Serious AI with Chris Duff

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 feedback
0:09 What a BAA is, in 20 seconds
0:50 The claim that started it
1:48 Why a piece of paperwork matters
5:18 The build that drew nothing
6:20 Why the BAA post took off
7:35 Why the demos stay
8:47 Strangers debating in my comments
9:50 Three doors to keep patient data safe
12:46 Catch one, you can't redact a voice
13:23 Catch two, one BAA and several vendors
14:30 Catch three, what an agent says out loud
16:22 Says who? Check the claim yourself
16:55 Three follow-through habits
19:57 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 skill
1:12 The growing pile of skills nobody can track
2:04 69 skills and 21 routines in one GitHub repo
3:07 Drive said synced, Claude ran other versions
4:38 Where it started, Matt Pocock's skills repo
5:47 The free template and the one-line install
6:45 Reviewing a downloaded skill before it goes in
8:44 Why this demo runs in Terminal
9:57 A fresh account, installed from zero
12:37 Plugin commands and auto-update
13:42 Adding the marketplace in the browser
16:23 Installed, plus the friction it caught
17:57 A house voice that updates itself
19:13 A rule becomes a check, Vale and em dashes
20:04 Teams, a plugin per department
21:02 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 ask
1:46 Why a healthcare conference
2:34 Picking 18 sessions with Claude before the trip
5:37 The first session, a fire hose of jargon
7:33 Long Claude Code threads hold up now
10:21 Live questions every 10 minutes
11:38 Why I never asked a question
13:33 A running glossary, built live
14:57 Composio and more than one Google account
17:14 What Claude can't see in the room
18:27 The routine Claude built for itself
20:10 The battery problem and the phone workaround
23:43 Slides in, field log out
24:21 Lessons, fewer sessions and more meetings
25:35 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 time
0:16 MGMA 2026, going in to learn
2:50 AI in every room, and the pressure on operators
4:21 Point tools and ambient scribes
5:36 Only a few run a mature AI program
6:57 Payers already automate denials
8:16 Why the buying decisions are happening now
9:50 The blind-spot triangle
12:26 In-house build versus vendor tools
14:33 Silent downcoding, billed one code and paid another
15:45 Contracts that pay less than they say
17:09 A scribe that ignored its rules
18:10 Coders still checking by hand
19:11 The human side of automation
20:20 Who owns the whole picture
21:51 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 US
Land 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/