Law of Code

Grant Vingoe is the CEO of the Ontario Securities Commission, Canada's largest securities regulator.
Grant explains Canada's approach to crypto and why he sees a careful, incremental approach as a strength.
Law of Code is presented by Altitude, visit https://altitude.xyz/law to learn why.
Timestamps:
0:00 Intro
0:55 From 30 years in New York to running the OSC
5:49 How the CSA and Canada's provincial regulators fit together
9:01 The crypto contract
12:34 Grant's first exposure to crypto
16:09 The gamification of financial markets and prediction markets
21:22 Making crypto safer for Canadians, from ETFs onward
26:30 Stablecoins
29:52 The Stablecoin Act and federal regulators
35:02 The $30,000 purchase limit
38:18 How industry can better engage regulators
45:02 Canada's brain drain question
50:34 Modernizing the regulation of public companies
54:17 Permissionless finance
1:01:13 Accredited investor rules
Thank you to our other sponsors:
McCarthy Tétrault LLP, with which I am co-hosting a Crypto in Canada event on August 12, 2026 in Toronto: https://luma.com/89qnrnah
Osler, Hoskin & Harcourt LLP: https://www.osler.com/en/expertise/services/digital-assets-and-blockchain/
Cahill Gordon & Reindel LLP: https://www.cahill.com/practices/litigation-digital-assets-and-emerging-technology
Solana Policy Institute: https://www.solanapolicyinstitute.org/
Hyperliquid Policy Center: https://hyperliquidpolicy.org/
Sign up for the free Law of Code newsletter at lawofcode.fm.

How does Canada regulate crypto? This podcast answers that in less than 60 minutes.
You'll hear from Grant Vingoe, CEO of the OSC, Eric Richmond, CEO of Coinbase Canada, the Bank of Canada's Anne Butler, McCarthy's Lori Stein, Osler's Matt Burgoyne, Evan Thomas, Dr. Ryan Clements of the ASC and Blair Wiley of Wealthsimple.
Law of Code is presented by Altitude, visit ⁠https://altitude.xyz/law⁠ to learn why.
Timestamps:
0:00 Intro
2:42 Tax
4:53 AML Rules
8:06 Securities
12:00 Investment contracts
16:13 Quadriga's collapse
23:00 The Crypto Contract
34:29 World's first Bitcoin ETF
38:23 Stablecoins
46:47 Where Canada could play offense: DeFi, perps and tokenization
52:53 The speed problem
Nothing in this podcast is legal or investment advice.
Thank you to our other sponsors:
McCarthy Tétrault LLP, with which I am co-hosting a Crypto in Canada event on August 12, 2026 in Toronto: https://luma.com/89qnrnah
Osler, Hoskin & Harcourt LLP: https://www.osler.com/en/expertise/services/digital-assets-and-blockchain/
Cahill Gordon & Reindel LLP: ⁠https://www.cahill.com/practices/litigation-digital-assets-and-emerging-technology⁠
Solana Policy Institute: ⁠https://www.solanapolicyinstitute.org/⁠
Hyperliquid Policy Center: ⁠https://hyperliquidpolicy.org/⁠
Sign up for the free Law of Code newsletter at lawofcode.fm.

Kyle Poe is a former BigLaw partner and currently VP of Legal Innovation and Strategy at Legora, a legal AI startup valued at $5.6 billion.
Kyle explains why he sees a generational reordering happening in the legal profession, how firms are best institutionalizing partner knowledge as IP, and where the moat exists for lawyers as AI grows in ubiquity.
Law of Code is presented by Altitude, visit https://altitude.xyz/law to learn why.
Timestamps:
0:00 Intro
0:56 The billable hour and the incentive problem inside firms
2:36 Institutionalizing partner knowledge as firm IP
4:02 Why partner buyouts are accelerating
5:56 Why AI is different from the internet and email
9:31 How top firms are operationalizing AI
12:35 Building innovation teams from the top down
14:37 More lawyers or fewer? The future of demand
19:20 Grinders, minders and finders
22:10 What lawyers should be asking about AI
25:13 Legora's moat
Thank you to our other sponsors:
Cahill Gordon & Reindel LLP: https://www.cahill.com/practices/litigation-digital-assets-and-emerging-technology
Solana Policy Institute: https://www.solanapolicyinstitute.org/
Hyperliquid Policy Center: https://hyperliquidpolicy.org/
Sign up for the free Law of Code newsletter at lawofcode.fm.

