Do This, NOT That: Marketing Tips with Jay Schwedelson

SPECIAL SERIES ==> Subject Line TESTS You Haven’t Tried! <== | BATHROOM Break #96 COLLAB: The Marketing Millennials + Do This, Not That

11 min
Feb 23, 2026about 2 months ago
Listen to Episode
Summary

Jay Schwedelson and Daniel Murray from The Marketing Millennials discuss unconventional subject line testing strategies that defy conventional email marketing wisdom. They explore tactics like all-caps formatting, pattern interruption, reverse psychology, and accidental internal reveals to boost email open rates.

Insights
  • All-caps subject lines now outperform traditional title case by 3-4% despite outdated spam folder concerns, challenging conventional email best practices
  • Pattern interruption techniques (using ellipses, question marks, and unexpected phrases) create millisecond pauses in inbox scrolling that significantly improve open rates
  • Reverse psychology embedded in subject lines works subconsciously—telling advanced marketers 'not for advanced marketers' triggers curiosity-driven opens
  • Consistent emoji usage in newsletters creates brand recognition and inbox visibility, functioning as a visual identifier across campaigns
  • Subject lines should tease content rather than reveal it; giving away the full message eliminates the curiosity gap needed to drive opens
Trends
Testing counter-intuitive email formatting (all caps, no caps) as AI-resistant differentiation strategiesPsychological manipulation tactics becoming mainstream in B2B email marketing subject linesEmoji standardization as a brand recognition tool in competitive inbox environmentsShift from descriptive to curiosity-driven subject line copywritingPattern interruption and visual hierarchy techniques migrating from social media to email marketingReverse psychology and insider language creating perceived exclusivity in mass email campaignsNumeric specificity and year-based references (2026) extending campaign relevance windowsAccidental reveal framing as a trust-building mechanism in promotional emails
Companies
subjectline.com
Jay Schwedelson's email subject line testing platform and resource mentioned as his primary business
People
Jay Schwedelson
Host of Do This, Not That podcast and founder of subjectline.com; email marketing subject line expert
Daniel Murray
Co-host from The Marketing Millennials podcast; discusses subject line testing tactics and email marketing strategies
Kiefer Sutherland
Actor mentioned in casual TV discussion regarding the show '24' and its hourly real-time format
Quotes
"If you don't get your emails opened, who cares what's in your email, whether you're a business market or consumer market or nonprofit."
Jay Schwedelson
"What is the type of subject line that AI would never tell you to do? And no capitalization, all capitalization are great examples of that."
Jay Schwedelson
"If you can get some sort of pattern interruption moment with your subject line, it really does help to get that millisecond pause."
Jay Schwedelson
"I truly believe that if you have an emoji in every email, people recognize who you are."
Daniel Murray
"So many people give away what their email is about. Why am I going to open this? You're wasting my time with that subject line."
Jay Schwedelson
Full Transcript
Welcome to a new special series called The Bathroom Break. That extra 10 minutes, you either have to listen to marketing tips or use the bathroom or both. But I don't recommend both, but that's your choice. This collab is going to be super fun. We have Daniel Murray from the Marketing Millennials and me, Jay Schwetelson, from the Do This Not That podcast and subjectline.com. So each episode in the series, we are going to go over quick tips about different marketing topics. And if you want to be in the bathroom, fine. Just don't tell us about it. Thanks for checking it out. We are back for the bathroom break. This is Jay Schwedelson from Do This, Not That. I'm here with the ultimate marketing millennial, Daniel Murray. We're going to be talking about subject line tests you haven't tried. But before we do that, Daniel, speaking about stuff we haven't tried, you got a kid, a little baby. issue. Are you not like watching TV these days? And, and are you watching any like reality shows? Are you watching Landman? What is on Daniel's list of non-sports related TV right now? I think you just like reminded me Landman existed again. Um, but right now pretty much nothing. Uh, I watched, I w I did watch tennis like two days ago. Um, that's wrong. I said non-sports you bro. But Landman, I've watched Landman. I watched the pit. The pit is great. Pit. Here's the problem with the pit. Let me ask you about this. So the pit's the medical drama with Noah Wiley, whatever. And it's like one hour in real time. It's a medical show. It's very intense. So the problem is when I watch that show, it stresses me out. I cannot relax watching that show. Do you watch it and you're like, oh, yeah, this is nice? I don't watch it like this is nice or not. This is not nice. I just watch it because it's just, I think it's, It kind of reminds me of like 24 back in the day. Do you remember the show 24? Yeah. Yeah, that was a good show. Bring back the hourly, what's happening in a show. I think that's... Kiefer Sutherland. What happened to that dude? I think he's also, is he brothers with Charlie Sheen? I think he is. Do I have that wrong? I have no idea. I think I'm right. Who cares? Let's get into the topic of the day. The topic of the day is, you know, people say, oh, it doesn't matter if you get a lot of people opening up your emails all by the click. Well, I don't agree. If you don't get your emails opened, who cares what's in your email, whether you're a business market or consumer market or nonprofit. And there's always new subject line tests to try. And we're always trying the most random, weird stuff. So, Daniel, do you want to hit some of your favorite recent ones that you've been trying or you want me to start going down? I could start with one. One thing that I been trying that has worked really well is all capsing the subject line You doing that Yeah It working really well It kind of scary in the inbox but I been doing all caps and it actually beating the test of no like no it has by like three or 4% percentage points. So that's really good. But I still solely believe that if you have an emoji in every email, people recognize who you are. So if you're doing something like a newsletter and you have that and you show up in the inbox every single time and have a recognizable emoji, you will show up every single time. And that's so that's another thing that tests, see if it works for your brand. I also truly believe in capsing one word in. So like not only having like a flat title case thing, you capitalize one of the words like this one tip and capitalize one. Things like that I've been testing a lot. But I know you're the subject line guy. So let's listen. Well, first off, I think it's very important for everyone to hear about the capitalization because it used to be believed that if more than 50% of your subject line was all capital letters, that it would cause you to go to the junk folder or spam folder