

Streamlined Solopreneur: Helping simplify your tech stack and escape hustle
Joe Casabona — Business Systems Architect
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.
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
Mentioned books

Apr 21, 2023 • 5min
Ivory Makes Mastodon Useable
When I left Twitter, it wasn’t on a whim. I had been considering it for a long time…like middle of the pandemic long. As people jumped ship from Twitter, Mastodon seemed to be the clear front-runner for replacing Twitter.I’m hesitant at best, but Tapbots (from the makers of the incomparable Tweetbot), have put out a Mastodon client called Ivory, and I’ve decided to give it t try for a bit.LinksTrying out IvoryFollow me on Mastodon, I guess
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Apr 20, 2023 • 54min
Understanding A.I.'s Role in Online Course Creation (Presented by Sensei)
If you create online courses, you won’t want to miss this very special discussion! I’ll be joined by Ronnie Burt, Business Lead at Automattic, who’s overseen development of the Sensei LMS plugin. We’re going to cover: - Managing emails for your online courses- A.I.’s role in assisting with online course creation.- Sensei’s upcoming A.I. Quiz Generator- A.I.'s impact on society This is a audio version from a live stream we did on April 17th, 2023. This live stream is presented by Sensei. Learn more here: https://howibuilt.it/sensei
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Apr 17, 2023 • 19min
How to Figure Out What to Automate
It’s another Automated Solopreneur episode! Today I’m telling you 4 types of tasks you can automate – as well as questions you can ask yourself to determine what you can automate based on what you do on a daily basis. Those 4 types of tasks? Common, easily repeatable tasksInfrequent tasks that have a high level of effort to do.Tasks that require specific timingTasks that you cannot forget to do.In How I Built It Pro, I talk about when you might be automating too much, plus my plans for making the membership more automation-centric. Show NotesHow to Determine What to AutomateThe Automated Solopreneur
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Apr 14, 2023 • 6min
How to Add a Google Doc in a Specific Folder with Your Stream Deck
One of my favorite things to do is easily automate input and idea capture from my Stream Deck. I've got two, plus a Stream Deck Pedal, so I try to make the most of them!I've greatly improved my process for creating social media content in a centralized place with a Stream Deck automation I'm going to tell you about today. Show NotesHow to add a Google Doc via Your Stream DeckStream Deck | Stream Deck+
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Apr 10, 2023 • 47min
Not Blowing Up on YouTube? BE PATIENT! with Hayley Akins
Lots of people look at the overnight success of creators, and wonder why it’s not happening for them. But the truth is…it wasn’t overnight. There’s a lot of trial and error, learning, and adjusting until you get it right. And that’s what Haley Akins is here to talk about today. She’s had quite a journey as a motion designer, surviving the death of Flash to emerge as a course creator and educator showing a new generation of motion designers how to be successful. And she does it with a little help from YouTube.Top TakeawaysPlay with gateway videos. Look for popular topics on YouTube, and make a video about them to get people subscribed. They give them lots of value.Looks like VidIQ and TubeBuddy can be super helpful. Be sure to look at the analytics and see what’s working for you and what isn’t YouTube loves consistency and predictability.It takes time to become successful on YouTube. Be patient, and keep going.Show NotesHayley AkinsHayley on TwitterHayley on InstagramHayley on LinkedinPodcast LiftoffJack ThomasThe YouTube FormulaWhat Would You Do with an Extra 10 Hours Per Month?Making the Most of Your Stream Deck with Cat MulvihillSponsored by: Groundhogg | Learndash
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Apr 7, 2023 • 6min
The hyperpaper eInk Planner
I’m a pen and paper guy for sure, but the Kindle Scribe is a perfect companion for me. And as a result, I’ve been using the freeform notebooks more like a planner. I still use (and love) my William Hannah notebook, but my friend Brian sent me an interesting link the other day: hyperpaper.me. It's a customizable PDF planner for eInk devices, and I love it.Read the review here Brought to you by TextExpander
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Apr 3, 2023 • 44min
How to NOT Burn Out While Using Social Media with Alex Marshall
Alex Marshall started coaching in February 2020…I think I just heard the collective groan. Alex did too, which is why she turned to social media — specifically Instagram — as a way to gain followers and leads. And while most of her leads still come through social media, in the intervening 3 years since she started coaching, she want on a journey that nearly lead to burnout and leaving social altogether. Today she’s back in a way that works best for her, and we discuss how you, dear creator, can have a healthy relationship with social media too. Plus in the Pro show, we discuss ChatGPT. It was newly hot when we recorded. It was fun listening back given where it is today.Top TakeawaysIt’s easy to put too much pressure on yourself when you feel you need to post every single day, or that your whole life is content. But you need to do what’s best for you.It can also feel like you need to be everywhere. Alex recommends picking one platform that does well for you and stick with it for a while. For her it’s Instagram. For me it’s LinkedIn.Don’t be in an all or nothing mindset. It’s OK to miss a day, or a couple. It’s OK to only post in one place. And it’s OK to not share everything you do.Show NotesAlex MarshallAlex Marshall on InstagramJoe on LinkedInKhe HySponsored by: Groundhogg | TextExpander | LearnDash
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Mar 31, 2023 • 4min
Trying Out Due for Important Reminders
I’m experimenting with the Due app for iOS. What makes it interesting is the persistent reminders — which will repeat until you mark the task complete.Check out the blog post here.
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Mar 27, 2023 • 1h 13min
Legally Protecting your online business with Sam Vanderwielen
Look I’ll cut to the quick: YES. As a creator, you still need a lawyer. Actually, the rise of the creator economy reminds me a lot of the rise of online freelancers. The internet has made making money so easy, most people don’t do their due diligence. That’s why I called my friend Sam. See, she became a young, successful lawyer, before throwing it all away to start…a food blog. That flopped.But she learned from that experience. And today, she helps online educators, coaches, and creators through her legal knowledge and experience. And in today’s episode, we’re putting that to the test.Top Takeaways:In starting her legal business, Sam did 3 important things: talk to her customers, write 10 hyper-SEO’d blog posts, and got people on her mailing list (where she always has soft promos)When it comes to digital products, you still need a contract in the form of Terms and Conditions. Make sure you have the user opt-in at checkout before they make the purchase!Submit your big important content to the US Copyright Office. It’s easier than you think and provides you extra legal protection in the case of piracy.Show Notes:Sam VanderwielenSam on FacebookSam on InstagramSam on YouTubeThe Ultimate BundleJoin the How I Built It Pro
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6 snips
Mar 24, 2023 • 6min
Controversial Opinion: Airtable is Better Than Notion
Every so often I consider switching to Notion...that is until earlier this year when I decided I was going to double down on Airtable. See, Notion scares and confuses me. It doesn't work the way my brain works, and I'm already a huge fan of Airtable. It's the very basis for my podcast planners.But up until now, I haven't really been using Airtable to its fullest potential, probably because I've had my eye on Notion. So here is a controversial opinion: Airtable is better than Notion.This clip is brought to you by TextExpander
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