The Canadian AI Index

Founders / Daniel Di Maria

Daniel Di Maria

Daniel Di Maria is the co-founder and CRO of Spellbook, a legal AI company based in Toronto. Daniel Di Maria co-founded Spellbook with Scott Stevenson and Matt Mayers. Spellbook had raised C$113.3M across 6 rounds as of November 2026, most recently a US$50M Series B in October 2025 led by Khosla Ventures. The Canadian AI Newsletter last covered Spellbook in November 2026.

Co-founder/CRO of Spellbook.

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Spellbook

Legal AI contract drafting; rollup strategy, ~$100M ARR.

Role
Co-founder/CRO
HQ
Toronto, ON
Founded
2018
Status
Active
Disclosed raised
C$113.3M
Latest round
Venture Debt, Mar 2026
Website
spellbook.com

Co-founders: Scott Stevenson, Matt Mayers

Investors: Khosla Ventures, Inovia Capital, Moxxie Ventures, Atlantic Canada Opportunities Agency (ACOA), Government of Newfoundland and Labrador, Threshold Ventures, Bling Capital, Path Ventures, and 7 more

In the newsletter

Founders are listed as named in primary coverage of their companies. Profile links are matched to the company before they are published. To correct this page or ask for it to be removed, email the Index.

Data as of November 10, 2026.

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