<p>When a slipped disc ends your dental career at its peak, what comes next? Randeep Singh Gill's story isn't about endings—it's about radical reinvention. </p><p>A digital dentistry enthusiast whose career was built on precision and routine, Randeep found himself confronting an identity crisis when chronic neck pain forced him away from practice. But here's where it gets interesting: instead of retreating, he pivoted into the very thing he'd always loved but never pursued: technology. </p><p>Now he's building Dental CFO, an AI-powered platform designed to give practice owners something he believes they desperately lack: clarity. From workaholic associate to tech founder, Randeep's journey exposes the fragility of our professional identities and the transferable skills we don't realise we possess until we're forced to use them.</p><p><br></p><p><strong>In This Episode</strong></p><p>00:04:10 - Why dentistry over computing</p><p>00:05:25 - Left hand, right hand</p><p>00:10:15 - Six-day weeks and holiday guilt</p><p>00:14:30 - When cutting down actually earned more</p><p>00:20:40 - Identity crisis and the grief of leaving</p><p>00:26:05 - Teaching himself AI and entrepreneurship</p><p>00:32:30 - The six-month online course</p><p>00:38:15 - Finding your niche: Cerec crowns and clarity</p><p>00:39:05 - Building Dental CFO for real-time intelligence</p><p>00:42:45 - Financial clarity as obsession</p><p>00:47:25 - LinkedIn and hundreds of conversations</p><p>01:03:30 - Blackbox thinking</p><p>01:13:30 - Mistakes in tech: ego and uncertainty</p><p>01:17:05 - Squad models and developer dynamics</p><p>01:20:10 - Missing the people and the routine</p><p>01:26:55 - AI anxiety and raising kids offline</p><p>01:29:40 - Competition nightmares in tech</p><p>01:35:00 - Fantasy dinner party</p><p>01:37:30 - Last days and legacy</p><p><br></p><p><strong>About Randeep Singh Gill</strong></p><p>Randeep qualified from King's College London in 2009 and spent over a decade as an associate, including 11.5 years at the same practice where he developed a passion for digital dentistry and same-day Cerec crowns. When a cervical disc injury cut his clinical career short, he retrained in AI and entrepreneurship, founding Dental CFO—a platform designed to give dental practice owners real-time financial intelligence and clarity.</p>