What worked in 2024, won’t in 2025. With evolving privacy regulations, new laws and fast-changing consumer behavior, this new year has already brought on new challenges. But Jimmy Kim & Chase Dimond did the digging so you don’t have to and they’re about to break it all down.

In this episode, the two hosts lay out their full 2025 playbook including the state of email marketing, non-traditional metrics that actually matter, deliverability mastery, audience management and insights for strategic planning. Plus, they’re busting the biggest email marketing myths so you can build and execute your strategy with clarity.

EP 17: The 2025 Email Playbook: Tactics Myths and Insights for Success

Here's what we're diving into:

Current State of Email Marketing

Audience Management - Going beyond batch and blast

Deliverability Mastery - A required skill of a modern email marketer

Strategic Playbook Planning for 2025

Metrics beyond Click and Open - RPS, CTOR, UTA, CTC, OTC

Your top 10 email marketing action items for 2025

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03:35 Agenda for the 2025 Playbook

04:29 Current State of Email Marketing

08:34 Audience Management: No Longer Optional

08:47 Email Marketing Myths

12:25 Segmentation Strategies

22:19 Deliverability Mastery

34:38 Frequency and Volume Control in Email Marketing

35:38 The Importance of Sunset Policies

37:36 Strategic Planning for Email Marketing

40:03 Leveraging Inventory for Campaign Planning

47:34 Advanced Metrics for Email Marketing

56:31 Top 10 Action Items for 20250

1:04:04 Wrapping Up and Announcements

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Thank you our friends at Omnisend, Nacelle, 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/

Nacelle’s AI-powered personalization suite helps merchants create tailored marketing campaigns, smart product recommendations and dynamic landing pages that speak directly to its customers. https://bit.ly/nacelle-eem

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. https://www.ecomemailcertified.com/

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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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!

Where do you draw the line between effective strategy and unethical tactics?

In this episode of Send It, Jimmy Kim and Chase Dimond tackle the fine balance between aggressive marketing and customer respect. From misleading subject lines to intrusive personalization and legal landmines like CAN-SPAM violations, they break down the dark side of retention marketing and why cutting corners can backfire. If you've ever questioned whether your email and SMS tactics are pushing too hard, this one's for you.

But it’s not all doom and gloom—we’re also sharing the blueprint for ethical, high-converting retention strategies that keep customers engaged without resorting to manipulation. Learn how transparency, value-driven content, and list hygiene can drive long-term success while protecting your brand’s reputation.

EP 16: Ethical Retention Marketing: Balancing Tactics with Customer Respect

Here's what we're diving into:

The fine line between transparency vs. manipulation in retention marketing

How shady tactics (misleading subject lines, fake sender names) violate CAN-SPAM

Why ethical marketing leads to higher customer lifetime value

Best practices for compliance and list hygiene

Real examples of brands that got it right—and wrong

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00:00 Introduction to Ethical Marketing

02:06 Ethical Retention Marketing Overview

05:07 Balancing Aggressive Tactics with Respect

13:06 Illegal Email Marketing Tactics

16:39 Understanding Unsubscribes and Can-Spam Rules

21:08 Best Practices for Compliance and Trust

29:43 Key Takeaways and Ethical Marketing

31:38 Conclusion and Next Steps

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Thank you our friends at Omnisend 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/

Thank you our friends at Appbrew for sponsoring the podcast! Appbrew enables eCommerce teams to drive higher conversion rates, AOV and LTV through a native mobile app.

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 Kim at:

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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!

Ready to find out what really makes a CTA click?

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

The two hosts also cover how personalization and audience management should play a role in crafting CTAs and share insights on the key ways to drive action in email and SMS marketing.

EP15: Mastering CTAs in Email & SMS Marketing | Effective Retention Marketing Techniques

Here's what we're diving into:

What actually makes a great CTA?

Uncovering the psychology behind effective CTAs

CTA tips for personalization and audience management

Dissecting the anatomy of a CTA: Email marketing

Dissecting the anatomy of a CTA: SMS marketing

CTA Best practices and pitfalls to avoid

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02:15 Introduction to the Podcast

02:26 Importance of a Great CTA0

3:58 Key Elements of Effective CTAs

6:15 Key Ways to Drive Action in Email

15:45 Key Ways to Drive Action in SMS

23:47 CTA Best Practices and Common Pitfalls

28:34 Final Tips and Wrap-Up

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Thank you our friends at Omnisend 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/

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:

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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!

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

Plus, the two hosts break down the strengths and weaknesses of eCommerce ESPs, touching on key aspects like integrations, deliverability, and automation features, essential for optimizing your retention marketing strategy. The duo also explores the importance of matching your ESP choice to your business size and needs, offering tactical advice to help you make an informed decision.

EP14: ESP's Ranked A Comprehensive Guide to Choose The Right Tool

Here's what we're diving into:

- 10+ Key factors to consider when choosing an ESP

- Should pricing drive your decision?

