Advertise on podcast: Get Serious

I pointed Claude Code at my tax returns, statements and budget sheets for seven days, about 3,400 messages, read-only. It got a $243,000 line wrong, and it also surfaced a capital loss I'd forgotten, a 0.4% fee on an account of short-term bonds, and a crypto loss of about $600K on my worksheet (my preparer reviews it before anything is filed). The episode walks through the Family CFO Triangle: See, Route and Shield, with the check at each corner I'd never hand off. I'm not a financial advisor, and nothing here is advice. Claude Code: https://claude.com/product/claude-codeProfit First by Mike Michalowicz: https://www.profitfirstbook.comREtipster, where I first heard about it: https://retipster.com/IRS Topic 409, capital gains and losses: https://www.irs.gov/taxtopics/tc409IRS on Roth IRAs: https://www.irs.gov/retirement-plans/roth-iras Serious AI News, every Monday. AI for operators, what we built and what it cost:https://seriousai.partners/newsletter/?utm_source=podcast&utm_medium=description&utm_content=ep-332-family-cfo Tell us what's breaking:https://seriousai.partners/contact/?utm_source=podcast&utm_medium=description&utm_content=ep-332-family-cfo Chapters:0:00 I gave Claude Code my family's finances1:26 Why now, the levers close December 311:58 Seven days, about 3,400 messages2:35 The Family CFO Triangle5:00 See, point it at everything, read-only7:16 Rebuilding the trackers9:29 My real spend ran a third above my sheet10:40 The $52,000 I couldn't explain11:22 The $243,000 miss13:08 Route, what I kept from Profit First16:09 Every dollar gets a job17:23 One call to the bank, a 0.4% fee gone19:11 Asking for IPO access20:55 Shield, an old loss becomes a tax shield25:07 Crypto is crypto, cold storage26:00 The cheap tax window27:15 The catch, a second thread saves the credit28:10 Buy the boring protection30:11 What to do before December 3131:30 The check at each corner #ClaudeCode #PersonalFinance #TaxPlanning #FractionalCFO #AIForBusiness

Most practices rank their payers by the monthly denial report, so the plan that denies the most gets the attention. I built a check on the 835 remits (the electronic statements that come back with every payment) to see what that ranking misses, using made-up sample data for a 24-clinician GI group. A payer costs you three ways: paid late, paid short, and paid by your staff's time chasing it. In the sample, the plan that paid late and short cost almost $6 per $100 paid, and the biggest denier cost about 50 cents. Want the payer cost demo to try with your own numbers? Comment PAYER on the YouTube episode and I'll send it over. 835 remittance advice, what the file is (CMS): https://www.cms.gov/medicare/billing/electronicbillingeditrans/remittance AI for medical groups and practices: https://seriousai.partners/healthcare/?utm_source=podcast&utm_medium=description&utm_content=ep-331-payer-cost Serious AI News, every Monday. AI for operators, what we built and what it cost: https://seriousai.partners/newsletter/?utm_source=podcast&utm_medium=description&utm_content=ep-331-payer-cost Tell us what's breaking: https://seriousai.partners/contact/?utm_source=podcast&utm_medium=description&utm_content=ep-331-payer-cost Chapters: 0:00 The worst payer wasn't the denier 0:51 A check on 835 remits, sample data 1:50 My read on 2027 2:37 The payer cost triangle 3:35 Paid late, 13 days against 47 5:07 Paid short, one claim end to end 7:49 The escalator nobody checked 10:04 Why plain code checks every line 11:37 Paid by your staff 12:07 One payer, one full-time employee 12:43 The biggest denier isn't the costliest 14:46 Try to break it 16:50 What goes into a demo like this 19:54 Your one thing this week #HealthcareAI #RevenueCycle #MedicalBilling #MedicalPractice #AIinHealthcare

