# solopreneur (blogs) — RSS Amplifier Recent posts from the 5 feeds in the RSS Amplifier directory that cover solopreneur. Page: Feed: --- ## [Are You Practicing Conscientious AI Usage? \[Friday Wrap-Up\]](https://casabona.org/2026/08/are-you-practicing-conscientious-ai-usage-friday-wrap-up/) _2026-08-21 · casabona · Joe Casabona_ 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... The post Are You Practicing Conscientious AI Usage? \[Friday Wrap-Up\] appeared first on… ## [Watch Claude Turn My Whiteboard Into a Notion Page](https://casabona.org/2026/08/watch-claude-turn-my-whiteboard-into-a-notion-page/) _2026-08-19 · casabona · Joe Casabona_ The post Watch Claude Turn My Whiteboard Into a Notion Page appeared first on Joe Casabona . ## [Three examples of retirement planning for the self-employed](https://brianhonigman.substack.com/p/three-examples-of-retirement-planning) _2026-08-19 · Brian Honigman · Career Freelancer_ A snapshot of the retirement plans of self-employed pros to help inform your financial future. ## [How to Start Thinking in Systems](https://casabona.org/2026/08/how-to-start-thinking-in-systems/) _2026-08-18 · casabona · Joe Casabona_ A few years ago, I was helping my friend Jeff rebuild an automation — getting his intake form to talk to his CRM and his project management tool. Halfway through the screen share, he stopped and said, “So you just think like this?” That’s when it hit me: not everyone’s brain defaults to systems. Mine... The post How to Start Thinking in Systems appeared first on Joe Casabona . ## [What Abigail Adams Showed Me About Shallow Thoughts in the Age of AI](https://casabona.org/2026/08/what-abigail-adams-showed-me-about-shallow-thoughts-in-the-age-of-ai/) _2026-08-17 · casabona · Joe Casabona_ The publication In Pursuit is doing a fantastic series on all of the presidents and the women behind them for America’s 250th anniversary, and I’ve finally been able to catch up on them. The article about Abigail Adams by Joseph J. Ellis taught me… The post What Abigail Adams Showed Me About Shallow Thoughts in... The post What Abigail Adams Showed Me About Shallow Thoughts in the Age of AI… ## [Am I wrong about AI-generated YouTube thumbnails? \[Friday Wrap-Up\]](https://casabona.org/2026/08/am-i-wrong-about-ai-generated-youtube-thumbnails-friday-wrap-up-2/) _2026-08-14 · casabona · Joe Casabona_ This week I talk about whether I m wrong about AI-generated YouTube thumbnails — I ve told my designer to never use AI on them, but if a thumbnail s only job is to get the click, does it matter? Then Casey Newton on Mark Zuckerberg s AI manifesto and why superintelligence is a dragon is the analogy that... The post Am I wrong about AI-generated YouTube thumbnails? \[Friday Wrap-Up\] appeared first… ## [On setting yearly goals](https://smartersolopreneurs.substack.com/p/a-little-update) _2026-08-13 · Maya Say · Smarter Solopreneurs_ & Inspiration ## [How to take vacations when you're the boss](https://brianhonigman.substack.com/p/how-to-take-vacations-when-youre) _2026-08-12 · Brian Honigman · Career Freelancer_ What actions to take to ensure you're prioritizing time off from your business, so you're refreshed and rejuvenated. ## [Not Sure Where to Start? The 4 Systems Every Solopreneur Needs](https://casabona.org/2026/08/not-sure-where-to-start-the-4-systems-every-solopreneur-needs/) _2026-08-12 · casabona · Joe Casabona_ I remember the first time I went to see my accountant. I was around 19 or 20, and figured it was time for me to treat my side hustle of building websites as an actual business. I had been reading books on how to The post Not Sure Where to Start? The 4 Systems Every... The post Not Sure Where to Start? The 4 Systems Every Solopreneur Needs appeared first on Joe Casabona . ## [Why You Keep Forgetting Your Ideas (And How to Fix It)](https://casabona.org/2026/08/why-you-keep-forgetting-your-ideas-and-how-to-fix-it/) _2026-08-12 · casabona · Joe Casabona_ The post Why You Keep Forgetting Your Ideas (And How to