This week I talk about converting casabona.org from a 20-year-old WordPress site to a flat-file site in two days — and whether my mailing list needs the same “burn it all down” reset. Then Apple’s final Friday Night Baseball broadcast of the year, shot on the iPhone 18 Pro Max, and a recommendation for my Italian music playlist on Apple Music. Plus this week’s systems tip: Cue for Apple Music, the Stream Deck plugin I built with Claude Code to replace Elgato’s discontinued one.Links:3 Warning Signs You’ve Got AI Brain Rot (and How to Prevent It)Apple’s MLB Dodgers Live Broadcast Was Shot With iPhone 18 Pro Max (CNET)Apple Music: Italian PlaylistCue for Apple MusicWhat would you do with an extra 25 hours each month? This is what I help business owners figure out…and then I make it happen for them. If you have dreams of writing a book, volunteering at an organization that means a lot to you, or spending more time with your family and touching grass, I can help. Book a free strategy call at streamlined.fm/wrapDo you have something on your mind? Let me know at https://streamlinedfeedback.com. You can write in, or leave a voice note. I might even play it on the show.View the episode transcript
0:00 Should I Burn It All Down?3:25 Recommended Reading: Apple’s MLB Broadcast Shot on iPhone 18 Pro Max5:17 Something Fun: My Italian Music Playlist6:08 Cue: A Stream Deck Plugin for Apple Music————Streamlined Solopreneur helps overwhelmed solo business owners go from overwhelmed to having their time back.Each week, Joe Casabona shares one practical idea — a system, tool, or strategy to help you get your time back without selling your soul to AI…and run your business without sacrificing the rest of your life, or your health.Looking for a place to start? Take the Solo Systems Starter Quiz. 60 seconds, 8 questions, and I will tell you what system you should build first, and exactly how to build it. https://streamlined.fm/quiz Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/Disclosure: these show notes were generated from the transcript and written newsletter, using a very strict format for how it’s all put together.
(00:00) – Should I Burn It All Down?
(03:25) – Recommended Reading: Apple’s MLB Broadcast Shot on iPhone 18 Pro Max
(05:17) – Something Fun: My Italian Music Playlist
(06:08) – Cue: A Stream Deck Plugin for Apple Music

This week I’m doing a Pick Two for Voice Note apps (plus the one I’m not using, and a bonus transcription app)#1 is Whisper Memos, which I happily pay for because of one killer feature.#2 is Audio Pen, which gives me system-wide dictation: press a key, talk, and the text lands wherever my cursor is. That’s what I use for long prompts to a large language model.Wondering which system to start with? Take the quiz — a few questions, and it’ll point you to one of the four systems every solopreneur needs: https://streamlined.fm/quizShow NotesWhisper MemosAudio PenWispr FlowMacWhisperSend feedback on the show
(00:00) – It’s a Pick Two!
(01:37) – Pick 1: Whisper Memos
(04:22) – Pick 2: Audio Pen
(07:54) – Why I Don’t Use Wispr Flow
(09:31) – Using MacWhisper for Transcriptions
(10:58) – Wrapping Up

————Streamlined Solopreneur helps overwhelmed solo business owners go from overwhelmed to having their time back.Each week, Joe Casabona shares one practical idea — a system, tool, or strategy to help you get your time back without selling your soul to AI…and run your business without sacrificing the rest of your life, or your health.Looking for a place to start? Take the Solo Systems Starter Quiz. 60 seconds, 8 questions, and I will tell you what system you should build first, and exactly how to build it. https://streamlined.fm/quiz Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

This week I talk about the iPhone Duo — my first real foldable — and why I’ll trade away the telephoto lens, action button, and fast charging (and swallow a $2,100 price plus the end of the annual upgrade program) for a big anti-glare screen that folds into my pocket and takes an Apple Pencil. Then an episode of Ditching Hourly with Nick Richtsmeier on doing things that don’t scale and focusing on impact, which sold me on his new book, The Damn Rules. And a recommendation for You Can See Everything, the A24 documentary following Elizabeth Holmes in the weeks before she began her prison sentence, which premiered at the Telluride Film Festival. Plus this week’s systems tip: a Claude skill that splits one long recording into separate episodes by detecting the claps between them, then transcribes, titles, and schedules each one on rss.com.Links:iPhone Duo Hands-On: Apple Finally Made a Foldable (MKBHD)The Damn Rules — Ditching Hourly with Jonathan Stark (Ditching Hourly)The Damn Rules by Nick RichtsmeierYou Can See Everything — Official Teaser (A24)If you need help with your systems — you’re doing everything yourself and want to take things off your plate, but you don’t want to hire a team or lean too much on AI to do the actual craft — I can help. Book a free 25-minute coaching call at streamlined.fm/clarity.Are you an Apple nerd with something on your mind about the iPhone Duo? Let me know at streamlinedfeedback.com. You can write in or leave a voice note — I might even play it on the show.View the episode transcript
(00:00) – My Thoughts on the iPhone Duo
(03:34) – Recommended Reading: ‘The Damn Rules’
(04:28) – Something Fun: Theranos & Elizabeth Holmes Documentary
(06:12) – How I Use Claude to Automate My Podcast Workflow
(09:16) – Wrapping Up
————Streamlined Solopreneur helps overwhelmed solo business owners go from overwhelmed to having their time back.Each week, Joe Casabona shares one practical idea — a system, tool, or strategy to help you get your time back without selling your soul to AI…and run your business without sacrificing the rest of your life, or your health.Looking for a place to start? Take the Solo Systems Starter Quiz. 60 seconds, 8 questions, and I will tell you what system you should build first, and exactly how to build it. https://streamlined.fm/quiz Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/Disclosure: these show notes were generated from the transcript and written newsletter, using a very strict format for how it’s all put together.