- Breakdown of Entry-level, Mid-market, and Enterprise tools

- Why it’s crucial to match your ESP to your business size

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00:00 Understanding the Importance of Customer Support

00:22 Discussing Apple's New iOS 18 Features

01:00 Introduction to the Podcast

01:58 10+ Key Factors in Selecting an ESP

31:58 Entry-Level Email Marketing Tools

38:50 Mid-Market Email Marketing Tools

48:01 Enterprise Email Marketing Tools

52:02 Choosing the Right Tool for Your Business

53:23 Conclusion and Next Steps

______

Thank you our friends at Omnisend 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/

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 Kim at:

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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!

In this episode of 'Send It,' hosts Jimmy Kim and Chase Dimond sit down with David Cost, the digital leader at Rainbow Shops, to explore the transformative power of mobile apps and push notifications in eCommerce. The convenient channel boasts cost-effectiveness, personalization advantages and retention-friendly use cases that have enabled Rainbow Shops to drive 20% of their revenue through their mobile app.

Tune in as the trio uncovers the benefits of push notifications, high-engagement strategies, and the importance of a unified omnichannel strategy across email, SMS and push for maximum reach with minimal costs.

EP 13: Driving Retention w/ Mobile Innovation: Mobile Apps & Push Notifications for eCom Success

Here's what we're diving into:

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00:31 Meet the Hosts and Guest

02:17 David's Background and Experience

04:00 The Importance of Mobile Apps for Retailers

13:45 The Power of Push Notifications

17:08 High Engagement Strategy at Rainbow Shops

19:40 Tech Stack and Vendor Coordination

23:29 Customer Feedback and Push Notifications

30:53 Retention and Lifetime of App Users

32:35 Conclusion and Final Thoughts

______

Thank you our friends at Omnisend for sponsoring the show!

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/

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:

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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!

Hosts Jimmy Kim and Chase Dimond recap the standout moments from email and SMS marketing in 2024. From the most effective campaign strategies to the unexpected trends that shaped consumer behavior, they’re breaking down what worked and why. This episode also explores how AI is redefining personalization, the untapped potential of rich communication services (RCS), and how zero-party data is giving brands a competitive edge.

Tune in as they share insights on navigating new privacy regulations, the rise of conversational marketing, and real-life examples of eCommerce brands turning these trends into tangible results. Whether you're looking to sharpen your 2025 strategy or catch up on the year’s biggest shifts, this episode is packed with actionable takeaways you won’t want to miss.

Here's what we're diving into:

EP 12: The Year in Email: 2024 Recap and 10 Bold Predictions for 2025

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01:59 Welcome to Send It

02:13 Hot Off the Press: Comcast Email Changes

03:29 Year of Email 2024 Recap

15:08 The Power of Email Automations

18:35 SMS Marketing Insights

21:03 Push Notifications: The Surprising Data

22:29 Campaigns vs. Automations: The Conversion Debate

25:23 Top 10 Predictions for 2025: AI and Retention Marketing

43:20 Conclusion and Upcoming Episodes

______

Thank you our friends at Omnisend and Appbrew 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.

Thank you our friends at Appbrew for sponsoring the podcast! Appbrew enables eCommerce teams to drive higher conversion rates, AOV and LTV through a native mobile app.

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

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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!

How can mobile apps transform your eCommerce retention strategy? In this episode of Send It, Jimmy Kim and Chase Dimond chat with Founder and CEO of Appbrew.com, Abhijeet Singh, about why mobile apps are crucial for staying ahead as an eCommerce brand.

Learn how mobile apps deliver 3x higher conversion rates, drive 6x better customer lifetime value (LTV), and collect 25x more actionable customer data than websites. Plus, the trio digs into actionable strategies to boost AOV, reduce costs, and drive more revenue through mobile apps.

EP 11: Unlocking the Power of Mobile Apps for eCommerce Retention

Here's what we're diving into:

Leveraging push notifications to reduce SMS costs and boost engagement

Using generative AI to create personalized shopping experiences

How to boost AOV with saved carts and exclusive offers

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00:00 Introduction to App Conversions

02:25 The Power of Mobile Apps in eCommerce

03:19 Special Guest: Abit from Approved.com

04:00 Why Mobile Apps Outperform Websites

08:00 The Role of Data in Mobile App Success

12:01 Push Notifications and Customer Retention

18:14 Ad Spend Efficiency and ROAS with Mobile Apps

22:11 The Importance of Mobile Apps for DTC Brands

23:09 Strategies for Maximizing App Performance

25:50 Interesting Stats on Push Notifications

32:42 AI and the Future of Shopping

37:24 Advice for Brands Considering a Mobile App

39:44 Closing Remarks and Future Predictions

______

Thank you our friends at Omnisend and Appbrew 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.

Thank you our friends at Appbrew for sponsoring the podcast! Appbrew enables eCommerce teams to drive higher conversion rates, AOV and LTV through a native mobile app.

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:

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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!

