Send It!

Send It!
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The SendIt Podcast, hosted by email marketing experts and veterans Jimmy Kim and Chase Dimond, is your go-to for leveling up your retention game. Jimmy, Founder and mastermind behind Sendlane, brings over 15 years of hands-on experience in building successful SaaS companies, along with valuable experience growing a DTC brand. Chase, Partner at Structured, has driven over $200 million in email-attributable revenue and is named the #1 influencer to follow in eCommerce. Together, this power duo breaks down the art and science of retention marketing into bite-sized, actionable tactics.

  1. 2 DGN GELEDEN

    EP 67: The new definition of engagement (and the metrics that actually matter)

    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 Show 02:21 Redefining Engagement Metrics 02:54 Impact of Privacy and AI on Email Marketing 04:37 New Requirements from Google and Yahoo 05:43 Gmail's Algorithm and Engagement 07:38 The Shift to Quality Over Quantity 11:49 Building a Real Engagement Stack 14:50 Key Email Metrics 15:23 SMS Metrics Overview 16:04 Customer Behavior Insights 17:24 Business Outcomes Metrics 20:05 Challenges in Attribution 25:01 Actionable Steps for Improvement 28:32 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/yojimmykim https://www.linkedin.com/in/yojimmykim/ https://www.instagram.com/yojimmykim/ https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimond https://www.linkedin.com/in/chasedimond/ https://www.instagram.com/chasehunterdimond/ https://www.tiktok.com/@chasehunterdimond Contact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

    30 min

  2. 3 FEB

    EP 66: 12 Unusual segments that drive serious eCommerce revenue

    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 revenue Here'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 positioning 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 Show 04:29 Why Microsegmentation Matters for Your Business 09:33 12 Unusual Segments for Revenue Growth 09:46 Discount Rejectors 11:25 Product Loyalists 13:05 Risky First-Time Buyers 15:09 High AOV, Low Frequency Buyers 16:55 Engagement Only Buyers 19:02 Seasonal Only Buyers 21:58 Promo Only Buyers 23:43 Reactivating Recently Lapsed High-Value Buyers 25:26 Engaging Multi-Category Explorers 26:56 Converting Subscription-Adjacent Buyers 29:28 Recognizing and Rewarding Brand Advocates 33:39 Understanding and Targeting Silent VIPs 35:37 Tips for Implementing Segmentation Strategies 40:27 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/yojimmykim https://www.linkedin.com/in/yojimmykim/ https://www.instagram.com/yojimmykim/ https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimond https://www.linkedin.com/in/chasedimond/ https://www.instagram.com/chasehunterdimond/ https://www.tiktok.com/@chasehunterdimond Contact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

    43 min

  3. 27 JAN

    EP 65: Why the first 45 days matter more than the first purchase

    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 purchase Here'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 breakdowns 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 Show 03:02 The Critical First 45 Days of a Subscriber's Life 08:08 Breaking Down the First 45 Days into Stages 16:00 Creating Micro Moments and Micro Wins 20:27 Understanding Habit Loops: Cue, Routine, Reward 23:00 Building Habits Through Email and SMS 26:37 The Importance of Repeat Trigger Windows 29:26 Proactive vs. Reactive Messaging 31:51 Calculating and Utilizing Repeat Trigger Windows 34:05 Bringing It All Together: A Cohesive Strategy 36:28 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/yojimmykim https://www.linkedin.com/in/yojimmykim/ https://www.instagram.com/yojimmykim/ https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimond https://www.linkedin.com/in/chasedimond/ https://www.instagram.com/chasehunterdimond/ https://www.tiktok.com/@chasehunterdimond Contact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

    38 min

  4. 20 JAN

    EP 64: What we learned from 41 billion emails sent in 2025

    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 2025 Here'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 prioritize 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 Show 02:17 Key Insights from the Report 07:54 Transactional Emails: Untapped Potential 12:24 Preparing for Q4: Strategies and Insights 16:44 The Role of SMS in Marketing 17:57 SMS Campaigns vs. Automations 21:31 Optimizing SMS for eCom 24:34 Order Growth Insights 26:22 Global eCom Trends 27:30 Fundamentals of Automation 35:35 Campaigns vs. Automations 39:22 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/yojimmykim https://www.linkedin.com/in/yojimmykim/ https://www.instagram.com/yojimmykim/ https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimond https://www.linkedin.com/in/chasedimond/ https://www.instagram.com/chasehunterdimond/ https://www.tiktok.com/@chasehunterdimond Contact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

