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Jay Schwedelson
Foreign welcome to do this not that the podcast for marketers. You'll walk away from each episode with actionable tips you can test immediately. You'll hear from the best minds in marketing who will share tactics, quick wins and pitfalls to avoid. We'll also dig into life, pop culture and the chaos that is our everyday. I'm Jay Schwedelson. Let's do this, not that. We are back for Ask Us Anything from the do this not that podcast presented by Marigold. This is our short episode where all week long we get in questions, we get in work questions, we get in ridiculous questions and we try to tackle one of each. And if you want to submit a question, well, you'd be extremely cool. All you do is go to jschwettleson.com there's a button that says podcast. Another one. This is Ask Us anything and we get in wild questions. So let's do the work question before the ridiculous question. We got a question from William from Cleveland, Ohio. Oh boy. Cleveland rocks. You know, that's where the Rock and Roll hall of Fame is. I always have issues. I have issues with everything. I have an issue with the Rock and Roll hall of Fame, not the ass William. Because the Rock and Roll hall of Fame lets in bands and singers that are not worthy. You know, not everybody is. Is Guns N Roses on the Beatles. I remember they let in the Zombies. Who are the Zombies? They had like two hits in the 60s. Nobody's a fan of the Zombies. I'm gonna get so much hate mail. I don't care. Or how about Percy Sledge? One song, When a Man Loves a Woman. You don't get in when you have one song Enough. Anyway, sorry, I get worked up. William, what is your question? Jay, we are, we are starting a win back campaign for contacts in our database who have not opened or clicked on email in over a year. It's more than half of our database. Any tips that we should consider? Well, the first tip that you should consider is that you. You've waited way too long. Everybody waits way too long on their win back program. Here's the stat that's going to make everybody cry out there. This is for your email database, okay? 70% of people, whether it's a business or a consumer database, 70% of people that have not opened and clicked on one of your emails after 60 days of non activity never will again. Meaning after 60 days pass and the person doesn't open, click on one of your emails. Over 70% of people of that population will never open and Click on one of your emails. Again, the only exception to that rule is if you sell stuff kind of around the holiday season and then people kind of wake back up. But beyond that, business and consumer, you need to have your win back programs going way more way sooner. You need to have a win back program starting at 30 days of not activity, 60 days, 90 days, 120 days. If you're waiting for a year, forget it. A year ago, was, was a million years ago. Nobody cares. So the way that we look at it is that at 30 days, what your win back campaign should be to people that have not opened or clicked on one of your emails should be intense value driven special drops to that population of business decision makers or consumers. So what I mean by that is sending them special emails that say things like three things you missed in the last two weeks, that's your subject line, that's your content, or in case you missed it, these two, these two things just dropped. You want it to be very intentional about the value that they have missed over those last 30 days, right? And then you could also layer in some fomo, you miss something big, dot, dot dot, you are being intentional about telling them in the last 30 days, you miss stuff because that 30 day period is where they are starting to get closer to the cliff of never coming back. Then you get to the 60 day marker. Then we like to layer in kind of the mistake that, oh, I think you're making a mistake, you've missed out on what we're doing. So you start to say things like this and like your subject lines, your body copy everything. You know, literally your subject line would say, you know, wait, are you still seeing this question mark? Or it might say, you used to love this. You have to be all over your contacts that are no longer paying attention to you if you are treating them like everybody else after they haven't engaged for 30 days. And then for 60 days you're failing. You're just absolutely failing. And then at 90 days you start to get really aggressive. And this is the time to use the tactic that works better than any other win back tactic that, that exists for business and consumer targets and that is confirmation status sends. So literally you'd put in the subject line things like this. You'd have the word confirmation written in all capital letters with a colon. It would say confirmation colon, VIP status, ending dot, dot, dot. Or on the business side you might say are you still in? And then you put the industry, are you still in the retail industry? Question mark. You are asking the person to basically confirm, not actually confirm, but just by opening up the email and clicking on the email and engaging that, they're confirming that they are still, you know, interested in that VIP status. They are still in that industry. And when they open up, you go, okay, great, you're still interested in the VIP status. Great. We have a special deal for you. Okay, great, you opened up the email. You're still in the retail industry. Great. Here's some stuff going on in the retail industry. Confirmation status emails kind of freak people