08/22/2026
One bad midterm at Berkeley felt like a much bigger failure to Akhil Sachdev than it actually was.
Then he woke up the next morning and something clicked.
That realization would eventually influence how he thought about failure, success, entrepreneurship, and the risks he was willing to take while building Docura Health.
But that’s only a small part of his story.
🎙️ Watch the full Episode #015 of LiveLEADLegacy on YouTube:
👉🏾 [https://youtu.be/nSVhf4okhBc?si=KECRR-GkUEqJ7hW3]
“AI Is Changing Workers’ Comp: Akhil Sachdev on Claims, Healthcare & the Future of Work”
In the full conversation, Akhil and I get into:
• Why chasing the “right” version of success didn’t give him what he expected
• The startup that failed before Docura Health
• Why he walked toward entrepreneurship instead of the safer path
• How AI agents could reshape healthcare, insurance, and workers’ compensation
• Why experienced professionals may become even more valuable as AI advances
• The leadership lessons he’s learning while building a company in a rapidly changing market
There’s a much bigger leadership story here than AI alone. Sometimes the moment that feels like failure is actually where your direction starts to change.
Watch this short clip, then hit the link above for the full conversation.
And I’d love to hear from you:
What setback felt enormous when it happened, but looks completely different to you today?