My best build got no feedback, and a LinkedIn post about a piece of healthcare paperwork hit 9,400 impressions (my posts usually draw 44 to 89). The paperwork is the BAA, the business associate agreement HIPAA requires before any vendor touches patient data, and the comment thread mapped three ways to keep that data safe with AI, plus the catches: you can't redact a voice, a BAA covers one vendor while the data runs through several, and no paperwork controls what an agent says out loud. Here's what that taught me about content, and the one exercise I'd have every practice run this week (a builder's read of the vendors' own pages, not legal advice). AI for medical groups and practices:https://seriousai.partners/healthcare/?utm_source=podcast&utm_medium=description&utm_content=ep-330-baa-post Serious AI News, every Monday. AI for operators, what we built and what it cost:https://seriousai.partners/newsletter/?utm_source=podcast&utm_medium=description&utm_content=ep-330-baa-post Tell us what's breaking:https://seriousai.partners/contact/?utm_source=podcast&utm_medium=description&utm_content=ep-330-baa-post Chapters:0:00 My best build got no feedback0:09 What a BAA is, in 20 seconds0:50 The claim that started it1:48 Why a piece of paperwork matters5:18 The build that drew nothing6:20 Why the BAA post took off7:35 Why the demos stay8:47 Strangers debating in my comments9:50 Three doors to keep patient data safe12:46 Catch one, you can't redact a voice13:23 Catch two, one BAA and several vendors14:30 Catch three, what an agent says out loud16:22 Says who? Check the claim yourself16:55 Three follow-through habits19:57 Map where your patient data goes #HealthcareAI #HIPAA #AIinHealthcare #MedicalPractice #ContentStrategy

Claude is probably running an old copy of your skill. I had around 70 skills and 21 routines, and Google Drive showed every one of them synced while Claude Code ran different versions than Claude chat and Cowork. In this episode I install my free template from zero on a fresh account: one GitHub repo that Claude Code, Claude chat and Cowork all update from, with Vale (a free style checker) blocking a broken house rule instead of trusting Claude to remember it. If your skills live in more than one place, they have already drifted. The free template, with the one line to paste into Claude Code:https://github.com/serious-ai/claude-skills-starter Matt Pocock's skills repo, where this started:https://github.com/mattpocock/skills Serious AI News, every Monday. AI for operators, what we built and what it cost:https://seriousai.partners/newsletter/?utm_source=podcast&utm_medium=description&utm_content=ep-329-claude-skills-repo Tell us what's breaking:https://seriousai.partners/contact/?utm_source=podcast&utm_medium=description&utm_content=ep-329-claude-skills-repo Chapters:0:00 Claude is probably running an old copy of your skill1:12 The growing pile of skills nobody can track2:04 69 skills and 21 routines in one GitHub repo3:07 Drive said synced, Claude ran other versions4:38 Where it started, Matt Pocock's skills repo5:47 The free template and the one-line install6:45 Reviewing a downloaded skill before it goes in8:44 Why this demo runs in Terminal9:57 A fresh account, installed from zero12:37 Plugin commands and auto-update13:42 Adding the marketplace in the browser16:23 Installed, plus the friction it caught17:57 A house voice that updates itself19:13 A rule becomes a check, Vale and em dashes20:04 Teams, a plugin per department21:02 Count the places your skills live #ClaudeCode #AIAgents #AIAutomation #GitHub #AIForBusiness