Fix It) appeared first on Joe Casabona . ## [Reach prospects with real signals (Sponsored)](https://crawlproof.com/a/oQfKQk67Mrk5) _2026-08-12 · **Sponsored**_ Find prospects talking about your problem and get context-backed moments to engage ## [The Lie That AI Is a Magic Shortcut](https://casabona.org/2026/08/the-lie-that-ai-is-a-magic-shortcut/) _2026-08-11 · casabona · Joe Casabona_ I was talking to an acquaintance recently who told me how he has AI agents write his articles for him. He sends a voice note of an idea, and every morning it picks the ideas, writes the drafts, sends them to him, he requests edits, and then it writes and publishes them. So I asked... The post The Lie That AI Is a Magic Shortcut appeared first on Joe Casabona . ## [Retention strategies: stop losing customers](https://smartersolopreneurs.substack.com/p/retention-strategies-stop-losing) _2026-08-10 · Maya Say · Smarter Solopreneurs_ The least talked about marketing strategy among solopreneurs. ## [Resetting Claude Every 3 Months? \[Friday Wrap-Up\]](https://casabona.org/2026/08/resetting-claude-every-3-months-friday-wrap-up-2/) _2026-08-08 · casabona · Joe Casabona_ This week I talk about a piece of advice from Boris Cherny, head of Claude Code — that you should reset your prompts, projects, and skills every time a new model ships — and why I m not doing it. Then a recommendation for Destiny of the Republic, Candice Millard s book on James Garfield, and why... The post Resetting Claude Every 3 Months? \[Friday Wrap-Up\] appeared first on Joe Casabona . ## [You're underpriced](https://smartersolopreneurs.substack.com/p/youre-underpriced) _2026-08-06 · Maya Say · Smarter Solopreneurs_ Price calculator for solopreneurs & writers ## [Advice from working consultants on kicking off your consulting era](https://brianhonigman.substack.com/p/advice-from-working-consultants-on) _2026-08-05 · Brian Honigman · Career Freelancer_ Learn how working consultants built their consulting businesses. ## [The Eisenhower Matrix, Upgraded for the AI Age](https://casabona.org/2026/08/the-eisenhower-matrix-upgraded-for-the-ai-age/) _2026-08-05 · casabona · Joe Casabona_ ? Want to build better systems but don t know where to start? Grab the free Solopreneur Systems Starter Kit at https://streamlined.fm/kit The Eisenhower Matrix wasn t built for the AI age. Here s the upgrade I use to decide what to automate, delegate, or protect — the Task Audit Matrix. Knowing a task is 'urgent' doesn t tell... The post The Eisenhower Matrix, Upgraded for the AI Age appeared… ## [You Don’t Have to Fix Everything — Just Start With One Thing](https://casabona.org/2026/08/you-dont-have-to-fix-everything-just-start-with-one-thing/) _2026-08-04 · casabona · Joe Casabona_ Back in 2016, I ran…well, \*completed…\*a Disney half marathon. And the thing about Disney is they make it impossible not to find the starting line. Buses from the resort, signs, gates, pre-race emails. Everything points you to where to start. And if I didn’t know any of that, I wouldn’t just start running. I would... The post You Don t Have to Fix Everything — Just Start With One Thing appeared… ## [The exact system for attracting buyers in a bad economy](https://smartersolopreneurs.substack.com/p/the-exact-system-for-attracting-buyers) _2026-08-03 · Maya Say · Smarter Solopreneurs_ Even if you're just starting out. ## [10 Years of the Streamlined Solopreneur Podcast](https://casabona.org/2026/08/10-years-of-the-streamlined-solopreneur-podcast/) _2026-08-02 · casabona · Joe Casabona_ I surpassed a fun milestone last week while I was on vacation: 10 years ago, I released the trailer for my podcast, then named How I Built It. While I had been podcasting for 5 years already, this was the culmination of everything I had learned (read: all the mistakes I made). When I originally... The post 10 Years of the Streamlined Solopreneur Podcast appeared first on Joe Casabona . ## [Coming?](https://smartersolopreneurs.substack.com/p/coming) _2026-07-30 · Maya Say · Smarter Solopreneurs_ Talk about \*your\* business and get specific feedback. ## [One OS for your AI workforce (Sponsored)](https://crawlproof.com/a/7Jkl8r15JZwf) _2026-07-30 · **Sponsored**_ Build, direct, and supervise an AI workforce from a single operating workspace. ## [5 Things I Handed Claude This Month](https://casabona.org/2026/07/5-things-i-handed-claude-this-month/) _2026-07-29 · casabona · Joe Casabona_ How I use Claude to run a one-person business: 5 real jobs from July — a testimonial tool, a Kit cleanup, browser automation, a custom link skill, and an ebook. ? Want to build better systems but don t know where to start? Grab the free Solopreneur Systems Starter Kit at https://streamlined.fm/kit?utmsource=youtube utmmedium=description utm\_campaign=how-i-use-claude-july I m not an AI... The post… ## [A push season is the challenging, temporary starting point of working for yourself](https://brianhonigman.substack.com/p/a-push-season-is-the-challenging) _2026-07-29 · Brian Honigman · Career Freelancer_ How to navigate the early seasons of self-employment so you emerge on the other side with a stable business you enjoy. ## [Tomorrow: Monetization Roundtable](https://smartersolopreneurs.substack.com/p/tomorrow-monetization-roundtable) _2026-07-29 · Maya Say · Smarter Solopreneurs_ Something different. ## [The same client would pay me more](https://smartersolopreneurs.substack.com/p/the-same-client-would-pay-me-more) _2026-07-28 · Maya Say · Smarter Solopreneurs_ Sorry. ## [“No One Can Do It Like Me” Is a Lie (And It’s Costing You)](https://casabona.org/2026/07/no-one-can-do-it-like-me-is-a-lie-and-its-costing-you/) _2026-07-28 · casabona · Joe Casabona_ For most of my life, I believed that if I wanted something done right, I had to do it myself. I held it all the way until I had a panic attack and had to stop doing everything myself. I made changes, and you know what? I learned that being a solopreneur doesn t mean doing... The post No One Can Do It Like Me Is a Lie (And It s Costing You) appeared first on Joe Casabona . ## [The Absurdly Simple Evergreen Model for Building a 6-Figure Solo Business](https://smartersolopreneurs.substack.com/p/the-absurdly-simple-evergreen-model) _2026-07-27 · Maya Say · Smarter Solopreneurs_ The smart way. ## [The Simplicity of Yellow Legal Pads \[Friday Wrap-Up\]](https://casabona.org/2026/07/the-simplicity-of-yellow-legal-pads-friday-wrap-up-2/) _2026-07-25 · casabona · Joe Casabona_ This week I talk about rediscovering the humble yellow legal pad after years (and hundreds of dollars) sunk into fancy notebooks and fountain pens. Then a piece by Kashmir Hill about discovering an AI-generated biography of herself for sale on Amazon that she never authorized or was contacted about, and a recommendation for the summer... The post The Simplicity of Yellow Legal Pads \[Friday… ## [The Hidden Cost of Taking Every AI Shortcut #aislop](https://casabona.org/2026/07/the-hidden-cost-of-taking-every-ai-shortcut-aislop/) _2026-07-24 · casabona · Joe Casabona_ Get the full episode at https://streamlinedsolopreneur.com/podcast In an age where you can create anything from nothing with a few sentences to a word calculator, the thing that will last is trust and human connection. And you will not get that by telling people you are too lazy to write your own thoughts down. You will... The post The Hidden Cost of Taking Every AI Shortcut #aislop appeared first… ## [I think we should talk](https://smartersolopreneurs.substack.com/p/i-think-we-should-talk) _2026-07-23 · Maya Say · Smarter Solopreneurs_ What you think is obvious isn't. ## [Welcome to The Streamlined Solopreneur](https://casabona.org/2026/07/welcome-to-the-streamlined-solopreneur/) _2026-07-23 · casabona · Joe Casabona_ Imagine you finally logged off. It s the first real vacation you ve taken in years. The coffee s hot (or iced), the phone s in the other room, and for once, nobody needs you. This is why you went solo in the first place. Work you actually care