    44 min

  5. 13 JAN

    EP 63: The retention audit: How to diagnose any brand in 60 minutes

    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 minutes Here'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 timing 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://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 Show 03:12 Retention Audit Framework Overview 04:17 Data Infrastructure: The Foundation 08:51 Deliverability and List Quality 15:37 Lifecycle Automation: Maximizing Revenue 20:17 The Importance of Timely Replenishment 23:09 Effective Segmentation Strategies 26:43 Crafting Mobile-Optimized Emails 31:08 Enhancing Customer Experience Beyond Emails 35:47 Analyzing Metrics for Better Retention 37:56 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/yojimmykim https://www.linkedin.com/in/yojimmykim/ https://www.instagram.com/yojimmykim/ https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimond https://www.linkedin.com/in/chasedimond/ https://www.instagram.com/chasehunterdimond/ https://www.tiktok.com/@chasehunterdimond Contact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

    40 min

  6. 6 JAN

    EP 62: The secret behind the click and why click tracking is so important

    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 important Here'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 conversions 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://eemtrk.com/omnisend-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://eemtrk.com/eec-sendit 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://e.eemtrk.com/r/sendit-inboox ______ 00:00 Welcome to The Show 02:08 Deep Dive into Clicks 05:04 Types of Clicks Explained 07:45 Driving High-Quality Clicks 13:12 Challenges with Click Data 15:39 The Problem with Bot Clicks 17:01 Common Email Marketing Mistakes 19:58 Key Features of E Click Track 26:06 Optimizing Click Quality in Email Campaigns 28:59 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/yojimmykim https://www.linkedin.com/in/yojimmykim/ https://www.instagram.com/yojimmykim/ https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimond https://www.linkedin.com/in/chasedimond/ https://www.instagram.com/chasehunterdimond/ https://www.tiktok.com/@chasehunterdimond Contact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

    34 min

  7. 30-12-2025

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

    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 2026 Here'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 KPIs 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://eemtrk.com/omnisend-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://eemtrk.com/eec-sendit 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://e.eemtrk.com/r/sendit-inboox ______ 00:00 Welcome to the Show 04:26 Cohort Yield vs. Campaign Revenue 06:44 Flow Weight vs. Campaigns 10:32 Strategic Use of SMS 13:13 Importance of Deliverability 15:32 Predictive Segmentation 17:55 Creative Testing: Emotion vs. Design 18:13 Behavioral Copy Strategies for Marketers 20:40 The Future of Preference Centers 23:37 Profit Accountability for Marketers 25:27 Retention Marketers and Replenishment Control 29:13 Job Security Tied to Returning Customers 31:15 The Role of AI in Marketing 34:59 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/yojimmykim https://www.linkedin.com/in/yojimmykim/ https://www.instagram.com/yojimmykim/ https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimond https://www.linkedin.com/in/chasedimond/ https://www.instagram.com/chasehunterdimond/ https://www.tiktok.com/@chasehunterdimond Contact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

    37 min

  8. 16-12-2025

    EP 60: Gmail’s new rules: What every email marketer needs to know

    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 know Here'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 in Read more about the deliverability report: https://e.eemtrk.com/gmail-changes-sendit Thank 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-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://eemtrk.com/eec-sendit 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://e.eemtrk.com/r/sendit-inboox ______ 00:00 Welcome to The Show 00:53 Overview of Gmail Changes 03:47 Gmail's Managed Subscription View 11:27 Gmail's New Purchase View 17:42 Promotions Tab Overhaul 19:10 Gmail's New Relevance Ranking System 22:08 Strategies for Improving Email Engagement 26:37 Technical Changes in Gmail's Postmaster Tools 29:24 Compliance and Enforcement for Bulk Senders 36:05 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/yojimmykim https://www.linkedin.com/in/yojimmykim/ https://www.instagram.com/yojimmykim/ https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimond https://www.linkedin.com/in/chasedimond/ https://www.instagram.com/chasehunterdimond/ https://www.tiktok.com/@chasehunterdimond Contact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

    42 min
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Info

The SendIt Podcast, hosted by email marketing experts and veterans Jimmy Kim and Chase Dimond, is your go-to for leveling up your retention game. Jimmy, Founder and mastermind behind Sendlane, brings over 15 years of hands-on experience in building successful SaaS companies, along with valuable experience growing a DTC brand. Chase, Partner at Structured, has driven over $200 million in email-attributable revenue and is named the #1 influencer to follow in eCommerce. Together, this power duo breaks down the art and science of retention marketing into bite-sized, actionable tactics.

Informatie

  • Maker
    Send It!
  • Jaren actief
    2024 - 2026
  • Afleveringen
    67
  • Beoordeling
    Expliciet
  • Copyright
    © Send It!
  • Website van aflevering
    Send It!