When I was 17, my high school organized a two-week trip to Italy and Ireland for $900. My dad offered to pay for it. I said, “Why do I need to go when I can just look at pictures online?”Seventeen-year-old Joe, you were so, so stupid. I’ve since learned that photos aren’t the experience. Just like ideas aren’t the fully fleshed-out thought.On top of a passionate credo about why we need to write for ourselves, I tell you exactly how you can start writing more without letting AI do it for you.Wondering if you rely on AI too much? Take the Conscientious AI Usage quiz — it’ll tell you if you’re at risk of AI brain rot and what to do to prevent it: https://quiz.lovehate.aiShow NotesConscientious AI Usage QuizIn Defense of AI Writing – Every
(00:00) – Photos vs. Experience
(04:06) – Don’t Be a Tourist in Your Own Life
(05:30) – How to Make Time for Your Own Writing

————Streamlined Solopreneur helps overwhelmed solo business owners go from overwhelmed to having their time back.Each week, Joe Casabona shares one practical idea — a system, tool, or strategy to help you get your time back without selling your soul to AI…and run your business without sacrificing the rest of your life, or your health.Looking for a place to start? Take the Solo Systems Starter Quiz. 60 seconds, 8 questions, and I will tell you what system you should build first, and exactly how to build it. https://streamlined.fm/quiz Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

This week I talk about a Steve Thompson video that’s had me rethinking my whole approach — the idea that teaching tactics on YouTube actually costs you clients, because when you hand people the solution they assume they can do it themselves. After a rough summer where teaching hasn’t yielded new business, I’ve decided to make September an experimental month: teach less, shift beliefs more, and stop being afraid to sell. Then a story about three climbers rescued off Mount Shasta after relying on AI to plan their climb, and a recommendation for DJ Earworm mashups on YouTube. Plus this week’s systems tip: a video outliner I built with Claude Code that gives me the beats but never the words.Links:Don’t Teach on YouTube – Do THIS Instead to make your first $100KThree Mount Shasta climbers rescued after relying on AI to plan climb (KRCR)The Mushroom AI Meme and the Question (OpenGovernance)DJ Earworm: Party on the Floor (Summer 2011)My Video Outliner (Screenshot)These episodes are about taking more time off, especially on the weekends. And the best way you can do that is by having a good system in place to stop you from doing everything yourself. If you’re not sure where to start, I’m offering free 25-minute coaching calls to listeners. You can book yours over at https://streamlined.fm/clarity.Do you have something on your mind? Let me know at https://streamlinedfeedback.com. You can write in, or leave a voice note. I might even play it on the show.View the episode transcript
0:00 Should You Stop Teaching to Get Clients?5:37 Recommended Reading: When AI Nearly Killed Three Climbers10:41 Something Fun: DJ Earworm Mashups13:24 The Video Outliner That Keeps Me Honest————Streamlined Solopreneur helps overwhelmed solo business owners go from overwhelmed to having their time back.Each week, Joe Casabona shares one practical idea — a system, tool, or strategy to help you get your time back without selling your soul to AI…and run your business without sacrificing the rest of your life, or your health.Looking for a place to start? Take the Solo Systems Starter Quiz. 60 seconds, 8 questions, and I will tell you what system you should build first, and exactly how to build it. https://streamlined.fm/quiz Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/Disclosure: these show notes were generated from the transcript and written newsletter, using a very strict format for how it’s all put together.

