Tooey Courtemanche has been the CEO of Procore for over two decades, bringing the company from $0 to over $1B ARR and a $11B+ valuation today. In my latest episode, we explore how Tooey built the #1 Construction Management Software company, including his strategies for maintaining a talented team, his mindsets for tough times, lessons from mentors like Satya Nadella, Tooey’s advice for founders, and much more.

(00:00) Intro

(01:22) Valuation and Investor Relationships: A Founder's Perspective

(04:57) Procore Explained: Revolutionizing Construction Management

(06:07) The Early Struggles and Breakthroughs of Procore

(06:40) Surviving the Global Financial Crisis and Pivoting to Success

(17:53) Cultural Shifts and the Importance of Hiring Right

(31:26) The Power of Being a Platform: Procore's Technical Edge

(33:42) The Unconventional Path to Success

(34:19) Navigating Early Business Challenges

(35:31) The Power of Partnership and Mentorship

(36:14) Securing Investment and Scaling the Business

(38:12) Leadership and Organizational Growth

(41:40) Evolving with the Business: A Founder's Journey

(45:43) Maintaining Employee Engagement and Motivation

(49:07) Strategic Capital Allocation and Product Innovation

(53:53) Expanding Internationally: Lessons and Strategies

(56:14) Decision-Making and Leadership Style

(58:03) Balancing Growth and Profitability

(01:01:30) Advice for Aspiring Entrepreneurs

(01:05:37) Rethinking Education and Career Paths

(01:11:56) Reflecting on Societal Transformation

(01:13:11) From Encyclopedias to AI

(01:13:56) AI's Impact on the Construction Industry

(01:17:13) Personal Journey: From Carpentry to Tech Entrepreneur

(01:19:45) The Genesis of Procore: Merging Construction and Technology

(01:26:11) Mentoring Entrepreneurs

(01:31:47) The Therapeutic World of Lego Building

(01:38:16) Lessons from Lego

Executive Producer: Rashad Assir

Producer: Leah Clapper

Mixing and editing: Sam Dewees and JR Bohannon

Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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About the Show

Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.