232: From Accidental Web Guy to Helping the Next Generation of Founders

On this episode of AmiSights, host Ami Kassar and co-host Lynn Ozer talk with Christopher Thierry, CEO of LiquidDocs. Chris shares his path from a 21 year old web developer during the early dot com days to founder of Simple, a telecom expense management company he built and sold in August 2019. He talks candidly about missing his first fundraise, pivoting through two recessions, and the emotional toll of handing his company off to new owners. The conversation turns to what Chris is building now, including LiquidDocs and LensPlus, and why he believes AI has leveled the playing field for entrepreneurs willing to put in the work.

“When you don’t raise the money you think you’re going to raise, it forces a lot of things on you. You realize you can’t just rely on optimism — you have to go out, sell, and make the business real.”

Tune in as Chris shares how he pivoted from a missed fundraise into a bootstrapped web consulting business. He also talks about building and selling Simple, his telecom expense management company, in August 2019.

Recorded on 6/26/26