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Jay Schwedelson’s No-BS Guide to What’s Working in Email Marketing Right Now

Jay Schwedelson’s No-BS Guide to What’s Working in Email Marketing Right Now

Email marketing is either dying or thriving depending on who you ask. But if you were at Jay Schwedelson’s packed session at INBOUND 2025, you walked away with zero doubt that email is changing fast, and marketers who test (not guess) will win.

In a rapid-fire 45 minutes, Schwedelson delivered a tactical, data-packed session backed by insights from over 6 billion emails a year sent through his agency. He shared what’s working, what’s not, and what to test next for teams looking to move the needle using email.

Here are some of his biggest takeaways, plus get his full session slides below.

THE APPLE MAIL PRIORITY “HACK” YOU’RE PROBABLY IGNORING

Half your audience is reading email through the Apple Mail app. And most marketers aren’t paying attention to a major shift that could immediately boost open rates.

“If you can get your email to show up as a priority alert, it will increase your email open rates...by 28%.” — Jay Schwedelson

How? Apple now looks to “confirmation-style” subject lines (like receipts, appointments, shipping notices) to signal importance and surface emails in a priority view on lock screens.

Think terms like "Access Approved," "Download Ready," "Confirmation," or "Action Required" at the start of your subject line. Apple's algorithm interprets these as time-sensitive and prioritizes them accordingly.

"Confirmation type terms in the subject lines are increasing the priority placement by 50%," Schwedelson added.

AI HAS HOMOGENIZED OUR MARKETING (AND PEOPLE NOTICE)

Everyone’s using AI to write email subject lines and that’s the problem. “We see it and we think it was done by AI, and we engage with it less,” Schwedelson shared. Words like “unlock,” “discover,” and “optimize,” are now red flags to your audience.

And don’t get him started on the em dash tell.

"If you include an em dash in the first line of your social media post... it'll actually lower engagement by 17% because we’re instantly like, oh, AI garbage." — Jay Schwedelson

To take it a step further, Schwedelson asked ChatGPT how often it uses an em dash when suggesting copy and it admitted to using em dashes in 40-60% of the social media posts it creates, while humans only use them 10% of the time.

SUBJECT LINE TACTICS THAT WORK RIGHT NOW

1. Reverse Psychology Wins

“Subject lines that actually downplay urgency... are triggering a higher performance.” Lines like:

  • “This might not apply to you.”
  • “Nothing important here…”
  • “Keep scrolling…”

Actually stop the scroll. And they work. Schwedelson’s team tested this and found that subject lines that downplayed urgency or importance actually boosted open rates by over 20%.

2. White Space Creates Pause

"If you have a three word or less subject line and no pre-header, you'll increase your open rates up to 25%."

The short subject line with blank preview text creates a visual pause in the inbox that's impossible to ignore.

3. The Magic of "Way To"

Adding "way to" increases opens 17-19%. “It triggers something and it works incredibly well,” Schwedelson noted.

Try: "Best way to," "Proven way to," "Smart way to," "Fastest way to," in your next subject line tests.

4. Personalization Without Data

“This idea of ‘made for you’. It's the best type of personalization 'cause you don't need any data at all. You just need to frame it that way.”

Try subject lines like:

  • “This session was made for your team”
  • “Tailored for companies at your stage”
  • “Exactly the insights you’ve been hunting”

These performed 15% better on average, without requiring any CRM merge tags or segmentation.

5. Emojis Still Work, Especially the Sad Ones

“Negative emojis outperform positive ones. They stand out a little bit more.” Why? Because everyone’s using 🎉 and 🚀. But very few marketers are using 💔, 😢, or ⚠️. And those emotional cues break the monotony of the inbox.

Try pairing subject lines with:

  • 💔 “You’re not protecting your data”
  • 😢 “You’re losing leads every day”
  • ⚠️ “2 prices go up tonight!”

Emojis like these lifted open rates by 17% on average, Schwedelson said.

YOU’RE PROBABLY LOSING CLICKS AT THE BUTTON

Subject lines aren’t the only conversion killer. CTA buttons matter more than most teams realize.

“All you need to do with your call to action buttons... Write it in first person.” — Jay Schwedelson

Instead of default phrases like:

  • “Submit”
  • “Register Here”
  • “Download Now”

Use first-person language:

  • “I want in”
  • “Send me the guide”
  • “Yes, I’m in”
First-person CTAs lifted click-throughs by 20%+ in Schwedelson's tests.
WHATEVER YOU DON’T LIKE, TEST IT FIRST

Schwedelson’s parting wisdom? Let go of your own biases.

“Whatever you don't like is probably what you should be testing first, because you're resistant to doing it.” — Jay Schwedelson

Whether it’s emojis, reverse psychology, or a blank preheader, don’t assume. Test it. Track it. Then decide. The inbox is changing fast, and marketers who stay curious and data-driven are the ones who’ll win in 2026.

Watch his full session below and download his slides here.