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The Biggest AI Problem Is Seeing What's Possible | Lazy Leverage #133

03/11/2026
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We mention a lot of books on this show and never write them down. Fixed that. 61 books, 39 essays, 88 episodes, free: https://lazy-leverage.saganpassport.com/

Jon has heard owners say they can't use AI because their software doesn't have a good API. That's backwards! Your owner investor never hired you to upload work orders. They hired you so they always know where their maintenance request stands. Peter calls this the biggest problem with AI: owners can't SEE what's possible, because they know exactly how the work gets done today. Expertise blinds you.

In this one: the luxury resort that runs everything over WhatsApp (so why do your owners still get a portal login?), the email every recruiter sends telling you to raise your budget, and what Sagan sends instead: three candidates below, at and above it. Peter's case: a good marketing agency will help you more with AI than a developer will. Jon is pessimistic anyway: you've got an $11,000-a-month SBA loan and an office manager who almost quit last time you rolled something out. Plus Jevons paradox, every email Sagan has ever received sorted with Jev for maybe six bucks, and yes, whether AI takes everyone's job.

Chapters: 00:00 - Intro 00:39 - Welcome to Lazy Leverage 01:47 - Last Week: Justin Roff-Marsh's "Pick One" and the F1 Pit Crew 07:40 - AI's Biggest Problem: Seeing What's Possible 09:34 - Sears in 1997: Email Isn't a Faster Catalog 12:05 - Expertise Blinds You (and the Sagan Budget Email) 15:16 - Hiring Global Talent With Sagan Passport 16:32 - Start From the Job to Be Done 19:19 - Paving Cow Paths: The Task Map Is a Trap 22:24 - Your Customers Don't Want a Portal 26:03 - Why Marketers Are Better AI Guides Than Developers 28:58 - Why Jon Is Pessimistic About AI Rollouts 35:40 - How Fast Will AI Hit Offline Businesses 40:12 - Jevons Paradox: Cheaper Means More Demand 43:15 - Will AI Take Everyone's Job 52:05 - Closing

 

References Mentioned in This Episode -

 

Books: Seiffer, J. (2023). Output thinking: Scale faster, manage better, transform your company. https://www.amazon.com/Output-Thinking-Faster-Transform-Company/dp/1930417004 Miller, D. (2017). Building a StoryBrand: Clarify your message so customers will listen. HarperCollins Leadership. https://www.amazon.com/Building-StoryBrand-Clarify-Message-Customers/dp/0718033329 Herold, C. (2018). Vivid vision: A remarkable tool for aligning your business around a shared vision of the future. Lioncrest Publishing. https://www.amazon.com/Vivid-Vision-Remarkable-Aligning-Business/dp/1544508123 Jevons, W. S. (1865). The coal question. Macmillan.

 

People & Frameworks Cited: Justin Roff-Marsh, Ballistix: https://justinroffmarsh.substack.com/ Kevin Henderson, SMB Law Group: https://www.smblaw.group/ Jobs to Be Done (Clayton Christensen): https://www.christenseninstitute.org/theory/jobs-to-be-done/ Jevons paradox: https://en.wikipedia.org/wiki/Jevons_paradox Porter's five forces: https://en.wikipedia.org/wiki/Porter%27s_five_forces_analysis

 

Related Reading: Hammer, M. (1990). Reengineering work: Don't automate, obliterate. Harvard Business Review, 68(4), 104-112. https://hbr.org/1990/07/reengineering-work-dont-automate-obliterate David, P. A. (1990). The dynamo and the computer: An historical perspective on the modern productivity paradox. American Economic Review, 80(2), 355-361.

 

Tools Mentioned: Claude: https://claude.ai/ AppFolio: https://www.appfolio.com/ Buildium: https://www.buildium.com/ WhatsApp: https://www.whatsapp.com/ Jev by TypeSafe AI: https://typesafe.ai/

 

Follow Jon: https://www.linkedin.com/in/jonmatzner/ | https://x.com/MatznerJon | https://jonmatzner.com/ Follow Peter: https://www.linkedin.com/in/pslohmann/ | https://x.com/pslohmann | https://www.peterlohmann.com/

 

🌎 Jon built Sagan to bring Lazy Leverage to business owners, and Peter's businesses use it: https://saganpassport.com

Let's identify where global talent and AI can increase your output and cut overhead. Book a free 30-minute call: https://www.saganpassport.com/free-consultation

 

👷 Join Crane, Peter's community for property management operators: https://www.joincrane.co/

 

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