Best Dylan Redekop Podcasts (2025)

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Accidental Entrepreneur: Building a Business That Fits Your Life with Dylan Redekop 46:08

Play Pause

7d ago46:08

46:08

Ever stumble into entrepreneurship by accident? Dylan Redekop did — and he’s built a business that lets him spend time with his family, stay fit, and still grow his newsletter. We get into freelancing vs. solopreneurship vs. contracting, why balance matters more than hustle, and the little systems that keep ideas from slipping through the cracks (w…

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$9M with 50k subscribers: Sam Vander Wielen's 7-figure newsletter funnel. 1:01:17

5d ago1:01:17

1:01:17

Get 30+ video lessons and ideas for optimizing your newsletter: https://growthinreverse.com/vault -------------------------- “All roads point to the email list." — Sam Vander Wielen, Sam's Sidebar In this episode, we interview Sam Vander Wielen—a lawyer-turned-creator who has sold over $9M in legal templates with a 50k-subscriber newsletter. Sam sh…

1
Recapping CEX 2025: Un-hyping AI, Community Moats, and the Future of Newsletters 44:08

12d ago44:08

44:08

The Growth Vault is LIVE: Chenell's brand-new product —The Growth Vault— is here. Filled with newsletter templates, growth strategies, and real examples you can implement at your own pace. -------------------------------------- “If content is king, AI is storming the castle." — Darren Vesterfelt, Mighty Networks Chenell was just in Cleveland for th…

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GAPS Framework: How to Build Space in Your Business 11:58

14d ago11:58

11:58

Ever feel like your business eats up every free moment? The truth is, you don’t need Taylor Swift-level fame or Hormozi-style hype to succeed. What you actually need is space—room to create, promote, and step away without guilt. That’s why I use the GAPS framework: Gear, Automations, Playbooks, and Support. It’s the system that helped me reclaim 10…

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Don't Let AI Kill Personal Touch [Audio Note] 6:44

16d ago6:44

6:44

I've had a few conversations with parents lately about how it feels like our kids are being pushed through, "the machine." When we get that personal touch, it's notable — even unexpected. I fear AI is killing personal touch in the name of reach. If you want to stand out, keeping the personal touch is quickly becoming the easiest way. Have thoughts?…

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His private newsletter with 1.5k subs earns $1M ARR 1:00:22

19d ago1:00:22

1:00:22

Join our September Social Growth Challenge: https://growthinreverse.com/social -------------------------- “You have to be first—or you have to be best. That's how you win at paid content." — Nathan May, The Feed Media In this episode, we interview Nathan May, founder of The Feed Media. Nathan shares how he turned a small, private newsletter into a …

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Full-Time Job, Side Hustles, and Fatherhood: Can You Actually Do It All? with Matt Medeiros 31:56

21d ago31:56

31:56

What happens when you’re a dad of 3, working a full-time job, and still running not one but two side hustles? That’s the question I put to my friend Matt Medeiros — fellow podcaster, WordPress veteran, and all-around content machine. We talk honestly about what it takes to juggle parenting, work, and multiple projects without burning out (or comple…

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Is Gemini the Best AI Chat Thing? [Audio Note] 5:40

21d ago5:40

5:40

I’ve been testing Gemini, ChatGPT, and Claude to see which one actually helps me. Claude felt forgetful, so I dropped it. ChatGPT is still great at structured stuff, like rewriting transcripts. But for things I didn’t know how to start—like turning an outline into a flowchart or converting a school calendar into an ICS file—Gemini nailed it. My tak…

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How Chenell Got 11k Subs in 6 Months 39:10

26d ago39:10

39:10

>> Join the 30-Days of Growth Social Challenge: https://growthinreverse.com/social -------------------------------------- “The first 6 months taught me that consistency beats everything — even if you’re not perfect." In this episode of the Growth In Reverse podcast, Dylan and Chenell rewind the clock to when Chenell was just starting her newsletter…

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How to Prevent Overwhelm in Your Business with the D.A.D. Framework 20:42

