Inside Canada’s Fastest Growing AI Company | Spellbook, Scott Stevenson
The Peel with Turner Novak
Turner Novak
4.6 • 11 Ratings
🗓️ 12 March 2026
⏱️ 96 minutes
🧾️ Download transcript
Summary
Scott Stevenson is the Co-founder and CEO of Spellbook.
Spellbook is an AI copilot for contract review and drafting, essentially “Cursor for lawyers.” They have 4,000 customers in 80 countries, and to my knowledge is the fastest growing AI company in Canada, and the largest company in the world built on a Microsoft Word plugin.
Scott has been building in legal AI longer than almost anyone. We talk about why legal software was essentially untouched before LLM’s, why the market is so hot right now, if it’s sustainable, and how Spellbook navigates product differentiation compared to horizontal AI products like ChatGPT.
We talk about why fine-tuning your own models was one of the biggest mistakes early AI companies made, how to build a network effect as a vertical AI product, and Spellbook’s philosophy of “Don’t sharpen your axe when the chainsaw is coming out tomorrow”.
Spellbook spent a few years finding PMF before really taking off in 2022, and Scott shares their playbook for launching over 100 product experiments in three years, how to know when to lean in, and what it’s been like scaling Spellbook post-PMF.
Thank you to Numeral and Flex for supporting this episode.
Try Numeral, the end-to-end platform for sales tax and compliance: https://www.numeral.com
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Timestamps:
(0:30) Spellbook: “Cursor for Contracts”
(3:08) Building the world’s largest Microsoft Word plugin
(14:06) Why legal software was untouched before LLMs
(18:32) $30 trillion moves through contracts annually
(20:51) Why ChatGPT won’t replace vertical tools
(25:15) Fine-tuning was the biggest mistake in AI
(30:00) Differences between pro and amateur gamers
(37:38) Top-down vs. bottoms-up in legal AI
(42:27) The long-tail of legal AI software
(47:24) Building for models that don’t exist yet
(51:20) Skating where the puck is going
(1:01:35) The legal bill that cost 50% of his bank account
(1:09:33) Testing 100 landing pages in 3 years
(1:14:06) The moment Spellbook hit PMF
(1:19:17) Building new brands for each product experiment
(1:23:10) Raising a Series B with a tweet
(1:27:41) What Scott learned from Keith Rabois
(1:31:16) Scott's favorite new AI tool
Referenced
Spellbook: https://www.spellbook.legal/
Careers at Spellbook: https://www.spellbook.legal/careers
Playing to Win by David Sirlin: https://www.amazon.com/Playing-Win-becoming-David-Sirlin/dp/1413498817
Find the Fast Moving Water by NFX: https://www.nfx.com/post/find-the-fast-moving-water
Spellbook’s case study with Replit: https://replit.com/customers/spellbook
Twin: https://twin.so/
Follow Scott
Twitter: https://x.com/scottastevenson
LinkedIn: https://www.linkedin.com/in/scottas
Blog: https://blog.scottstevenson.net/
Follow Turner
Twitter: https://twitter.com/TurnerNovak
LinkedIn: https://www.linkedin.com/in/turnernovak
Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/
Transcript
Click on a timestamp to play from that location
| 0:00.0 | Scott, welcome to the show. |
| 0:04.0 | Thanks for having me, Turner. Great to be here. |
| 0:06.0 | Yeah, I'm excited. So I heard that you are the fastest growing AI company in Canada. Is this, is this true? |
| 0:13.0 | We have been told this by a couple investors who have a very good, I would say, visibility of the Canadian market. |
| 0:22.4 | Interesting. Okay. So for people who don't know Spellwa, because I feel like not a lot of |
| 0:26.2 | people are even heard of you before. So what do you guys do? Yes, we're basically a cursor for |
| 0:31.5 | contracts. So an AI co-pilot for contract review and drafting. Yeah, we have 4,000 customers in 80 countries, and yeah, we go very deep on this problem |
| 0:44.8 | of commercial legal work. |
| 0:46.8 | So if you are building a company or, you know, hiring employees, launching a coffee shop, |
| 0:54.4 | anything you do in the world economically often is tied to a contract. |
| 0:59.3 | If it's any substantial kind of transaction. |
| 1:01.7 | So it's going to be like signing a lease, hiring someone, doing a business deal of like, |
| 1:05.9 | we'll pay you this and you'll give me this much back for your deliver this value to me |
| 1:09.5 | in terms and these products or services. |
| 1:11.6 | Yeah, exactly. |
| 1:12.6 | Yeah. |
| 1:13.6 | So we laser focus on kind of that part of, I guess, the legal market. |
| 1:17.6 | And we sell both to law firms and to in-house legal teams and in-house contract management |
| 1:23.6 | teams and so on as well. |
| 1:26.6 | And so our software will do things like, you know, catch mistakes or risks and contracts, |
| 1:32.3 | help you standardize your contracts to, say, your company's standards, help you draft more easily |
| 1:38.3 | or doing something like a venture capital financing transaction. |
... |
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