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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 instead
Here’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 marketing
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/
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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 discounting
17:56 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 lever
26:23 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/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 [email protected] 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:
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/
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00:00 Welcome to The Show
03:44 The top 10 most used emojis in subject lines revealed
08:43 The TV shows and movies marketers referenced most
11:50 The most mentioned animal in email (it's not a dog or cat)
15:54 Internet culture moments brands actually leaned into
16:39 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 politics
21:59 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 AI
28:19 The oops and apology email - mistake or marketing tactic
30:12 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/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 [email protected] 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 brands
Here'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/
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00:00 Welcome to The Show
02:00 Meet Our Guest: Feras's Khouri
05:00 Does this apply to smaller brands? The 7-figure vs 8-figure question
10:00 #1: Set retention-specific goals
14:00 #2: Understand layer two metrics
17:00 #3: Look beyond email and SMS
22:00 #4: Use retention for acquisition
27:00 #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 thinking
44:00 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/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 [email protected] for sponsorships, appearance requests, interviews, or general information!
AI is everywhere in email marketing… but is it actually working
In 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 tips
Here'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 emerge
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 Why Most Brands Are Using AI Wrong
01:40 From Finance to Founder: How Phil Built His Edge
07:30 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 Thinking
15:02 Why Voice, Hooks, and Angles Still Win
16:42 The Real Differentiator in 2026: Taste + Ideas
19:43 Using Gemini to Align Copy and Design Faster
20:41 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 Humans
25:11 Click Strategies That Don’t Rely on Discounts
26:24 Super Bowl SMS Drop + Valentine’s Click Case Study
33:56 Will We Be Emailing AI Agents? The 5–10 Year Outlook
37:16 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/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 [email protected] 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 2026
Here'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 framework
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/
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00:00 Welcome to The Show
04:04 The Importance of Retention Marketing
09:58 The Modern Customer Journey
15:06 Effective Segmentation Strategies
18:37 Channel Pairing: Email and SMS
21:05 Leveraging AI in Retention Marketing
25:11 Personalizing Messages at Scale
26:52 Optimizing Key Flows for Retention
28:35 Advanced Retention Strategies
32:58 Metrics That Matter in 2026
39:35 Implementing a 90-Day Retention Plan
42:19 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/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 [email protected] 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 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 [email protected] 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 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 [email protected] 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 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/
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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 [email protected] 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 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 [email protected] 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 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/
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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
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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/
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Follow Jimmy & Chase on social!
Follow Jimmy Kim at:
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Follow Chase Dimond at:
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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!
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