out a little bit, but it's the number one driver to doing an aggressive win back that actually does really, really well. And then when you get to 120 days, you basically have lost the person. So now's when you got to go nuclear. Okay. And you have to do things that are completely different. You need to send your emails out at a completely different time of day. Okay. You might need to layer in a new from name. Not a different email address, but just changing the from name from maybe your brand to maybe a person's name, like Alyssa from brand. Okay, you need to do something. You need to jump up and down, you need to have more coffee because whatever you're doing is not working. So win back doesn't start at a year, it starts at 30 days. All right, before we get to the ridiculous question, I want you to know that this podcast is presented by Emma from Marigold. Now, I use this platform to send out my emails. I've been using this platform for years. I send out billions of emails, consumer and business emails. And I have an offer only for listeners of this podcast. Emma is an incredible sending platform that if you've never looked at it, it is great for loyalty programs, for getting your email in the inbox, for all of it. For the best type of segmentation, the exclusive offer for listeners here is 50% off your first three months of using it. This is wild. You got to check that out. 50% off. All you got to do to take advantage of the offer is go to J Schweddelson.com emma. E M M A. That's JSchweddelson.com emma. Check it out. 50% off. Wow. All right, let's get into the ridiculous question. We got a question in from Jackie from. Where are you from? Fernandina Beach, Florida. What is that? I live in Florida for 30 years. What is that? Fernandina Beach. I have no idea where that is. I'm probably more hate mail. I should probably go there, but I hope it's nice there. How do you Live in a state. Never heard of something. I'm an idiot. Whatever. All right, what's your question, Jackie? The ridiculous question, Jay. How can you not be watching the best show on tv? Paradise. Aha. Well, I am watching. I did watch Paradise. First of all, I'm gonna give you a rundown on what I'm watching right now. Not because anybody cares, but because I don't know why paradise if you haven't seen it. Okay, great question, Jackie. I'm glad you brought this up. This is on Hulu. The guy that stars in it, Sterling K. Brown, is awesome. If you've not tried that. This is kind of like dystopian type stuff, like the end of the world type stuff. This is a great, great show, and it's been renewed for season two. So if you haven't watched it, watch that I'm watching right now, which nobody else. I was watching it last night, my wife, and I was sitting on the couch with her. I turned to her, I go, I don't think anybody else in the entire country is watching this show but us. And she goes, I think you're right. We're watching Love Hotel on Peacock, which is so good. It's a reality dating show. It's with the some of the all star cast from the Real Housewives, and they're dating all these dudes. And it is a great reality dating show that's on Peacock. I've also started watching Four Seasons with what's her name? Oh, what's her name? Amy Poehler's friend. Oh, why do I forget her name? But. And. And Steve Carell from the office. What? Why am I a doofus? I can't remember anybody's name. And she was in Mean Girls. Why can't I remember her name? Who cares? Anyway, Four Seasons, it's okay. It's mildly depressing. I don't know if I recommend watching this show. I don't even know if I want to continue watching the show. I just finished episode two. It's fine. And then the other thing we've been watching more of lately, I don't know why, is House Hunters. I don't know why I'm watching House Hunters. House Hunters is the strangest show. Everybody's watched house hunters, like 400 seasons of it. But it's. It's the strangest thing because the couple never is on the same page, right? They're like, okay, we need a new house. And one person's gonna be like, well, I want, like, a sleek, you know, modern condo townhouse thing or whatever. And the other person's like, well, I want a log cabin in the forest with no electricity. And I'm like, how do these people wind up together? They're not on the same page. And the dude never wins. The wife or whatever always gets wins. And they look at three houses and then you try to guess which one they're going to pick. And they never pick the one that they should pick. They pick the worst option possible. So I don't even understand what really goes. I need to get behind the scenes on House Hunters because I've watched like 400 episodes. I would say my ability to pick which one they're going to pick is at like a 19%. I'm terrible at it anyway. What am I talking about? I have no. I have absolutely no idea. So thanks for being here. I appreciate it. If you leave this thing a review, you would be really cool human being. I would really appreciate it. It actually helps circulate the show and check out the next one later. You did it. You made it to the end. Nice. But the party's not over. Subscribe to make sure you get the latest episode each week for more actionable tips and a little chaos from today's top marketers. And hook us up with a five star review. If this wasn't the worst podcast of all time. Lastly, if you want access to the best virtual marketing events that are also 100% free, visit guruevents.com so you can hear from the world's top marketers like Daymond John, Martha Stewart, and me, guruvents. Com. Check it out.