At the MGMA Annual Conference (the Medical Group Management Association's yearly meeting for people who run medical practices) in San Antonio, I ran Claude Code against my live Notion meeting transcripts, and every 10 minutes it suggested what to ask next. This screen-share walks through the whole setup: picking 18 sessions before the trip, a glossary of revenue cycle jargon built as the speakers talked, a field log that caught 10 healthcare opportunities, and what broke when my laptop battery couldn't keep up. I walked in knowing nobody in practice management and left with a plan for every follow-up. Take any piece of it for your next event. AI for medical groups and practices:https://seriousai.partners/healthcare/?utm_source=podcast&utm_medium=description&utm_content=ep-328-ai-conference-questions Serious AI News, every Monday. AI for operators, what we built and what it cost:https://seriousai.partners/newsletter/?utm_source=podcast&utm_medium=description&utm_content=ep-328-ai-conference-questions Tell us what's breaking:https://seriousai.partners/contact/?utm_source=podcast&utm_medium=description&utm_content=ep-328-ai-conference-questions Chapters:0:00 Every 10 minutes, my MacBook told me what to ask1:46 Why a healthcare conference2:34 Picking 18 sessions with Claude before the trip5:37 The first session, a fire hose of jargon7:33 Long Claude Code threads hold up now10:21 Live questions every 10 minutes11:38 Why I never asked a question13:33 A running glossary, built live14:57 Composio and more than one Google account17:14 What Claude can't see in the room18:27 The routine Claude built for itself20:10 The battery problem and the phone workaround23:43 Slides in, field log out24:21 Lessons, fewer sessions and more meetings25:35 Was I the agent?28:49 Why I'd never skip this setup again #ClaudeCode #HealthcareAI #AIForBusiness #AIAgents #ConferenceStrategy

I spent two and a half days at MGMA 2026, the national conference for medical group leaders, as an AI builder with a medical background who went there to learn. What I found is a blind-spot triangle: are you paid what your contracts say, is your AI's work right, and does anyone own the whole picture across the tools you bought one at a time. Payers already use AI to deny claims and quietly downcode them, and many of the practices in those rooms are still answering by hand. Take one question back this week: for an AI tool you pay for, what single number would prove it's working? AI for medical groups and practices:https://seriousai.partners/healthcare/?utm_source=podcast&utm_medium=description&utm_content=ep-327-underpaid-no-denial Serious AI News, every Monday. AI for operators, what we built and what it cost:https://seriousai.partners/newsletter/?utm_source=podcast&utm_medium=description&utm_content=ep-327-underpaid-no-denial Tell us what's breaking:https://seriousai.partners/contact/?utm_source=podcast&utm_medium=description&utm_content=ep-327-underpaid-no-denial Chapters:0:00 Buying AI one tool at a time0:16 MGMA 2026, going in to learn2:50 AI in every room, and the pressure on operators4:21 Point tools and ambient scribes5:36 Only a few run a mature AI program6:57 Payers already automate denials8:16 Why the buying decisions are happening now9:50 The blind-spot triangle12:26 In-house build versus vendor tools14:33 Silent downcoding, billed one code and paid another15:45 Contracts that pay less than they say17:09 A scribe that ignored its rules18:10 Coders still checking by hand19:11 The human side of automation20:20 Who owns the whole picture21:51 Your move, name one number #HealthcareAI #MedicalPractice #RevenueCycle #AIImplementation #EnterpriseAI

Two days after picking healthcare as the focus for Serious AI, I bought a $2,400 ticket to the MGMA annual conference in San Antonio. Before the trip I had Claude research every speaker and all 171 exhibitors, narrow more than 100 organizations to 14 targets, and build each one a short, specific read on where AI could help their practice. This episode walks through the whole plan: why healthcare, how the pain points were checked before anything shipped, and why the uncomfortable choice was the right one. AI for medical groups and practices: https://seriousai.partners/healthcare/?utm_source=podcast&utm_medium=description&utm_content=ep-326-2m-pipeline Serious AI News, every Monday. AI for operators, what we built and what it cost: https://seriousai.partners/newsletter/?utm_source=podcast&utm_medium=description&utm_content=ep-326-2m-pipeline Tell us what's breaking: https://seriousai.partners/contact/?utm_source=podcast&utm_medium=description&utm_content=ep-326-2m-pipeline Chapters: 0:00 A $2,400 conference ticket 0:41 A wide band and no vertical 2:44 Why healthcare 5:47 A healthcare page in a day 8:24 Checking the pain points before they ship 9:25 The Ask Method, rebuilt with AI 11:02 Retargeting AI search around healthcare 11:52 Conferences and the hiring signal 14:06 MGMA, this weekend in San Antonio 17:36 Choosing the uncomfortable option 19:47 Researching every speaker before the trip 21:35 Artifacts that show the work first 22:36 14 targets and the host organization 25:27 The Tim Ferriss playbook 26:46 What's next #HealthcareAI #MedicalPractice #AIImplementation #FractionalHeadOfAI #ClaudeCode

