Businessing with Pat Miller

Claude just dropped Claude for Small Business...native connectors to QuickBooks, PayPal, HubSpot, Canva, DocuSign, Google Workspace, and a stack of other tools you're already paying for. Translation: you can stop hunting and pecking through QuickBooks and just ask, "Hey, did that client pay?"

Pat unpacks what the announcement actually means for owners before driving down to Chicago to meet the Claude team in person. Plus a serious moment about entrepreneur mental health, the next wave of AI security risks coming for all of us, and an Idea Slam question you're going to face soon...a client just asked for a discount because you use AI. Pat's answer might change how you talk to every client going forward. Solving small business problems so you can be more profitable, with less stress, and run a modern small business.

In this episode: 00:00 — Welcome and the Chicago road trip ahead 01:00 — Positivity and Gratitude (owner energy vs. operator energy) 04:00 — Distraction of the Day and your number one task 06:00 — Trump in China with the tech CEOs 07:30 — World Cup final halftime show...Madonna, Shakira, BTS 09:00 — A serious talk about entrepreneur mental health 13:00 — AI Story of the Day: Claude for Small Business drops 17:00 — AI Story #2: The coming vulnerability storm 19:00 — Sponsor: Money Masters Bookkeeping with Barbara Fausett 21:00 — Idea Slam: My client wants a discount because I use AI 26:00 — Sponsor: Crown Room Live with Elzie Flenard 27:30 — SBOC Conference update (VIP tickets going fast) 29:00 — New idea: The Idea Slam-a-thon Resources mentioned: - Claude for Small Business (Anthropic announcement) -

Money Masters Bookkeeping with Barbara Fausett: https://moneymasters4biz.com -

Crown Room Live with Elzie Flenard: https://crownroomlive.com -

The Daily Crown (7-day free trial): https://joindailycrown.com -

SBOC Conference, September 15-17 in Milwaukee - Mike Michalowicz, author of Profit First (Conference keynote) - live.smallbusinesscommunity.com (check in during the show)

🎙️ Watch on YouTube: https://www.youtube.com/@PatMillerFridaysOff?sub_confirmation=1 '

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

🌐 Listen anywhere: https://businessing.captivate.fm/listen

📬 Fridays Off Newsletter: https://fridaysoffnewsletter.com

👥 Small Business Owners Community: https://smallbusinesscommunity.com

#SmallBusiness #Entrepreneurship #PatMiller #ClaudeForSmallBusiness #AIForSmallBusiness #IdeaSlam

No one's coming to save you. That's a bad thing. But no one's coming to stop you either, and that's a great thing.

Wednesday's show is built around the most overlooked profit lever in your business: your P&L. Barbara Fausett from Money Masters Bookkeeping sits down with Pat to break down the five sections of a profit and loss statement, why most owners only read two of them, and what kind of decisions become obvious once you read all five. Plus: five ways to give yourself a raise this week, an AI story that should change how you think about hiring in your business, and an Idea Slam answer that fixes the "I can't describe what I do in one sentence" problem.

In this episode:

00:00 — Show open, sponsors, check-ins

02:30 — Positivity: SBOC 26 tickets are LIVE

04:00 — Gratitude: 5 ways to give yourself a raise

09:00 — Distraction of the day: performative "bettering"

11:00 — Barbara Fausett on the 5 parts of your P&L

23:00 — News: CPI hits 3.8% (hottest since May 2023)

24:30 — Stuff you should know: your brain works under anesthesia

27:00 — AI story: 76% of companies now have a Chief AI Officer

31:00 — Sponsor spotlight: Crown Room Live with Elzie Flenard

32:30 — Idea Slam: nobody cares about your how

36:00 — SBOC 26 Conference tickets on sale

Resources mentioned:

- Money Masters Bookkeeping — https://moneymasters4biz.com

- Crown Room Live with Elzie Flenard — https://crownroomlive.com

- SBOC 26 Conference (September 15-17, Brookfield, WI, with keynote Mike Michalowicz) — https://smallbusinesscommunity.com