By the end of this episode, you'll understand how lawyers are actually AI maxxing in 2026, and how you can, too.
Timestamps:
0:00 Intro
1:58 Why it's the best time to be a lawyer
3:03 Hallucinations and cognitive surrender
5:33 Quality over efficiency
8:13 Why AI upends legal work
15:20 60% of contracts filed to EDGAR have mistakes
20:04 How LLMs actually work
25:59 Zero data retention, explained
29:16 The privacy risk beyond training
39:16 How to prompt
47:03 Michael Showalter's AI-native litigation stack
55:27 Spellbook's Compare to Market Feature
1:03:10 Building a regulatory agent
1:09:50 The judgment crisis for junior lawyers
1:12:15 Cooley's AI training method
You'll hear from 10 people at the cutting edge of legal AI:
Zack Shapiro, Founder and Managing Partner at Rains LLP
Molly Abraham, General Counsel at Coinbase
Sujit Raman, Chief Legal Officer at TRM Labs
Michael Showalter, Founder of Showalter PLLC
Erich Dylus, attorney, programmer and creator of CamoText
Aaron Kelly, General Counsel and open source AI expert
David Wang, Chief Innovation Officer at Cooley
Scott Stevenson, CEO of Spellbook
Justin McCallon, CEO of StrongSuit
Samson Enzer, Partner at Cahill Gordon & Reindel

This episode is presented by Altitude, visit altitude.xyz/law to learn more about their financial operating system.
Newsletter: Stay updated on emerging tech law for free at lawofcode.fm.
Any feedback on this episode? Or how to improve the podcast? Click here: https://docs.google.com/forms/d/1QAcE1sQAKZIkma20DbyB5frgKdiK8UB6Fkb6CwaVP1I/edit
Sponsors: Thank you to the Hyperliquid Policy Center and Solana Policy Institute for supporting this podcast.
To get in touch with the Cahill team about how any issues discussed in this episode apply to your situation, email mtomsky@cahill.com.
Disclaimer: This podcast is for informational and educational purposes only and does not constitute legal or investment advice. Views expressed by guests are their own and do not necessarily reflect those of their employers. Listening to this podcast does not create an attorney-client relationship.

When should software lose free speech protections?
This podcast covers software and the First Amendment, tracing the history from Cold War export controls to recent restrictions on advanced AI models.
My goal: the internet's most comprehensive explainer on speech and code, from cryptography to cryptocurrency to AI.
In this episode, you'll hear from leading experts on the legal layer of software and free speech:
Peter Van Valkenburgh, Executive Director at Coin Center
Laz Pieper, Director of Research at Coin Center
Eugene Volokh, First Amendment scholar and Fellow at the Hoover Institution
Jane Bambauer, Brechner Eminent Scholar at the University of Florida
Preston Byrne, Managing Partner at Byrne & Storm
Sam Enzer, partner at Cahill Gordon & Reindel and co-chair of CahillNXT
By the end of this episode, I promise you'll be in the top percentile for understanding when code is protected speech, regardless of where you're starting from. (You just might need to listen twice. There's a lot here.)
This episode is presented by Altitude, visit Altitude.xyz/law to learn more about their financial operating system.
Timestamps:
0:00 Anthropic AI export controls
6:17 Introduction
9:39 Reading the First Amendment
10:38 Eugene Volokh on his First Amendment philosophy
13:42 The machine gun sculpture: speech vs function
19:24 Peter Van Valkenburgh interview
25:50 The Cold War, munitions list and Phil Zimmermann
29:57 The Bernstein case
34:53 Strict scrutiny
38:48 The Corley case
49:17 Sorrell, Stevens and where the Supreme Court is heading
53:25 Preston Byrne on the Supreme Court's AI case
57:23 Defense Distributed and 3D-printing
1:04:00 Where publication ends and professional conduct begins
1:15:20 Lowe v. SEC and the agency line
1:45:45 Compelled speech, the IRS broker rule and tobacco labels
2:04:17 Laz Pieper on Sorrell and third-party liability
2:11:29 Preston Byrne on the GRANITE Act and foreign censorship
Newsletter: Stay updated on emerging tech law for free at lawofcode.fm. https://www.lawofcode.fm/
Any feedback on this episode? Or how to improve the podcast? Click here. https://forms.gle/W4d2a5aHuLJjuNdn7
Sponsors: Thank you to the Hyperliquid Policy Center and Solana Policy Institute for supporting this podcast.
To get in touch with the Cahill team about how any issues discussed in this episode apply to your situation, email mtomsky@cahill.com. Subscribe to Cahill's free client alerts on digital assets and emerging technology at https://www.cahill.com/news/index?search=1&practice=litigation-digital-assets-and-emerging-technology.
Disclaimer: This podcast is for informational and educational purposes only and does not constitute legal or investment advice. Views expressed by guests are their own and do not necessarily reflect those of their employers. Listening to this podcast does not create an attorney-client relationship.