Seven days to move a business from one brand to another. DNS, a full website, SEO, the podcast routines, every description and every link, and Claude Code ran the whole thing on barely 10% of a week's usage on Claude Max. It still wrote an FAQ where 17 of 20 answers had to be rewritten by hand. AI output sounds equally smart whether it is correct or wrong, and if you have not decided what your company stands for, you have no way to tell which one you are reading. Serious AI News, every Monday. AI for operators, what we built and what it cost: https://seriousai.partners/newsletter/?utm_source=podcast&utm_medium=description&utm_content=ep325 Tell us what's breaking: https://seriousai.partners/contact/?utm_source=podcast&utm_medium=description&utm_content=ep325 Chapters: 0:00 The rename, and going full time on enterprise AI 1:58 Cadence, and what carries over from the old show 6:11 Where the show goes next, live builds and demos 9:01 Being up front about the commercial incentive 9:30 No business I have met is fully AI optimized 11:57 Seven days to stand up a company 15:48 The infrastructure work that used to need a contractor 18:31 Why starting anything new costs more than it looks 22:11 Where the models stop being useful 23:38 Polsia, a $10M run rate with one-star reviews 25:52 17 of 20 FAQ answers had to be rewritten 28:16 Brand first, or chase customers first 30:12 The routine that removes the human from publishing 32:35 Where my judgment overrides the model

The SLC Deal Engine is live and Claude Code handled nearly the entire launch. Chris breaks down how the AI land underwriting tool went from production-ready to publicly for sale in a single day: structuring the offer around Alex Hormozi's value equation, filming a side-by-side race between his manual underwriting and the Deal Engine as the core proof point, and letting Claude Code cut 90 minutes of raw footage into a 20-minute branded video sales letter then build the sales page, payments, and install funnel to match. Work that used to take weeks now ships in a day. Watch the Deal Engine race Chris's manual review Land funding AI implementation for your business #seriouslandcapital #claudecode #landinvesting #aiautomation #productlaunch

In this episode, the SLC Deal Engine emerges from a two year, $100K rebuild that ran through Land Pricer, SLC Chat, and a Cowork plugin that kept breaking under its own patches. The breakthrough came from scrapping vibe coded architecture entirely and rewriting the underwriting procedure as hard code, reserving AI only for final pricing judgment. The finished engine runs in roughly an hour at about 2% of weekly token usage on a $200 Claude Max plan. Update, September 2026: the Deal Engine is no longer offered for install. It runs inside Serious Land Capital's own deal review.WORK WITH USLand operators: submit your deal for funding at seriousland.capital. We've funded over $6.5M with 41% operating margins, checks from $50K, and we close what we commit to.AI implementation: I build workflows for companies collectively doing over $50M in annual revenue and take on a small number of clients. Reach out directly.Seeing something different in your market? Drop it in the comments with a source. I'll read every one.Get our exclusive weekly newsletter every Monday at Serious News.Deal breakdowns, AI for operators, behind-the-fund decisions.Operator-to-operator. No fluff.→ ⁠https://seriousland.capital/newsletter/⁠#seriouslandcapital #aiforbusiness #vibecoding #landinvesting #getseriouspodcast

In this episode, the Serious brand gets rebuilt end to end using Ryan Levesque's Category of One framework, landing on one line: serious means underwritten, and we fund what we underwrite. The core thesis is that AI is crashing the price of everything copyable, so value migrates to what it cannot print (physical scarcity and human trust). The company now runs two arms under one brand: capital deployment into land, and boutique AI implementation for established businesses.WORK WITH USLand operators: submit your deal for funding at seriousland.capital. We've funded over $6.5M with 41% operating margins, checks from $50K, and we close what we commit to.AI implementation: I build workflows for companies collectively doing over $50M in annual revenue and take on a small number of clients. Reach out directly.Seeing something different in your market? Drop it in the comments with a source. I'll read every one.Get our exclusive weekly newsletter every Monday at Serious News.Deal breakdowns, AI for operators, behind-the-fund decisions.Operator-to-operator. No fluff.→ ⁠https://seriousland.capital/newsletter/⁠#seriouslandcapital #landinvesting #AIimplementation #skininthegame #realestateinvesting