- Live check-in for the show — https://live.smallbusinesscommunity.com

🎙️ Watch on YouTube: https://www.youtube.com/@PatMillerFridaysOff?sub_confirmation=1

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

🌐 Listen anywhere: https://businessing.captivate.fm/listen

📬 Fridays Off Newsletter: https://fridaysoffnewsletter.com

👥 Small Business Owners Community: https://smallbusinesscommunity.com

#SmallBusiness #Entrepreneurship #PatMiller #ProfitAndLoss #Bookkeeping #SmallBusinessFinance

No money does not mean no value. If you've ever been asked to speak for free and wondered if it's worth your time, Pat lays out five concrete ways to make a "free" gig actually work for you...the kind of value that builds your speaking business faster than a one-time check ever could.

This is your daily prep for being a small business owner who actually wins. Pat also unpacks why 38,000 layoffs in the first ten days of May might actually grow the economy (controversial, but stick with him), runs through the news that matters for owners (Iran rejecting the peace deal, Trump headed to Xi, Putin offering to meet Zelensky), and celebrates the SBOC community members who snapped up their conference tickets this morning. Public tickets drop Wednesday.

In this episode:

00:00 — Welcome and check in on the live map

02:00 — Positivity and Gratitude

06:00 — Distraction of the day (Madison, Milwaukee, and Claude training in Chicago)

10:30 — Your number one task

12:30 — News: Iran rejects the peace deal

14:00 — News: Trump heads to China for the Xi summit

15:30 — News: Putin offers to meet Zelensky

17:00 — Money Masters Bookkeeping

19:30 — AI Story: 38,000 jobs cut and how AI grows the economy

27:30 — Crown Room Live

30:00 — Idea Slam: 5 ways to make speaking for free work for you

40:00 — SBOC Conference ticket shoutout

42:00 — The new SBOC Conference commercial debut

Resources mentioned:

- Money Masters Bookkeeping: https://moneymasters4biz.com

- Crown Room Live with Elzie Flenard: https://crownroomlive.com

- The Daily Crown (free 7-day trial): https://joindailycrown.com

- SBOC Conference (September 15-17, Brookfield, WI): https://smallbusinesscommunity.com

🎙️ Watch on YouTube: https://www.youtube.com/@PatMillerFridaysOff?sub_confirmation=1

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

🌐 Listen anywhere: https://businessing.captivate.fm/listen

📬 Fridays Off Newsletter: https://fridaysoffnewsletter.com

👥 Small Business Owners Community: https://smallbusinesscommunity.com

#SmallBusiness #Entrepreneurship #PatMiller #PublicSpeaking #AI #SBOC

Other people's opinions are not instructions. Especially the ones from people who don't pay you green American dollars.

Today on Businessing, Pat unpacks the AI story trifecta: ChatGPT's leaner GPT-5.5 Instant base model, Anthropic's SpaceX compute deal that doubles Claude's usage windows and removes peak-hour throttling, and a researcher's fake eye disease that fooled ChatGPT, Gemini, and Copilot into telling people to see a doctor. He runs an Idea Slam on the Monday-pumped, Wednesday-overwhelmed cycle, breaks down a 189,000 weekly jobless claims number (lowest since 1969) and what it means if you're hiring part-time help, and unveils the final SBOC '26 reveal: the VIP program with a one-hour Ask Me Anything with Mike Michalowicz and a three-hour Friday session with Matt Mundt of Hug Sleep, who turned a $25,000 investment into $30M+ in lifetime revenue.

Tickets go on sale Monday May 11 for community members, Tuesday May 12 for waitlist, and Wednesday May 13 for the public. There are 115 seats and 275+ owners standing by. Get on the waitlist now.