There was a time when building a quiz as a lead magnet seemed insurmountable to me. The setup, the configuration, the routing — not to mention how much those tools cost. It never felt like the juice was worth the squeeze.LLMs have changed that. So today I’m walking through exactly how I built my Conscientious AI Usage quiz, and how you can too.Take the quiz at quiz.lovehate.ai — find out if you’re at risk of AI brain rot and get the free Conscientious AI Usage Kit.Show NotesConscientious AI Usage QuizKitNetlifyHolly ArnettThree Signs You’re Suffering From AI Brain Rot and How to Prevent It
(00:00) – Intro
(04:05) – Creating a Quiz Spec with Claude
(06:34) – Connecting the Tech Stack
(08:44) – Designing the Quiz
(10:04) – The Quiz Scoring Logic & Custom PDF Deliverable
(11:35) – How to Start Planning Your Own Quiz

————Streamlined Solopreneur helps overwhelmed solo business owners go from overwhelmed to having their time back.Each week, Joe Casabona shares one practical idea — a system, tool, or strategy to help you get your time back without selling your soul to AI…and run your business without sacrificing the rest of your life, or your health.Looking for a place to start? Take the Solo Systems Starter Quiz. 60 seconds, 8 questions, and I will tell you what system you should build first, and exactly how to build it. https://streamlined.fm/quiz Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

This week I talk about why writing with AI isn’t the same as using a calculator for math — financier Stanley Druckenmiller defended his AI-written WSJ critique of Scott Bessent by calling it “using a calculator,” and I break down why that misunderstands math, calculators, and words. Then the unraveling of Ashley Flowers’ true-crime podcast empire, and what a founder pulling 3 a.m. alarms on weekends and holidays has to teach any solopreneur who thinks no one else can do the work, plus a recommendation for Epic Rap Battles of History’s new Tom Cruise vs. Evel Knievel on YouTube. Plus this week’s systems tip: why the Stream Deck runs my entire show.Links:’I’m not embarrassed by it’ says billionaire investor who used AI for WSJ critique of Scott Bessent (Yahoo Finance)The Unraveling of Podcaster Ashley Flowers’ True Crime Empire (Bloomberg)Epic Rap Battles of History: Tom Cruise vs Evel KnievelThe Stream DeckThese episodes are about taking more time off — especially on the weekends. The best way you can do that is by having a good system. If you’re not sure where to start, head over to https://streamlined.fm/quiz. Answer a few questions, and I’ll send you exactly where you should start to build a less overwhelming business.Do you have something on your mind? Let me know at https://streamlinedfeedback.com. You can write in, or leave a voice note. I might even play it on the show.View the episode transcript
0:00 Why AI Writing is Not Like a Calculator5:30 Recommended Reading: The Limits of Building an Empire9:46 Something Fun: Epic Rap Battles of History11:21 How a Stream Deck Can Save You Time————Streamlined Solopreneur helps overwhelmed solo business owners go from overwhelmed to having their time back.Each week, Joe Casabona shares one practical idea — a system, tool, or strategy to help you get your time back without selling your soul to AI…and run your business without sacrificing the rest of your life, or your health.Looking for a place to start? Take the Solo Systems Starter Quiz. 60 seconds, 8 questions, and I will tell you what system you should build first, and exactly how to build it. https://streamlined.fm/quiz Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/Disclosure: these show notes were generated from the transcript and written newsletter, using a very strict format for how it’s all put together.

This week I talk about Conscientious AI Usage (a term my mastermind group gave me). Then a Six Colors article on Anthropic’s lexical watermark and why making LLM output worse might be a net good, and a recommendation for Halo 3 on Game Pass. Plus this week’s systems tip: building an “Are You Suffering From AI Brain Rot?” quiz with Claude in a couple of hours between meetings.Links:What is Conscientious AI Use? (LinkedIn)lovehate.aiLLMs Aren’t Writing (Six Colors)Are You Suffering From AI Brain Rot? (the quiz)These episodes are about taking more time off — especially on the weekends. This has been an AI intensive episode, and if you want to be more conscientious about how you’re using AI, take the quiz at https://brainrot.streamlined.fmDo you have something on your mind? Let me know at https://streamlinedfeedback.com. You can write in, or leave a voice note. I might even play it on the show.View the episode transcript
(00:00) – What is Conscientious AI Use?
(04:35) – Recommended Reading: LLMs Aren’t Writing
(08:46) – Something Fun: Halo 3
(10:35) – Creating a Quiz with Claude
————Streamlined Solopreneur helps overwhelmed solo business owners go from overwhelmed to having their time back.Each week, Joe Casabona shares one practical idea — a system, tool, or strategy to help you get your time back without selling your soul to AI…and run your business without sacrificing the rest of your life, or your health.Looking for a place to start? Take the Solo Systems Starter Quiz. 60 seconds, 8 questions, and I will tell you what system you should build first, and exactly how to build it. https://streamlined.fm/quiz Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/Disclosure: these show notes were generated from the transcript and written newsletter, using a very strict format for how it’s all put together.