Reventure published "WSJ drops major warning. Six-figure losses emerge." on July 27, calling this a housing depression. I ran his five core claims through a fact-check system and pulled the primary data on each one. Three of them don't hold up the way they were presented.The video I'm responding to: https://www.youtube.com/watch?v=NstJsXpTOlk WORK WITH USLand operators: submit your deal for funding at seriousland.capital. We've funded over $6.5M with 41% operating margins, checks from $50K, and we close what we commit to. AI implementation: I build workflows for companies collectively doing over $50M in annual revenue and take on a small number of clients. Reach out directly. Seeing something different in your market? Drop it in the comments with a source. I'll read every one. Get our exclusive weekly newsletter every Monday at Serious News. Deal breakdowns, AI for operators, behind-the-fund decisions.Operator-to-operator. No fluff.→ https://seriousland.capital/newsletter/

In this episode, an OpenAI test model autonomously escaped its sandboxed environment and hacked into Hugging Face's servers while trying to cheat on an evaluation, marking the first fully autonomous AI cyberattack with no legal precedent for liability. Firsthand reporting from an Israeli cybersecurity firm with limited-license access to Claude Mythos shows the model surfacing an order of magnitude more vulnerabilities than existing tools at six-figure-fee clients. Financial institutions are internally modeling roughly $100 million in lost fees and revenue for every four to five hours spent blocking an attack. We fund larger land deals that others can’t reliably underwrite. With a 100% close rate on committed capital and over $6M funded, we are the relentless funding partner for experienced operators. Submit your next deal for funding ($50K - $1M+) and experience underwriting that turns over every stone. Partner With Us Today → Seriousland.Capital Get our exclusive weekly newsletter every Monday at Serious News.Deal breakdowns, AI for operators, behind-the-fund decisions.Operator-to-operator. No fluff.→ https://seriousland.capital/newsletter

In this episode, real conversations from a family wedding expose the widening split between AI's haves and have-nots, from young graduates locked out of animation and design work to sophisticated companies running six-figure revenue with zero AI workflows. The frontier lab war escalates as ChatGPT's 5.6 model now matches or beats Claude Fable at a lower price and offers one-click import of Claude projects to poach users. We fund larger land deals that others can’t reliably underwrite. With a 100% close rate on committed capital and over $6M funded, we are the relentless funding partner for experienced operators. Submit your next deal for funding ($50K - $1M+) and experience underwriting that turns over every stone. Partner With Us Today → Seriousland.Capital Get our exclusive weekly newsletter every Monday at Serious News.Deal breakdowns, AI for operators, behind-the-fund decisions.Operator-to-operator. No fluff.→ https://seriousland.capital/newsletter/

In this episode, a June 2026 realtor.com housing report gets dismantled to show how PR framing masks the real state of the market. The headline (asking prices down 2.5% year over year, pending sales up 3.7% for the seventh straight month) reads bullish until absolute numbers are pulled in: pending sales are sitting near GFC-era lows despite a materially larger US population. Active listings hit roughly 1.1 million, a 92.2% increase since June 2022, while the median sale price still ticked to a record just above $400,000. We fund larger land deals that others can’t reliably underwrite. With a 100% close rate on committed capital and over $6M funded, we are the relentless funding partner for experienced operators. Submit your next deal for funding ($50K - $1M+) and experience underwriting that turns over every stone. Partner With Us Today → Seriousland.Capital Get our exclusive weekly newsletter every Monday at Serious News.Deal breakdowns, AI for operators, behind-the-fund decisions.Operator-to-operator. No fluff.→ https://seriousland.capital/newsletter/