In this episode: 00:00 — Welcome and check-in 02:30 — Positivity, Gratitude, and the Distraction of the Day 09:00 — Stuff You Need to Know: Iran, jobless claims, and a Mother's Day PSA 14:00 — AI Story of the Day: GPT-5.5 Instant, Claude's SpaceX deal, and a fake eye disease that fooled three AIs 22:00 — Money Masters Bookkeeping 24:00 — Idea Slam: How to stop the Monday-pumped, Wednesday-overwhelmed cycle 31:00 — G2 Insurance Services 33:00 — SBOC '26 final reveal: the VIP program with Mike Michalowicz and Matt Mundt of Hug Sleep 41:00 — Wrap-up

Resources mentioned:

• Mike Michalowicz (Profit First, Fix This Next) — SBOC '26 keynote
• Matt Mundt — Hug Sleep (Shark Tank, $30M+ in lifetime revenue)
• Money Masters Bookkeeping — moneymasters4biz.com
• G2 Insurance Services — g2insuranceservices.com
• SBOC '26 Conference Waitlist
• Live show map — live.smallbusinesscommunity.com

🎙️ Watch on YouTube: https://www.youtube.com/@PatMillerFridaysOff?sub_confirmation=1 🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109 🌐 Listen anywhere: https://businessing.captivate.fm/listen 📬 Fridays Off Newsletter: https://fridaysoffnewsletter.com 👥 Small Business Owners Community: https://smallbusinesscommunity.com

#SmallBusiness #Entrepreneurship #PatMiller #AIForSmallBusiness #SBOC26

Your client expects answers after 10 PM because you've given them answers after 10 PM. Sorry, but it's true.

In today's Idea Slam, Pat tackles the after-hours client texting trap and gives the most permission-giving advice you'll hear all week: take your email off your phone. He also reveals his favorite part of the SBOC '26 conference (it's back, it involves steak and champagne), demos Gemini's new in-document editing inside Google Docs, and breaks down why Microsoft just put Claude and ChatGPT in the same room inside Copilot.

In this episode:

00:00 - Open + Positivity, Gratitude, and the #1 Task

12:30 - News: Middle East peace plan, microplastics, and a science story that might save your blood vessels

20:00 - Sponsor: Money Masters Bookkeeping

22:00 - AI Story: Microsoft adds Claude to Copilot alongside ChatGPT

26:00 - Demo: Gemini editing live inside Google Docs and Sheets

35:00 - Idea Slam: The client who texts at 10 PM and what to do about it

42:00 - Sponsor: G2 Insurance

45:00 - SBOC '26: The Celebration Dinner is back (presented by Paul's Jewelers)

Resources mentioned:

- Money Masters Bookkeeping: moneymasters4biz.com

- G2 Insurance: g2insuranceservices.com

- Paul's Jewelers (presenting sponsor of the SBOC '26 Celebration Dinner)

- SBOC '26 Conference: tickets on sale to the public Wednesday, May 13

- Live show check-in map: live.smallbusinesscommunity.com

Watch on YouTube: https://www.youtube.com/@PatMillerFridaysOff?sub_confirmation=1

Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

Listen anywhere: https://businessing.captivate.fm/listen

Fridays Off Newsletter: https://fridaysoffnewsletter.com

Small Business Owners Community: https://smallbusinesscommunity.com

#SmallBusiness #Entrepreneurship #PatMiller #Boundaries #AITools #SBOC

"You may nail the numbers at work, but if you don't nail the numbers at home, your home will leech off the business and both will be compromised." That's Mike Michalowicz on what cracked open his new book.

Mike, author of Profit First and The Money Habit, joins Pat to preview his keynote for the SBOC 2026 Conference. The conversation goes deep on the difference between financial freedom and financial independence, why "be more disciplined" advice never works, and the behavioral move Mike calls channeling who you already are. Pat also covers the latest out of Iran, the Mayo Clinic AI breakthrough on pancreatic cancer, the rumored Claude "Orbit" agent, and the SBOC Awards returning for a third year with Precious L. Williams as emcee.

In this episode:

00:00 - Welcome and the daily ritual: positivity, gratitude, distraction, one task

06:30 - Mike Michalowicz joins the show

08:30 - Becoming Self-Made: Mike's new podcast

10:30 - How Tommy Mello and 900 garage door techs sparked The Money Habit

13:30 - Financial freedom vs. financial independence

17:00 - Why Pat booked Mike for SBOC 26

19:30 - Channel who you already are: the sneaker-on-the-toilet-seat story

23:00 - Your bank is your #1 financial app

26:00 - DUMBO: how Mike builds his contrarian frameworks

29:00 - When did Profit First become a hit?

