Streamlined Solopreneur: Helping solopreneur parents stop checking email at the playground

Streamlined Solopreneur: Helping solopreneur parents stop checking email at the playground

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.

Episodes

August 4, 2025 44 mins

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...

Mark as Played

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...

Mark as Played

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...

Mark as Played
July 22, 2025 7 mins

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.

Check out my /now page here


This description ...

Mark as Played

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...

Mark as Played

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...

Mark as Played


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...

Mark as Played

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.

Article: How I Let AI Ruin My Podcast Content Strategy

Send f...

Mark as Played

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...

Mark as Played

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...

Mark as Played

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...

Mark as Played

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...

Mark as Played

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...

Mark as Played

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...

Mark as Played
June 9, 2025 18 mins

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...

Mark as Played
June 2, 2025 17 mins

Last year, my wife and I made the somewhat terrifying decision to skip summer camp for our kids to save $9,000-$10,000 and spend more intentional time together. It wasn't perfect—I gave myself a solid B—but we survived, and more importantly, we're doing it again this year.

The financial savings were huge, but the real motivation was recognizing we're in a limited window where our kids actually want to hang out with us. Sinc...

Mark as Played
May 28, 2025 18 mins

I'll be honest—I don't officially do web development anymore. But when a nonprofit asked for help, I thought I could knock out a simple WordPress portal in 25 hours using no-code tools like Zapier and Advanced Custom Fields. Boy, was I wrong.

What started as a straightforward project quickly turned into a nightmare of under-scoping and tool limitations I never saw coming. Zapier didn't work with WordPress custom post types ...

Mark as Played

When I first started using AI in my business, I was hesitant — it felt like a shortcut that might strip away my voice. But in this conversation with Corey Koehler, I learned that when you set it up the right way, AI can actually amplify your voice and make your work better — and faster.

Corey shares how he went from spending hours grinding through client work and side projects to building an AI-powered system that slashed h...

Mark as Played

My therapist recently asked if anyone had ever talked to me about ADHD. While I've never been formally diagnosed, that question sparked a journey into understanding how our brains work—especially when running a business. That's why I was thrilled to chat with Skye Waterson, an ADHD strategist who helps entrepreneurs build "brain-friendly" systems.

Skye discovered her own ADHD during her PhD studies and has since developed a...

Mark as Played
May 12, 2025 21 mins

One of my favorite things to do at Disney World growing up was get on attractions and press all the buttons. They really made it feel like you were accomplishing things. Maybe that’s why I like the Stream Deck so much.

I've been using Stream Decks for about five years now, starting with a 15-key model before expanding to a 32-key XL and adding two more devices to my setup. These programmable button panels have become an ess...

Mark as Played

Popular Podcasts

    The latest news in 4 minutes updated every hour, every day.

    Crime Junkie

    Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.

    The Clay Travis and Buck Sexton Show

    The Clay Travis and Buck Sexton Show. Clay Travis and Buck Sexton tackle the biggest stories in news, politics and current events with intelligence and humor. From the border crisis, to the madness of cancel culture and far-left missteps, Clay and Buck guide listeners through the latest headlines and hot topics with fun and entertaining conversations and opinions.

    Stuff You Should Know

    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 Bobby Bones Show

    Listen to 'The Bobby Bones Show' by downloading the daily full replay.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.