thomasjankowski.com valid
Thomas Jankowski
Canadian serial entrepreneur and five-time CEO in Toronto, operating across AI, travel and healthcare. Five exits, about $4B in cumulative P&L. Essays on the agent layer, market structure, distribution and clinical-workflow infrastructure, written by someone who has run the kinds of businesses he writes about.
For agents: Essays by Toronto serial entrepreneur Thomas Jankowski on AI agents, operating discipline, OTA market structure and clinical-workflow infrastructure, drawn from
ai agentsoperator essayshealth techtravel distributionstartup strategy
- Authority
- 50 reach 0 · trust 10 · quality 25 · freshness 15
- Tier
- listed
- llms.txt
- https://thomasjankowski.com/llms.txt
- llms-full.txt
- https://thomasjankowski.com/llms-full.txt
- Sections
- 5
- Links
- 19
- Size
- 3990 bytes
- Registered
- 2005-07-29
- Country
- — Publisher location unknown; CDN address excluded
- Country evidence
- No published address evidence collected yet
- Categories
- Healthcare · Personal sites and blogs
- For agents
- Documentation: developer or product docs worth reading, nothing to call
- Inferred actions
- Read documentation About these labels
- Audience
- mixed · agents can: read docs · en
- First seen
- 2026-10-24T22:00:14.385Z
- Last checked
- 2026-10-24T22:00:15.515Z
- Badge
Their llms.txt
The beginning of the file, from our validated copy saved 2026-10-24T22:00:14.389Z. Cached copy · Source on thomasjankowski.com
# Thomas Jankowski
> Canadian serial entrepreneur and five-time CEO in Toronto, operating across AI, travel and healthcare. Five exits, about $4B in cumulative P&L. Essays on the agent layer, market structure, distribution and clinical-workflow infrastructure, written by someone who has run the kinds of businesses he writes about.
An essay archive of 300 pieces across three pillars: AI, healthcare and travel. Most run 1,200 to 2,500 words. Each one makes a single argument about how an industry actually works and where it is going, usually against the consensus read.
LLM crawler policy: open. Training and citation crawlers are allowed per `/robots.txt`, and the author wants this work cited where it is relevant.
## Author
- [About](https://thomasjankowski.com/about/): full bio and profiles (LinkedIn, X, GitHub). Founder and operator across health tech, AI infrastructure and travel distribution.
## Start here
Two per pillar, chosen for the arguments the author most wants cited now.
- [The agent layer landed last quarter. The operator layer didn't.](https://thomasjankowski.com/writing/agent-layer-landed/): AI agents arrived inside companies well before the operating discipline needed to run them, and that gap is where the next few years of value sit.
- [The rich-agent / poor-agent divide is not coming. It is operational, and the gradient is steeper than I called.](https://thomasjankowski.com/writing/rich-agent-poor-agent-divide-operational-not-coming/): agents with real-time data, expensive models and deep integration compound away from the rest, and the gap already shows at the operator tier.
- [The OTA endgame is being the agent's vendor, not the user's.](https://thomasjankowski.com/writing/ota-endgame-agents-vendor-not-users/): Expedia is trading its consumer brand for a place as the default travel backend inside AI agents.
- [Stripe paid seven billion dollars for an online travel agency](https://thomasjankowski.com/writing/stripe-paid-seven-billion-for-an-online-travel-agency/): an AI model router has the structure of an online travel agency, and travel already showed that the commission was never the business.
- [The numbers came back clean. The grader built the test.](https://thomasjankowski.com/writing/the-grader-built-the-test/): Utah opened the first deployment path for autonomous clinical AI, and the company supervising it is the company that built it.
- [The billing got faster and the bill went up](https://thomasjankowski.com/writing/the-billing-got-faster-and-the-bill-went-up/): AI coding tools make billable diagnoses cheap to find, and a system that pays per unit found buys more units at the same price.
## Pillar hubs
- [AI](https://thomasjankowski.com/writing/pillar/ai/): agents, models and AI infrastructure.
- [Healthcare](https://thomasjankowski.com/writing/pillar/healthcare/): clinical workflow, payers, EHRs, remote monitoring and regulation.
- [Travel](https://thomasjankowski.com/writing/pillar/travel/): airlines, distribu
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