33:00 - SBOC 26 conference dates and ticket release schedule

36:30 - Sponsor: Money Masters Bookkeeping

38:00 - Iran update and Trump's 35% approval rating

41:00 - Mayo Clinic AI catches pancreatic cancer up to three years early

42:30 - AI story of the day: Claude "Orbit" and the great employee

46:30 - Sponsor: G2 Insurance

48:00 - SBOC Awards return for year three with Precious L. Williams

51:30 - Star Wars rumor: Disney heading back to the originals

Resources mentioned:

- The Money Habit by Mike Michalowicz

- Profit First by Mike Michalowicz

- Becoming Self-Made (Mike's new podcast)

- Decisive by Chip and Dan Heath

- Mayo Clinic AI study on early pancreatic cancer detection

- Precious L. Williams, the Killer Pitch Master

- Money Masters Bookkeeping: https://moneymasters4biz.com

- G2 Insurance: https://g2insuranceservices.com

🎙️ Watch on YouTube: https://www.youtube.com/@PatMillerFridaysOff?sub_confirmation=1

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

🌐 Listen anywhere: https://businessing.captivate.fm/listen

📬 Fridays Off Newsletter: https://fridaysoffnewsletter.com

👥 Small Business Owners Community: https://smallbusinesscommunity.com

#SmallBusiness #Entrepreneurship #PatMiller #ProfitFirst #MikeMichalowicz #SBOC26

Solving small business problems so you can be more profitable, with less stress, and run a modern small business. It’s the last day of April, and Pat opens with the show’s new daily ritual: positivity, gratitude, the distraction of the day, and the one task you have to finish before you stand up from your desk.

Today’s distraction is performative busyness. Pat calls it a suit of armor. When somebody asks how the business is going and you say “I’m working really hard,” that’s not an answer. Nobody gets paid because they’re busy.

In the news: gas at $4.25 a gallon has crossed into cultural-tipping-point territory, and Pat shows you two ways to turn it into a promotion that cuts through. Then Big Tech Q1 earnings — Alphabet at $62.6B in profit, Meta at $26B — and the $650 billion that four companies are pouring into AI infrastructure this year. That’s more than it cost to build the entire U.S. highway system. Follow the money.

Two AI stories: 82% of small businesses are using AI, AI agents are handling 80–90% of customer inquiries, and the big tools are raising prices to $30 a month. Pat’s reframe: that’s a personnel line item, not a tech expense.

Plus: Mike Michalowicz on the show next Tuesday May 5 at 11 AM CT, Carolyn Jahnke joining the SBOC Conference for a partnerships session, ticket sales kick off May 11–13, and Stephanie Kern’s Sticker of the Month Club is officially live.

Watch: https://www.youtube.com/@BusinessingShow?sub_confirmation=1 🎧

Listen: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

Newsletter: https://fridaysoffnewsletter.com

Sponsor: https://www.genhead.com

A 110-person company just lost access to Claude. Cold cut off. And it got Pat thinking...what would happen to your business if your AI got taken away tomorrow?

This episode goes deep on the AI dependency trap most small business owners are sleepwalking into. Pat shares why building your business on someone else's software is starting to look like the late-2010s Facebook follower mistake, and what to watch as open-source models start to compete. Plus: Taco Tom from G2 Insurance on cyber coverage and the questions every owner should be asking, the new SBOC 2026 Professional Presence Workshop with Captain Cathy Trimboli and Rebekah Bryan, and the device Pat is buying to break his Twitter habit.

In this episode:

00:00 — May the 4th open and welcome

01:30 — Today's sponsor: Money Masters Bookkeeping

03:00 — Daily warm-up: positivity, gratitude, and your #1 task

07:00 — Distraction of the Day: the Brick (and Pat's Twitter problem)

12:00 — News: Iran, gas prices, and Spirit Airlines bankruptcy

15:00 — Kentucky Derby: 23-1 longshot and the first female trainer in 152 years

18:00 — SBOC 2026 Conference intro

19:00 — Guest: Taco Tom from G2 Insurance on cyber coverage

30:00 — AI Story of the Day: what if you lose access to Claude?