28d ago20:42

20:42

Sometimes running a business can feel a bit like the curse of Sisyphus — pushing a boulder up a hill, only to have it roll back down again. Futile labor…because we dared to find life’s loopholes. But the difference between us and Sisyphus is we’re not cured. And our problems are totally fixable. Today, I’m going to tell you about my D.A.D. Framewor…

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Stop Personifying AI [Audio Note] 3:10

1M ago3:10

3:10

I'm calling out something that's been bothering me since ChatGPT-5 launched - people are getting upset about AI "changing its voice" and referring to these tools as teammates. This kind of personification is dangerous because it gives AI agency it doesn't actually have. Just like you wouldn't call a hammer your teammate, we need to remember AI is s…

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5 Newsletter Growth Lessons From 2.5 Years of Publishing 41:59

1M ago41:59

41:59

“If you spend 80% of your time making incredibly good content, you probably only have to spend 20% marketing it." In this special episode, we’re bringing you Chenell’s conversation with Darrell Vesterfelt, VP of Growth at Mighty Networks, for a recent Creator Summit. In the chat, Chenell talks about why she started a newsletter — and why she chose …

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My Complete Business Setup: All the Gear, Apps, and Tools I Use 27:02

1M ago27:02

27:02

Ready for the ultimate tech setup tour? After getting tons of questions about my gear and tools, I'm pulling back the curtain on EVERYTHING I use to run my business - from my $3000+ recording setup to the analog tools that keep me organized. In this comprehensive walkthrough, I cover my entire recording studio (Sure SM7B, RoadCaster Pro 2, Sony A64…

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How CJ Gustafson Grew Mostly Metrics to 60k+ Subscribers & Multi‑Six‑Figures in Revenue 53:43

1M ago53:43

53:43

The Growth Vault is LIVE: https://growthinreverse.com/vault ---------------------------------------------------------------- “During my last year as a CFO, I made more money from my newsletter and podcast than my full-time job." — CJ Gustafson, Mostly Metrics We sit down with CJ Gustafson, former tech CFO and now full-time creator of two newsletter…

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Can Your Business Survive Going ‘AI Vegan’ with Joe McKay 44:41

1M ago44:41

44:41

I have a confession to make: I use my GPS every time I drive. It’s not that I don’t know where I’m going. It’s that I’ve told myself, “the GPS knows more than me – it has traffic data!” Nick Bennett pointed out on LinkedIn that there was a time before GPS, when people knew how to read a map…or just get around. And that was a present in today’s gues…

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What do I even do? [Audio Note] 4:22

1M ago4:22

4:22

I spent the week at the beach thinking about my signature framework, but honestly, I’m struggling to define what I really want to do and how I want to help people. Despite all the different ways I currently serve clients - from podcast coaching to building automations - I’m frustrated that I don’t have a clear answer about my core purpose. I’m aski…

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Turning a Niche Newsletter of 30k Subs Into a Full-Time Business 1:01:21

2M ago1:01:21

1:01:21

The Growth Vault is LIVE: https://growthinreverse.com/vault ---------------------------------------------------------------- “You don’t need to create for everyone. You need to create for the people who value you most — and they’ll carry your newsletter further than you think." — Matt Johansen, Vulnu.com We sat down with Matt Johansen, creator of t…

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The 3-Minute Brain Dump That Transformed My Work-Life Balance 25:26

2M ago25:26

25:26

I used to lie awake at night thinking about tomorrow's tasks and couldn't be present with my family because my mind was stuck on work problems. Sound familiar? The game-changer wasn't better time management—it was creating clear boundaries between work mode and family mode. After years of working until the last possible second and then feeling ment…

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How to Turn 1 Subscriber into 10: Get More Referrals With These Tactics 36:28

2M ago36:28

36:28

The Growth Vault is LIVE: https://growthinreverse.com/vault ---------------------------------------------------------------- “This is the underrated growth strategy every newsletter should be using.” What if every subscriber could turn into 10 more? In this episode of the Growth In Reverse podcast, Dylan and Chenell unpack one of the most underrate…