From Shopify’s impressive $5 billion sales performance to innovative discount strategies and founder-led marketing, hosts Jimmy Kim and Chase Dimond dive into the biggest trends and takeaways from Black Friday and Cyber Monday 2024.

Plus, the duo addresses technical challenges faced by email service providers during peak sales periods and shares a comprehensive playbook for Q5—the post-holiday shopping window. With a focus on retention marketing, this episode is packed with tips and strategies for eCommerce brands to thrive during peak sales seasons.

Here's what we're diving into:

Black Friday/Cyber Monday recap: Consumer behavior and promotional trends

Discount strategies: Cashbacks, bundles, and no-discount alternatives

Mobile shopping’s rising influence on ecommerce

Shopify’s $5 billion sales milestone and its implications

Founder-led and employee-driven marketing tactics

Q5: How to maximize post-holiday sales with strategic offers

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00:00 Introduction to Black Friday Sales

03:06 Yahoo's New Sender Hub

04:36 Black Friday and Cyber Monday Insights

13:39 The Discount Discussion

19:48 Sales Approaches in The Market

25:07 eCommerce Trends and Early Sales

26:07 Technology Challenges During Black Friday

28:34 Q5: Post-Holiday Sales Strategy

32:44 Podcast Wrap-Up and Future Episodes

______

Thank you our friends at Omnisend and Appbrew 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.

Thank you our friends at Appbrew for sponsoring the podcast! Appbrew enables eCommerce teams to drive higher conversion rates, AOV and LTV through a native mobile app.

Enjoying the pod? Subscribe to The eCom Email Marketer Newsletter for your weekly dose of retention strategy, actionable insights, & exclusive industry news!

Follow Jimmy & Chase on social!

Follow Jimmy Kim at:

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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!

EP 9: How to Turn First-Time Buyers into Repeat Customers with Email and SMS

Turn first-time buyers into repeat customers! In this episode of 'Send It,' hosts Jimmy Kim and Chase Dimond break down essential email and SMS marketing strategies to boost retention and drive repeat sales.

They dive into the power of personalized communication, loyalty programs, and segmenting your audience to deliver targeted offers that keep customers coming back. Plus, they explore the metrics that matter—like repeat purchase rates and customer lifetime value—and share tips for leveraging tools to optimize your efforts.

Here’s what we’re diving into:

Tune in now for actionable insights that will level up your retention marketing game!

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/

Appbrew enables eCommerce teams to drive higher conversion rates, AOV and LTV through a native mobile app. https://appbrew.com/demo

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/

______

00:00 Introduction to Retention Marketing

00:46 Key Metrics for Monitoring Repeat Sales

01:01 Analyzing Click Rates and Negative Clicks

02:39 Welcome to 'SendIt!’ Podcast

06:40 Importance of Repeat Customers

09:48 Crafting Effective Welcome Series

12:10 Leveraging Post-Purchase Flows

16:32 Segmentation Strategies for Personalized Communication

18:46 Segmenting Buyers for Personalized Offers

19:12 Real-Time Segmentation and Immediate Messaging

20:19 Exclusive Offers and Loyalty Programs

21:04 Incentives for Repeat Purchases

21:45 Building Brand Affinity and Loyalty

25:46 Timing and Frequency of Customer Communication

33:14 Importance of Customer Reviews and Engagement

34:48 Key Metrics for Success

37:18 Conclusion and Next Steps

______

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Tik Tok: https://www.tiktok.com/@chasehunterdimond

Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!

Thank you our friends at Omnisend and Appbrew 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/

Appbrew enables eCommerce teams to drive higher conversion rates, AOV and LTV through a native mobile app. https://appbrew.com/demo

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/

EP 8: Building an SMS Strategy: How to Leverage SMS for High-Intent Engagement

Turn your SMS strategy into a revenue power house! In this episode of 'Send It', hosts Jimmy Kim and Chase Dimond are talkin' all things SMS marketing strategies for eCommerce.

They dig into why SMS is crucial to running a successful eCom business, proper compliance tips, and strategies to make SMS your next highest revenue-channel. Plus, you'll learn how to craft the perfect SMS with expert tips on timing, frequency and copy along with critical mistakes to avoid. It's all happening on this week's episode of Send it!

Here's what we're diving into:

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00:21 Understanding SMS Marketing

00:43 Exploring Blue Sky Social Media

02:04 Welcome to Send It Podcast

02:33 Thank you to our sponsors!

05:12 Diving into SMS Strategy

11:50 Compliance and Deliverability in SMS

15:23 Best Practices for SMS Timing

17:11 Optimal SMS Frequency

18:38 Crafting Effective SMS Copy

19:56 Tone and Personalization in SMS

21:30 Integrating Email and SMS Strategies

26:38 SMS vs MMS: Cost and Effectiveness

29:00 High-Intent SMS Tactics

30:30 Common SMS Mistakes to Avoid

33:01 Conclusion and Next Steps

______

Follow Jimmy & Chase on social!

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Contact us at [email protected] for sponsorships, appearance requests, interviews, or general information!