Podcast Summary: Do This, NOT That: Marketing Tips with Jay Schwedelson l Presented By Marigold
Episode Title: Ask Us ANYTHING: Best WIN-BACK Strategy? 📺TV Show Update!
Release Date: May 7, 2025
Host: Jay Schwedelson
Presented By: Marigold
Podcast by: GURU Media Hub
In this special episode of "Do This, NOT That!", hosted by Jay Schwedelson, listeners are invited to engage in a dynamic Ask Us Anything session. Jay addresses both professional marketing queries and more lighthearted, personal questions, offering a blend of actionable strategies and relatable conversation. The episode is sponsored by Marigold, a leading relationship marketing platform.
Timestamp: 00:00 - 15:30
Question From: William from Cleveland, Ohio
William’s Challenge: William seeks advice on launching a win-back email campaign targeting contacts in his database who haven’t engaged (opened or clicked) with emails in over a year. His concern is that more than half of his database falls into this inactive category.
Jay’s Comprehensive Response:
Timeliness is Crucial:
Structured Win-Back Timeline:
30 Days:
60 Days:
90 Days:
120 Days:
Execution Tips:
Conclusion: Jay underscores that waiting a year to initiate win-back strategies is ineffective. Instead, marketers should implement a structured, timely approach starting at 30 days to maximize re-engagement rates.
Timestamp: 16:00 - 19:00
Jay takes a moment to acknowledge Marigold, the podcast sponsor. He shares his positive experience using Marigold’s platform for sending billions of consumer and business emails, praising its loyalty programs, inbox delivery rates, and superior segmentation capabilities.
Exclusive Offer:
Listeners receive 50% off the first three months by visiting JSchweddelson.com/emma.
Timestamp: 19:10 - 25:50
Question From: Jackie from Fernandina Beach, Florida
Jackie’s Query: Jackie poses a whimsical question about Jay not watching what she considers the "best show on TV," leading into a broader discussion about Jay’s current TV show obsessions.
Jay’s Entertaining Response:
Current Shows:
Paradise (Hulu):
Love Hotel (Peacock):
Four Seasons:
House Hunters:
Personal Anecdotes:
Engagement Encouragement:
Jay wraps up the episode by encouraging listeners to subscribe for more actionable marketing tips and to engage with the podcast through reviews. He also promotes GURU Media Hub’s free virtual marketing events, featuring top marketers like Daymond John and Martha Stewart.
Additional Resources:
Win-Back Strategies:
Effective Campaign Tactics:
Engagement Tips:
Entertainment Insights:
Notable Quotes:
This episode of "Do This, NOT That!" offers valuable insights into effective win-back email strategies while providing an entertaining glimpse into Jay Schwedelson’s personal interests. Whether you're seeking to revitalize your email marketing efforts or simply enjoy a candid conversation about TV shows, this episode delivers both depth and personality.