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I’ve updated my /now page 7:51

2M ago7:51

7:51

I just updated my /now page for the first time in a while, and it’s become much more comprehensive than before. I walk through all the new sections I’ve added - from current projects and media consumption to streaming services and personal details. There’s also a fun revelation about my five-CD changer playlist that’s surprisingly close to what I a…

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The Hidden Cost of Switching Tools (It's Not What You Think) 25:00

2M ago25:00

25:00

My dad's furious "never again" phone call to some faceless company stuck with me for decades. Fast forward to last weekend: I'm rage-quitting Dropbox after a seemingly small slight. Sound familiar? If you're a chronic tool switcher like me, you know that moment when you've had enough. But here's what nobody talks about—switching tools isn't just ab…

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His Paid Newsletter Launch Drove $50k+ (and 500+ paid subs) 48:38

2M ago48:38

48:38

“I waited to launch my paid newsletter until I had a solid strategy and felt like I’d earned it.” — Tom Orbach, Marketing Ideas Tom Orbach of MarketingIdeas.com — which recently crossed 44,000 free subscribers and over 500 paid subscribers in just the first few days after launching his paid tier — joins Chenell & Dylan to share the exact playbook h…

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Am I messing up not having a community? [Audio Note] 5:03

2M ago5:03

5:03

I’m wrestling with a realization from Justin Moore’s 10K Brand Challenge - I don’t have a place for my audience to hang out and connect. I’m exploring options like Slack, Discord, and Circle, but feeling stuck on which platform makes sense for parent solopreneurs and my “chaos to clarity” framework development. This is a raw, unresolved brainstorm …

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Stop Explaining What You Do and Start Showing It with Charlotte Crowther 45:46

2M ago45:46

45:46

Picture this: you're on a discovery call, your kids are making noise upstairs, and you're trying to explain what you do while mentally juggling dinner plans. Sound familiar? You're not alone—and there's a solution that goes way beyond just "trust me, I'm good." I sat down with Charlotte Crowther, the mastermind behind some of the most recognizable …

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Why I’m Making My Podcast the Linchpin of Everything [Audio Note] 9:17

2M ago9:17

9:17

I’m done letting AI dictate my content strategy and worrying about episode number parity while my downloads tank. After months of overthinking tactics, I’m simplifying everything by making my podcast the center of my content universe. Here’s how I’m cutting through the decision fatigue and getting back to what actually works: showing up generously …

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Newsletter Coaching Session: Scaling Deep Dives Into a Newsletter Growth Engine 42:30

2M ago42:30

42:30

“$250k is when growth changes. It’s when you need systems. You usually can’t do it solo.” — Matt Gira, The Quarter Matt Gira joins Chenell & Dylan — in person — to share how he went from building underwater drones to launching The Quarter: a newsletter that deep dives into how founders grow bootstrapped businesses to $250K. This is an interview, bu…

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How to Keep Up With AI Without Losing Your Mind with Charlie Guo 53:08

2M ago53:08

53:08

Remember when ChatGPT first came out and it felt revolutionary? Well, that was just the beginning. Things are moving so fast in the AI world that by the time you figure out one tool, three new ones have launched. That's exactly why I brought Charlie Guo on the show—he's an AI engineer who actually understands this stuff and can explain it without m…

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Am I Outsourcing My Brain to AI? [Audio Note] 7:12

2M ago7:12

7:12

I’m wrestling with whether I’m becoming too dependent on AI for critical thinking, especially after it helped me create an entire quiz for my business. While I don’t use it for actual writing, I’ve noticed I’m defaulting to AI for brainstorming, research, and problem-solving more quickly than I used to. I’m exploring the line between helpful automa…

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Your Newsletter Is Too Easy to Join — Here’s Why That’s a Problem 31:34

2M ago31:34

31:34

“I love unsubscribes. Don’t be here if you don’t want to be here.” It is insanely easy to subscribe to a newsletter—and even MULTIPLE newsletters all at once. But is that a good thing? Should newsletter creators be more choosy when determining who signs up? We're diving into one of the most overlooked and under-discussed aspects of newsletter growt…

