of Email Revenue: How to Double Your ROI by Doing Less Here's what we're diving into:- The 3 flows that drive 60–80% of automated revenue (and how to optimize them)- The segments that matter: VIPs, one-time buyers, and engaged subscribers- Why your welcome and sunset flows don’t deserve your energy- Campaign types that convert - and how to balance promo vs. content sends- The metrics that matter in 2025 (hint: it’s not open rates)- How to cut 50% of your email workload and still grow fasterThank you our friends at Omnisend, Kintsugi 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-senditKintsugi is an AI platform that monitors, files, and optimizes sales tax for you with a 98.3% reduction in errors. Mention Chase and Jimmy to receive your first three months free! https://eemtrk.com/sendit-kintsugieCom 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-sendit______00:00 Welcome to The Show02:14 The 80/20 Rule in Email Marketing04:24 Key Revenue-Generating Email Flows10:13 The Power of Post-Purchase Flows12:21 The Importance of Browse Abandonment13:28 Overrated Email Flows16:16 High-Value Segments in Email Campaigns21:15 Segments That Don't Matter: Avoiding Common Pitfalls24:31 Effective Campaign Strategies28:15 What Not to Send: Avoiding Common Mistakes35:47 The 80/20 Rule: Simplifying for Success______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!