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Scott Stevenson on the TechTO stage

Scott Stevenson

Co-founder & CEO, Spellbook

Legal AISt. John'sOn TechTO stages since 2024

Scott Stevenson is co-founder and CEO of Spellbook, the legal AI company that put contract drafting and review inside Microsoft Word. An engineer by training, he spent four years launching over 100 landing pages under the earlier name Rally before Spellbook found product-market fit in 2022. The company is dual-headquartered in St. John's and Toronto.

On the TechTO stage ×2

First seen on the TechTO stage in 2024. Every talk is searchable — ask the archive about Scott

In their words

We held on to this idea that product market fit should feel like your customer ripping the product out of your hands faster than you can keep up with. Your servers should be on fire, your salespeople should be so busy that you have too many meetings on the calendar — and we really held off on scaling until we did that.

TechTO, Mar 2024 · watch at 3:14

There was 8,000 years between the invention of the axe and the invention of the chainsaw. If you sharpen that axe and you master that axe, it would pay you dividends for 8,000 years. The problem now is that AI technology is being developed so fast that you cannot master something before the next better thing comes out — the chainsaw is going to be invented tomorrow.

TechTO, Mar 2024 · watch at 8:16

Don't give up. That is the number one lesson. Our whole story was just trying a lot of things until it worked. We launched a hundred landing pages until we found product market fit. In our seed round we pitched 80 investors until we got one investor to say yes. When I went to find a co-founder, I messaged a hundred lawyers on LinkedIn. So our whole story is just one of brute force and not giving up.

TechTO Founder Journey, Dec 2025 · watch at 56:11
A few quotes can’t cover everything Scott said on the TechTO stage. 1,600+ talks are searchable.Ask about Scott

More from TechTO ×5

Around the web ×3

Quick answers

What is Scott Stevenson known for?

Co-founding and running Spellbook, one of the first generative AI copilots built for lawyers, launched in 2022 before ChatGPT. It reviews and drafts contracts inside Microsoft Word and is used by roughly 5,000 customers.

How did Spellbook start?

It began as Rally and spent four to five years pivoting — through blockchain smart contracts, templates and law-firm sales — launching over 100 landing pages before Spellbook worked. Stevenson found his lawyer co-founder by cold-messaging about 100 lawyers on LinkedIn.

How many times has Scott Stevenson spoken at TechTO?

Twice: a March 2024 presentation on the story behind Spellbook, and a Founder Journey episode in December 2025.

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Maintained by TechTO · facts sourced and dated · last reviewed Jul 16, 2026