You didn’t start your business just to work through bedtime and answer emails at the playground. But if you're a solopreneur parent, that’s probably what it feels like. Imagine actually being present during family time. Picture taking real vacations without your laptop, making it to every school pickup, and having your business run smoothly while you focus on what matters most. I’m Joe Casabona, and I help solopreneur parents run their business in less time—without sacrificing quality or burning out. After hitting my own breaking point, I rebuilt everything around simple systems and automations that now save me 12+ hours a week. Each episode brings you real-world strategies, smarter workflows, and practical tools to help you reclaim your time and actually enjoy the freedom you set out to create. Because your business should support your life—not take it over.
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 completely losing your mind). From managing sponsorship revenue to choosing the rig...
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 takeaway? AI shines when I need guidance and structure. When I’m just being laz...
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. Framework: how to Document, Automate, and Delegate your way out of overwhelm. Then I’...
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 simply a tool that gives statistically likely responses.
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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 A6400), the software that powers my business (Kit, Notion, Todoist), my Spartan ...
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 guest’s mind when he made a big decision.
Joe McKay is a LinkedIn Ghostw...
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 asking for your input: if we had coffee together for an hour, what would you ask...
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 mentally scattered during family time, I finally did something about it. Now I ha...
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 actually had back in the day.
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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 about clicking "cancel subscription." That’s why today I want to talk about...
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 about community building and why I think it’s essential for my content strat...
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 frameworks in online business, to uncover how signature frameworks ca...
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 for my audience.
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 making your head spin.
We talked about what's actually happening behind th...
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 automation and potentially weakening my own thinking muscles.
What do you think? Se...
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 experience with ChatGPT writing 2,000 lines of WordPress code for an undersc...
I always say to use what you’ll actually use. For Famous Ashley Grant, that’s Google Workspace. And today, she’s telling us all about how she uses it to manage literally everything in her life – from client work to meal planning.
Ashley's story hit home for me. Before implementing her system, she was constantly working too many hours, missing deadlines, and snapping at loved ones over simple questions like "what's for dinne...
It’s an Automation AMA! From scheduling social media content to making kids' lunches (yes, really), fellow solopreneurs shared their biggest time-wasters. I ended up creating custom automation solutions for everything from podcast guest research to email management.
Special thanks to Kit for letting me record in their Studios! I highly recommend them for email and newsletters!
Get my free automations database at **https://st...
I'm recording from Kit Studios in Boise while attending conferences, which got me thinking about something crucial to my business success—my travel system. As someone who travels frequently for networking and conferences, I've developed a streamlined approach that keeps me organized and stress-free on the road.
My system revolves around two essential apps: Flighty for flight tracking (which often knows about delays before a...
I've been on a mission to use my phone way less this year, sparked by reading The Anxious Generation and that magical Disney World trip where I barely touched my phone. The solution? iPhone focus modes - my secret weapon for controlling the fire hose of information instead of letting it control me.
Think about it: you finally sit down to get some real work done, and your phone starts buzzing with calendar alerts, group chat...
Season Two Out Now! Law & Order: Criminal Justice System tells the real stories behind the landmark cases that have shaped how the most dangerous and influential criminals in America are prosecuted. In its second season, the series tackles the threat of terrorism in the United States. From the rise of extremist political groups in the 60s to domestic lone wolves in the modern day, we explore how organizations like the FBI and Joint Terrorism Take Force have evolved to fight back against a multitude of terrorist threats.
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com
Gregg Rosenthal and a rotating crew of elite NFL Media co-hosts, including Patrick Claybon, Colleen Wolfe, Steve Wyche, Nick Shook and Jourdan Rodrigue of The Athletic get you caught up daily on all the NFL news and analysis you need to be smarter and funnier than your friends.
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!