Streamlined Solopreneur: System-Driven Processes and Automations

Streamlined Solopreneur: System-Driven Processes and Automations

You didn’t become a business owner to spend your days wrangling apps that don’t work well together. When your tools aren’t in sync, every task takes longer—stealing time from your clients, your family, and yourself. But it doesn’t have to be that way. Each week, I’ll share real automations I’ve built, simple integrations, and smart workflows so your tech stack just works. I’m Joe Casabona, and I help small business owners 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

September 29, 2025 20 mins

It seems like every day there’s a new tool designed to help us be more productive. They promise to help us to more, faster, better, with fewer resources. And it’s easy to get shiny object syndrome. So how do you know when it’s time to switch, or when it’s a waste of time and energy?


Luckily, as a chronic tool switcher, I’ve thought a lot about this very problem. And I have a framework to help you decide.


We’ll go thr...

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I’m considering a membership again, but this one is different! I’m going to do a paid newsletter, powered by Memberful and Kit. 

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Running a business while raising kids feels impossible some days. Between checking emails at the playground and working after bedtime, it's easy to feel like you're failing at both. But what if there was a better way?

Amanda Goetz has cracked the code on building an authentic business without the hustle culture nonsense. As a single mom of three who's built multiple six-figure income streams, she's learned that success isn'...

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September 19, 2025 5 mins

It’s new iPhone Day! It was a big year for me as it was time to upgrade several of my devices. Here’s what I got, and why. 

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Ever go to do something – a task for your business, yard work, cooking – and suddenly realize you’re not sure where to start? 

It’s not that you don’t know what to do…you just need a little help organizing your thoughts. It would be a lot easier if everything is written down, step-by-step. That’s where SOPs come in. 

Most solopreneurs think SOPs are only for big companies with teams of 50+. But the truth? Even if you...

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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 (while still allowing us to be present parents). 

Looking for a way to find...

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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 10–12 hours a week, even during one of the busiest summers of my life. In this ...

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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? Send feedback to https://streamlinedfeedback.com

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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...

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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...

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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’...

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August 13, 2025 3 mins

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 ...

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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...

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August 2, 2025 4 mins

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...

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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...

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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


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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...

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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...

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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...

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