20VC: From Construction Worker to Billionaire CEO; The 21-Year Epic Journey of Procore to an $8.6BN Company, Advice from Tobi at Shopify on Being a Great CEO & Why The Idea of "Becoming an Entrepreneur" is BS with Tooey Courtemanche

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

Tooey Courtemanche, Jr. is the Founder, CEO, President, and Chairman of the Board of Procore. He founded Procore in 2002 with a mission to connect everyone in construction on a global platform. After 13 years of business, the company had just $9.6M in revenue, 8 years after that they have over $890M in revenue. Under his leadership, Procore has grown to become a leading global provider of construction management software, connecting over 2 million users across 150+ countries. Today Procore trades on the New York Stock Exchange under the ticker PCOR. Huge thanks to Brian @ Bessemer and Will @ Iconiq for some amazing question suggestions today.

In Today's Episode with Tooey Courtemanche:

1. The Founding of a $8.5BN Company:

• How did Tooey's wife, Hilary and their house-building lead to the idea for Procore?
• What does Tooey know now that he wishes he had known when he started?
• Did Tooey always know he would be a success? What was the moment of most doubt?

2. The 13-Year Journey to $9.6M in Revenue:

• Why did it take so long to hit the $10M revenue mark? What changed in 2015?
• What is Tooey's biggest advice to founders and investors who face market timing risk?
• Why was Tooey laughed out of VC offices in 2008? What are his biggest pieces of advice to founders raising from VCs today?
• How does Tooey advise founders on the balance between vision and sticking to a mission vs realising when it is not working and giving up?

3. The Art of Great CEOship:

• What advice did Tobi @ Shopify give Tooey on being a great CEO? How did it impact his approach?
• What are the biggest differences between the reality of being a CEO and the Instagram version?
• What have been Tooey's biggest lessons on hiring? Why does hiring smart, ambitious but not humble people never work?
• Why does Tooey believe the idea of "becoming an entrepreneur" to be BS?

4. Parenting, Money and Marriage:

• Why does Tooey believe great parenting is like great CEOship?
• How does one bring up children to be ambitious and humble in a very privileged upbringing?
• What are the secrets to being there as a husband while also being a rockstar CEO?
• How does Tooey reflect on his own relationship to money and wealth today?