or whatever. And that really is not the case anymore. I'm not saying that every email you send out should have every letter should be capitalized. But if you haven't tested, like what Daniel said, all caps for every letter in your subject line, that's a test. Also the reverse, which is no capitalization, not a single word capped. Because what you really want to think about is what is the type of subject line that AI would never tell you to do? And no capitalization, all capitalization are great examples of that. I'll tell you one that we've been doing a lot that's been working really well, which is this idea of pattern interruption. Pattern interruption, meaning like you're talking your subject line, regardless of what audience you're marketing to, it would say something like, wait, dot, dot, dot, this worked? Question mark. Or, okay, dot, this surprised me. And it's this idea when they're doing that social scroll in their inbox, if you can get some sort of pattern interruption moment with your subject line, it really does help to, and that's what you're trying to do, get that millisecond pause. And it could radically change the number of people opening up your emails. Yeah, I did this when I've done things that like this changed the game, dot, dot, dot, and things like that. I also think, I mean, your tip that you've always talked about adding a number in the beginning works like a charm every single time. If you add like five tips to do this, five this to do this, it might be a little late, but I still think adding 2026 and some of your subject lines, if it's still going, it might have like a month or two more of that. That's another thing to start testing. Also I truly believe that we talk about this all the time in the pod but relevancy of doing something like either it a pop culture moment You do that with like pop culture moment or relevancy, putting marketers or marketing tip or brand marketers or brand playbook or something where it signifies that you are the audience is super valuable to add in your subject line. Yeah, I'll give you a few other ones that we've been testing that sounds so random. And you're like, really? I'm going to do that? Yeah, that's called marketing. And one of them is this idea of the accidental internal reveal. What do I mean by that? Where we'd say something like, let's say you have a consumer sale. It might say something like, we forgot to end this. And you're basically saying, oh my God, we were supposed to end that. We didn't end it. But you're letting the person in on it. Or the pricing team is going to hate this. where it's this insider view, which is not real, but it sounds sort of real. And this accidental reveal crushes it in subject lines. And another one that we like a lot is kind of reverse psychology with your target audience, meaning that let's say you are marketing people that think that they are advanced marketers, right? You literally have your subject line say, not for advanced marketers, right? and not for affluent investors. If things are already working, skip this. Ignore this if your conversions are strong. Basically, it's the reverse. Like, wait a minute, I'm an advanced marketer. I'm going to check this out. If you can use reverse psychology with the target embedded into it, it's all in the subconscious, but that person gets slightly annoyed. They don't even realize it and they're opening it up to check it out. Anything with the psychology driven things are going to work with. And I also like always think about not giving away what my email is about in the subject line. I think so many people give away what their email is about ahead. Like, I hate saying like, oh, check out this marketing case study about this. And it's, I don't want to open that. Give them a little peep of something that might be in the email, that is in the email that has a cool stat or cool something that at least has that curiosity edge to get them to open. So many people, I see subject lines all the time where I know what your email is about. Why am I going to open this? You're wasting my time with that subject line. If you want me to open it, give me something that I'm curious about or reverse psychology or play the game with numbers or specificity. I think too many people give away. They also give it away in the pre-head or two, you can't give away what your email's about. You want them to, you can give a taste of what it is, but not the full serving in the subject line Yeah and that also why I think half subject lines do well Like literally cut it off in the middle of the thought and go dot dot dot They absolutely crush it because people just want to know what going to be on what going to be in there Speaking about what's going to be on, let's get back to important TV shows. How do you feel about like reboots of shows? Like you probably don't care because you probably didn't watch the original one, but Scrubs, the medical show is coming back. Like this coming week is coming back whatever how do you or gilmore girls made a redo like a will bomb look at you you have an instant negative reaction to the reboot on gilmore girls are you anti-reboots i'm anti-reboots of a show that like i think i'm so scared about the harry potter reboot of a tv show i'm super scared that this is going to go over so badly uh reboots of shows they sometimes could work but remember like heroes did a reboot and it was horrible heroes was so good and they just stopped i'm trying to think of a show that actually had a pretty good reboot that what show could you think about that actually had a pretty good reboot that came back pretty strong i can't think of it uh i think the karate kid that wasn't it was more of a reboot it was really a pull from the the movie into a tv show that was that was pretty good i I will say the most recent one, The Office, the TV show The Office had a reboot sort of called The Paper. The Paper is terrible. It's an unwatchable show. So for the most part, it's hard to go back again. People are so nostalgic to the first thing that they watch that when you do a reboot, you have to make it so great. Otherwise, we should do a reboot of this podcast. What should we talk about the reboot of the what's after the bathroom? What happens after the bathroom? after the bathroom break is uh i just threw up amazing well once again we've done it all on the show leave daniel review he misses getting great reviews from everybody on whatever platform you listen on give the market millennials a review and uh keep it real daniel come on man i gotta get back to work get out of there all right while he's still in there This is Jay. Check out my podcast, Do This Not That for marketers. Each week we share really quick tips on stuff that can improve your marketing and hope you give it a try. Oh, here's Daniel. He's finally out. Back from my bathroom break. This is Daniel. Go follow the Mark and Millie podcast, but also tune into this series. It's once a week, the bathroom break. We talk about marking tips that we just spew out and it could be anything from email, subject line to any marketing tips in the world. We'll talk about it. Just give us a shout on LinkedIn and tell us what you want to hear. Peace out. Later.