about, on your terms. The freedom to close the laptop... The post Welcome to The Streamlined Solopreneur appeared first on Joe Casabona . ## [Every Channel. One Login. (Sponsored)](https://crawlproof.com/a/yws03rf1Cf1r) _2026-07-23 · **Sponsored**_ 17,000+ live channels, movies and sports on any device. Free trial, no IP lock. ## [Treat your personal brand as essential business infrastructure](https://brianhonigman.substack.com/p/treat-your-personal-brand-as-essential) _2026-07-22 · Brian Honigman · Career Freelancer_ Investing in your own brand is a non-negotiable to be remembered, trusted, and discovered today. Here's how. ## [HubSpot Smart CRM for Solopreneurs: Is It Worth It in 2026?](https://casabona.org/2026/07/hubspot-smart-crm-for-solopreneurs-is-it-worth-it-in-2026/) _2026-07-21 · casabona · Joe Casabona_ Get started with HubSpot Smart CRM for Free: https://jcasabona.com/hubspot-yt The CRM for solopreneurs, explained: do you need one, what to track, and is HubSpot s free CRM really free in 2026? Honest answers, on screen. Most solopreneurs don t lose leads because they re disorganized. They lose them because they forget the warm ones — the people who... The post HubSpot Smart CRM for Solopreneurs:… ## [How I Produce a Week of Content in 90 Minutes](https://casabona.org/2026/07/how-i-produce-a-week-of-content-in-90-minutes/) _2026-07-21 · casabona · Joe Casabona_ I was at a retreat with my mastermind group. We were going over our big takeaways, and my friend Cat reminded me of something: I output more content than most people. Her point was that when someone sees you doing what looks like a lot, it can feel completely unreachable, so they shut off to... The post How I Produce a Week of Content in 90 Minutes appeared first on Joe Casabona . ## [When your ideas are too big to be specific](https://smartersolopreneurs.substack.com/p/when-your-ideas-are-too-big-to-be) _2026-07-20 · Maya Say · Smarter Solopreneurs_ Don't make yourself small. ## [When is implementation the problem? \[Friday Wrap-Up\]](https://casabona.org/2026/07/when-is-implementation-the-problem-friday-wrap-up/) _2026-07-18 · casabona · Joe Casabona_ This week I talk about when implementation itself becomes the blocker — how working on a new welcome sequence in Kyle Adams Newsletter Power-Up Cohort reminded me that I rarely get stuck deciding to act, but I do get stuck overcomplicating the build, and why I need to iterate for myself the way I do... The post When is implementation the problem? \[Friday Wrap-Up\] appeared first on Joe Casabona . ## [I Tested Claude for 3 Months. Here’s My Real Setup](https://casabona.org/2026/07/i-tested-claude-for-3-months-heres-my-real-setup/) _2026-07-15 · casabona · Joe Casabona_ ? Want to build better systems but don t know where to start? Grab the free Solopreneur Systems Starter Kit at https://streamlined.fm/kit My entire Claude setup for running a one-person business — every connector, skill, and scheduled automation I use to save hours each week. I call myself 'AI-hesitant,' but I use Claude at my desk... The post I Tested Claude for 3 Months. Here s My Real Setup… ## [Map your slow season(s) and adjust accordingly](https://brianhonigman.substack.com/p/map-your-slow-seasons-and-adjust) _2026-07-15 · Brian Honigman · Career Freelancer_ You can't fully avoid a slow season in business, but you can minimize its impact on your well-being and bottom line. ## [Why Your Solopreneur Business Feels So Complicated](https://casabona.org/2026/07/why-your-solopreneur-business-feels-so-complicated/) _2026-07-14 · casabona · Joe Casabona_ One of my favorite shows is Scrubs, and there s one episode that s stuck with me for nearly 2 decades, and I think about it nearly every day. In it, the team can t diagnose a patient showing every sign of Lyme disease, because they can t find the tick bite. Every test comes back negative. Then Dr.... The post Why Your Solopreneur Business Feels So Complicated appeared first on Joe Casabona . ## [Is Claude Winning? \[Friday