Five Questions For … Geekdom Fund Co-Founder Michael Girdley

San Antonio—Michael Girdley grew up as a self-described “techie kid,” who whiled away the hours trying to take apart his Apple II computer.

“I was always attracted to tech,” he says. That interest led him to pursue a computer science degree at Lafayette College and, eventually, land in ground zero of the Internet age in the 1990s.

Girdley says he rode the wave of the tech boom in Silicon Valley working for companies such as BEA Systems. But, eventually, Girdley says he decided to listen to a feeling that suggested climbing the corporate ladder wasn’t for him.

With proceeds from stock sales sold before the dotcom crash, Girdley and his wife traveled, and then settled in his hometown of San Antonio, where he ran his family’s fireworks company.

“Then, in terms of being true to myself, I knew I wanted to be back in the tech industry again,” he says. So, Girdley began getting involved in startup organizations, co-founding the San Antonio Angel Network and CodeUp, a San Antonio coding school. He co-founded the Geekdom Fund in 2013.

“This is still a game around possibilities,” he says. “In poker, you can be the best player in the world, and still go lose 1,000 times in a row. You can be the worst and win 1,000 times. All we can do is increase the odds the best we can.”

In this week’s “Five Questions For,” we speak to Girdley, who talks about heeding that inner voice, thinking differently, and the KPIs of joy. Here is a lightly edited transcript of our conversation.

Xconomy: What’s your blind spot?

Michael Girdley: Man there’s a lot. I think it’s really easy to solve for problems that you have and investing in companies along that path. It’s why you see so many companies get VC funding in the Bay Area that happen to have a “1-percenters really want this product”-type [mission]. Who needs a $500 juicing machine? There still is a big challenge with our industry in that there is a lot of homogeneity, not just of cultural and racial backgrounds, but also of thought as well. The VCs happen to all go to the same schools and belong to the same clubs. That’s a real challenge to be mindful of. You should think about what your background is in terms of biases and drill down to the root cause of that stuff.

I think that’s one of my strengths. I’ve taken a weird path to get into this industry. I know for sure that I’m the only tech VC that was CEO of a fireworks company.

X: What’s the worst business decision you’ve ever made, and what did you learn from it?

MG: Every time I look back on a bad decision, it’s [that] I knew the right answer and I didn’t take action fast enough.

I wasn’t a big company person—I love change, it’s one of my core values—but I got suckered into a lot of the unhealthy ideas that come along with being at a big company, to chase title and status, and you end

Author: Angela Shah

Angela Shah was formerly the editor of Xconomy Texas. She has written about startups along a wide entrepreneurial spectrum, from Silicon Valley transplants to Austin transforming a once-sleepy university town in the '90s tech boom to 20-something women defying cultural norms as they seek to build vital IT infrastructure in a war-torn Afghanistan. As a foreign correspondent based in Dubai, her work appeared in The New York Times, TIME, Newsweek/Daily Beast and Forbes Asia. Before moving overseas, Shah was a staff writer and columnist with The Dallas Morning News and the Austin American-Statesman. She has a Bachelor's of Journalism from the University of Texas at Austin, and she is a 2007 Knight-Wallace Fellow at the University of Michigan. With the launch of Xconomy Texas, she's returned to her hometown of Houston.