Figure It Out: Derrick Girard on Self-Awareness, Lawsuits, and Building a Tech Company That Sold

Figure It Out: Derrick Girard on Self-Awareness, Lawsuits, and Building a Tech Company That Sold

09 Mar, 2026

Episode Link

https://entrepreneurconundrum.com/derrickgirard

Guest

Derrick Girard is a former Air Force veteran, tech founder, and author. After years in the financial services industry, he built a tech company to solve an industry-wide problem—then sold it six and a half years later. Today he speaks and consults with entrepreneurs and organizations on applying the Figure It Out mindset to real-world challenges.

Key discussion themes

  • What “figure it out” really means—and how people usually use it
  • The moment a problem becomes fully yours to solve
  • Why self-awareness is harder (and more useful) than self-confidence
  • The hidden cost of handling hard seasons alone
  • How excuses show up in business, careers, and leadership
  • The confidence vs. arrogance line—and how questions keep you grounded
  • A simple lesson for students and founders: excuses aren’t solutions

Listener takeaway

When things get hard, the answer isn’t more motivation. It’s ownership, honesty, and the willingness to stay in the problem long enough to find the next step.

Guest website

www.derrickgirard.com

Guest social links

Facebook: https://www.facebook.com/derrickgirardauthor
Instagram: https://www.instagram.com/author.derrickgirard/
LinkedIn: https://www.linkedin.com/in/derrickgirard/

CTA

If you’ve been stuck at the “now what?” point, this episode will help you reset how you approach problems—and what you expect from yourself when it’s your turn to solve them.

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Virginia Purnell

Virginia lives in Northern Alberta on a small farm with her husband and three children. Virginia is a master funnel builder having been certified as an FG Society Master Marketer, Funnelytics, and ClickFunnels Certified Partner. She uses that knowledge to help businesses with their online presence, visibility, and sales.