The Canadian Explorers
The Canadian Explorers Podcast
The Founder Who Refused to Quit | Samuel Witherspoon, ANVIL
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The Founder Who Refused to Quit | Samuel Witherspoon, ANVIL

Canadian Explorers II: From legal software to sovereign Canadian defence technology.

In Chapter Two of Canadian Explorers, I sit down with Samuel Witherspoon to discuss persistence, national security, and the decade-long path to building ANVIL.

ANVIL is an Ottawa-based, 100% Canadian-owned defence technology company. Its platform links intelligence, operations, and planning. It structures mission-critical data and enriches it with AI to support military and national-security decision-making. Sam now projects that ANVIL will reach 600–700 employees, all in Canada, within the next two years. The company is completely bootstrapped.

Last month, I spoke with Sam at CANSEC about procurement, bootstrapping, and what new founders misunderstand about defence. This conversation goes deeper into the founder's journey of how he got here.

Sam wanted to become a historian, studied engineering, graduated during the Great Recession, and then entered law. He started ANVIL under a different name to build legal records-management software. The court wanted the product but had no budget or authority to run a pilot. A later pivot captured part of the family-law market and led to an investigation and litigation with the Law Society. Eventually, the team turned toward national security.

There were many points where Sam could have quit. ANVIL exists because he stayed persistent.

“It’s hard to hit a home run if you’re not at bat.” — Samuel Witherspoon

Fortune Favours the Bold.

Topics Discussed

00:00 - Cold open

00:45 - Introduction

01:29 - What ANVIL is and its thirteen-year path

02:42 - Finding purpose in defence and national security

04:44 - Childhood: history, war films, and engineering

09:18 - Entrepreneurship and Sam’s grandfather

13:49 - Graduating into the Great Recession and choosing law

17:49 - The Federal Court and first exposure to national security

19:40 - ANVIL’s first product

21:19 - The Law Society investigation and pivot

24:13 - Persistence and entering defence through services

26:02 - Escaping the services-to-product trap

29:36 - Early product contracts with PHAC and DND

31:41 - US SOCOM and operational deployment

33:01 - What Canada underestimates about itself

36:02 - Ottawa’s GovTech opportunity

38:33 - Canada’s inferiority complex

39:02 - Cities, housing, transit, and attracting talent

43:59 - ANVIL’s next chapter

45:40 - Projecting 600–700 Canadian employees

46:18 - Pray for peace, plan for war

47:43 - Resilience and taking another swing

30 Startups for a Sovereign Canada | Canadian30

30 Startups for a Sovereign Canada | Canadian30

Canada is recognizing the need for national sovereignty through hundreds of billions of dollars in generational investments, such as the Defence Industrial Strategy, the Canada Strong Fund, and its new National Artificial Intelligence Strategy. According to The Canadian Shield Institute, Canada's defence spending is projected to increase

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