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Avoid the AI spam email filter with these best practices!
February 20, 2026

Avoid the AI spam email filter with these best practices!

Nick’s got a cold, Brian’s back, and your inbox is getting smarter!

In this week's episode of Winning With Shopify, Nick is joined by Brian from Seguno to break down what’s really happening when AI starts sorting, summarising, and filtering your marketing emails.

If you’ve been wondering why your campaigns dip, why “quick hacks” backfire, or how to make sure your best customers actually see your emails - this is the episode.

We cover:

- Why email is still the top ROI channel (even in the AI era)

- How AI uses engagement as the main feedback loop (and what that means for deliverability)

- The 3 things AI looks at when sorting emails in the inbox

- Why trying to “game the system” can land you in spam jail

- How to write emails that AI (and humans) can scan fast

- Gmail Annotations and how they can boost visibility

- Using Shopify Sidekick to plan smarter promos, segment faster, and validate store data

- Why authenticity wins in an AI-generated world

Winning With Shopify listeners get 20% OFF the first three months of Seguno Email Marketing with code WWS20: ⁠⁠⁠https://seguno.com

EXCLUSIVE WWS OFFERS:

Check out Yoast and get 15% off ALL monthly Shopify purchases for the first 6 months using code WWS15! ⁠⁠yoast.com/winningwithshopify-exclusive/⁠⁠

Get a short, tactical session with insights on things like tax reconciliation, returns, compliance, and more - all led by experts from the tools top brands rely on. Sign up now at ⁠⁠taxcloud.com/summer/⁠⁠

Join the bootcamp and elevate your inventory game: ⁠⁠info.brightpearl.com/winning-with-shopify-holiday-planning-bootcamp⁠⁠

Key Takeaways:

00:04 – AI & Email: A Rare Combo?

00:28 – Why Email Still Delivers the Highest ROI

05:10 – Seguno’s Three Core Shopify Apps

05:41 – Shopify Connect for Canva: Why It Matters

06:21 – Seguno Email Marketing: Starting Price

07:01 – Early Access to Seguno’s AI Prototyping

07:50 – Why Seguno Is Built Best for Shopify

09:55 – How AI Is Changing the Email Marketing Landscape

10:56 – Email Marketing: Still the Top ROI Channel

11:53 – How AI Filters and Sorts Email Content

14:19 – The Three Key Factors AI Uses to Sort Emails

15:22 – Why You Can’t “Trick” AI (It Learns Fast)

16:09 – AI Promotes Good Content — and Blocks the Rest

16:47 – Unsubscribes Aren’t Always a Bad Thing

17:54 – Engagement: AI’s Main Feedback Loop

19:04 – Why Inbox Placement Depends on Engaged Contacts

21:28 – Beyond Image Generation: AI Email Tools

22:42 – Authenticity in an AI-Generated World

24:28 – Using Sidekick for Smarter Promotions

28:17 – Validating Store Data with Shopify Sidekick

29:10 – How AI Impacts Customer Email Engagement

31:25 – AI Email Summaries: Where Brands Miss the Mark

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