Wrap-Up\]](https://casabona.org/2026/07/is-claude-winning-friday-wrap-up/) _2026-07-11 · casabona · Joe Casabona_ This week I talk about whether Claude is quietly winning the AI war — at least among business owners and tech nerds — after every speaker at Ecamm Creator Camp reached for Claude and nobody mentioned ChatGPT or Gemini, and why its constitutional rule-following makes me more comfortable using it. Then my take on finishing... The post Is Claude Winning? \[Friday Wrap-Up\] appeared first on Joe… ## [Why creativity leaps matter for solopreneurs](https://brianhonigman.substack.com/p/why-creativity-leaps-matter-for-solopreneurs) _2026-07-09 · Brian Honigman · Career Freelancer_ This week's edition is all about why it's helpful to prioritize creativity when you're self-employed. ## [I Stopped Forgetting Ideas With One Shortcut](https://casabona.org/2026/07/i-stopped-forgetting-ideas-with-one-shortcut/) _2026-07-08 · casabona · Joe Casabona_ Get the full idea-capture system — plus the other systems every solopreneur needs — in the Solopreneur System Starter Kit ? https://streamlined.fm/kit This Apple Shortcuts setup captures every idea by voice and auto-sorts it into the right app — so quick capture never turns into a messy pile to triage. I walk through my Quick... The post I Stopped Forgetting Ideas With One Shortcut appeared first… ## [From employee to owner: Four mindset shifts for solopreneurs](https://brianhonigman.substack.com/p/from-employee-to-owner-four-mindset) _2026-07-01 · Brian Honigman · Career Freelancer_ Consider these key reframes as a starting point for navigating self-employment on your terms and reaping the full benefits. ## [She Made Less Money and Felt More Financially Relaxed. Here’s Why.](https://stacyluft.substack.com/p/she-made-less-money-and-felt-more) _2026-06-26 · Stacy Luft · The Money Ritual_ We talk about money like the goal is always more. More clients, more revenue, more capacity, more room. ## [Earning visibility in AI search as a busy solopreneur](https://brianhonigman.substack.com/p/earning-visibility-in-ai-search-as) _2026-06-24 · Brian Honigman · Career Freelancer_ How the self-employed increase their AI visibility by earning third-party mentions, sharing a clear point of view across platforms, and building relationships with trusted voices. ## [“Know Your Numbers” Sounds Simple. Then You Actually Do It.](https://stacyluft.substack.com/p/know-your-numbers-sounds-simple-then) _2026-06-19 · Stacy Luft · The Money Ritual_ “Know your numbers” might be the most repeated piece of advice in business, and the least explained. ## [How to invest in your future as a solopreneur](https://brianhonigman.substack.com/p/how-to-invest-in-your-future-as-a) _2026-06-17 · Brian Honigman · Career Freelancer_ Expanding your skills and offerings before financial pressure forces you to do so by committing a few hours each week. ## [Expertise is your edge as a solopreneur in the AI era — Aneesh Raman on Open to Work](https://brianhonigman.substack.com/p/expertise-is-your-edge-as-a-solopreneur) _2026-06-10 · Brian Honigman · Career Freelancer_ Practical ways to adopt AI (without the hype) by leveraging your best asset as a solopreneur—your expertise. ## [How to create IP that extends your expertise as a freelancer](https://brianhonigman.substack.com/p/how-to-create-ip-that-extends-your) _2026-06-04 · Brian Honigman · Career Freelancer_ To understand the process of building your own IP, here’s how three self-employed professionals created their own assets. ## [Building a network of mentors when you work alone](https://brianhonigman.substack.com/p/building-a-network-of-mentors-when) _2026-05-28 · Brian Honigman · Career Freelancer_ One mentor is helpful. A community of mentors is better. ## [When patience doesn’t serve you as a solopreneur](https://brianhonigman.substack.com/p/when-patience-doesnt-serve-you-as) _2026-05-20 · Brian Honigman · Career Freelancer_ Patience is a virtue, but not always the right move when running a solo practice.