36:00 — Money Masters Bookkeeping spotlight

39:00 — SBOC 2026: the new Professional Presence Workshop with Captain Cathy Trimboli & Rebekah Bryan

46:00 — Stephanie Kern's Sticker of the Month Club

48:00 — Tomorrow on the show: Mike Michalowicz on The Money Habit

Resources mentioned:

- The Brick — focus device that blocks apps on your phone

- Tom Goman, G2 Insurance — business and cyber insurance

- Money Masters Bookkeeping (Barbara Faucet) — https://moneymastersforbiz.com

- Captain Cathy Trimboli — command presence workshop

- Rebekah Bryan — professional stylist, the 90/10 Rule and Red Shoe Theory

- Stephanie Kern, Vanderblooming Creative — Sticker of the Month Club

- Mike Michalowicz — The Money Habit (tomorrow's guest, 11am CT)

- Nikki at Genhead — open source AI models for small business

🎙️ Watch on YouTube: https://www.youtube.com/@PatMillerFridaysOff?sub_confirmation=1

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

🌐 Listen anywhere: https://businessing.captivate.fm/listen

📬 Fridays Off Newsletter: https://fridaysoffnewsletter.com

👥 Small Business Owners Community: https://smallbusinesscommunity.com

#SmallBusiness #Entrepreneurship #PatMiller #AIForSmallBusiness #BusinessInsurance #Productivity

Pat had a moment in the car driving home from a chamber event yesterday. He'd just spent the afternoon with a room full of business owners in Fond du Lac, and they all said the same thing he's heard for 750+ Idea Slams: I'm behind. I'm overwhelmed. I feel like I'm failing. So today, the show changes. From now on, Businessing is the daily meeting for small business owners. Every show opens with three things. One: positivity and gratitude in the chat. Two: the distraction of the day. Three: the one task that has to get done by 5pm today. Then tomorrow at 11, Pat looks into the camera with full dad energy and asks, "Did you do it?"

Sponsored by Genhead - Genhead.com

Episode: Businessing with Pat Miller — Wednesday, April 29, 2026

What we covered: Why Pat missed yesterday's show (Fond du Lac Chamber Idea Slam) The new show format: Positivity & Gratitude, Distraction of the Day, Number One Task The five faces of inaction News: UAE leaves OPEC, gas prices spike AI: OpenAI's phone vision, half the internet is bots Conference: Steve Glynn announced, tickets available

Resources

YouTube: https://www.youtube.com/@PatMillerFridaysOff

Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

Newsletter: https://fridaysoffnewsletter.com

A British marathoner just broke the 2-hour barrier. The four-minute mile of long-distance running. And every runner in the world is suddenly asking the same question: "Maybe I can too?"

Pat takes that energy and aims it at every small business owner watching.

Five questions you don't want to answer honestly:

→ How many hours of an eight-hour day are you actually working?

→ Could you make an extra thousand bucks this week if your life depended on it?

→ Could you turn what you know into a digital product for $20?

→ If Mark Cuban bought your business, would he do better than you?

→ What would you do with 20 hours a week back?

You're not going as hard as you can. Neither am I.

Plus: Why Pat is putting a recurring meeting on his calendar with Claude. DeepSeek's new V4 Pro and V4 Flash open-source AI models. The SBOC Conference 2-Hour AI Super Session announcement (tickets May 13). And Kellogg putting toys back in cereal boxes.

🎙️ Watch the show: https://www.youtube.com/@PatMillerFridaysOff?sub_confirmation=1

🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/businessing-with-pat-miller/id1870663109

📬 Fridays Off Newsletter: https://fridaysoffnewsletter.com

Want to come on the show for an Idea Slam? Reach out anytime. We brainstorm on your behalf, live, no net.

It's your dream. Don't grow it alone.®