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When AI Writes Your Code: Success, Horror Stories, and What's Next with Susan Boles 20:42

3M ago20:42

20:42

Remember when coding meant years of computer science classes and debugging late into the night? Well, things have changed. I recently sat down with Susan Bowles, founder and fellow solopreneur, to dive into the world of "vibe coding" — essentially describing what you want to AI and having it write all the code for you. While I had a nearly flawless…

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9 Big Takeaways For Creators From Craft + Commerce 2025 46:40

3M ago46:40

46:40

“The real value wasn’t in the keynotes—it was the dinners, the hikes, the casual connections.” – Dylan Redekop, first-time C+C attendee Dylan and Chenell reflect on their time at Kit's Craft + Commerce email newsletter conference for creators in Boise. But this episode isn’t just a recap — it’s a deep dive into what made the conference unforgettabl…

Dylan Redekop Podcasts

51
Newsletter & Email Growth: Growth In Reverse

Chenell Basilio and Dylan Redekop

1
Send & Grow by SparkLoop

SparkLoop

1
Streamlined Solopreneur: Build a Business That's Not Overwhelming

Joe Casabona — Business Systems Architect

1
Accidental Entrepreneur: Building a Business That Fits Your Life with Dylan Redekop 46:08

1
$9M with 50k subscribers: Sam Vander Wielen's 7-figure newsletter funnel. 1:01:17

1
Recapping CEX 2025: Un-hyping AI, Community Moats, and the Future of Newsletters 44:08

1
GAPS Framework: How to Build Space in Your Business 11:58

1
Don't Let AI Kill Personal Touch [Audio Note] 6:44

1
His private newsletter with 1.5k subs earns $1M ARR 1:00:22

1
Full-Time Job, Side Hustles, and Fatherhood: Can You Actually Do It All? with Matt Medeiros 31:56

1
Is Gemini the Best AI Chat Thing? [Audio Note] 5:40

1
How Chenell Got 11k Subs in 6 Months 39:10

1
How to Prevent Overwhelm in Your Business with the D.A.D. Framework 20:42

1
Stop Personifying AI [Audio Note] 3:10

1
5 Newsletter Growth Lessons From 2.5 Years of Publishing 41:59

1
My Complete Business Setup: All the Gear, Apps, and Tools I Use 27:02

1
How CJ Gustafson Grew Mostly Metrics to 60k+ Subscribers & Multi‑Six‑Figures in Revenue 53:43

1
Can Your Business Survive Going ‘AI Vegan’ with Joe McKay 44:41

1
What do I even do? [Audio Note] 4:22

1
Turning a Niche Newsletter of 30k Subs Into a Full-Time Business 1:01:21

1
The 3-Minute Brain Dump That Transformed My Work-Life Balance 25:26

1
How to Turn 1 Subscriber into 10: Get More Referrals With These Tactics 36:28

1
I’ve updated my /now page 7:51

1
The Hidden Cost of Switching Tools (It's Not What You Think) 25:00

1
His Paid Newsletter Launch Drove $50k+ (and 500+ paid subs) 48:38

1
Am I messing up not having a community? [Audio Note] 5:03

1
Stop Explaining What You Do and Start Showing It with Charlotte Crowther 45:46

1
Why I’m Making My Podcast the Linchpin of Everything [Audio Note] 9:17

1
Newsletter Coaching Session: Scaling Deep Dives Into a Newsletter Growth Engine 42:30

1
How to Keep Up With AI Without Losing Your Mind with Charlie Guo 53:08

1
Am I Outsourcing My Brain to AI? [Audio Note] 7:12

1
Your Newsletter Is Too Easy to Join — Here’s Why That’s a Problem 31:34

1
When AI Writes Your Code: Success, Horror Stories, and What's Next with Susan Boles 20:42

1
9 Big Takeaways For Creators From Craft + Commerce 2025 46:40