
Jonathan Leaf
Chief Revenue Officer at BILL (NYSE: BILL), leading its global go-to-market organization; previously CRO at BambooHR and senior leader at RingCentral and AWS.
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Sep 24, 2026
The Company Moving 1% of US GDP Says Your Old Playbook Is Dead | Jonathan Leaf
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Jonathan LeafGUEST
And one of the things I try to push on is we want to get to become as AI native in the work we do and let our people become as AI fluid as they possibly can, allowing individuals to understand and acknowledge and identify ways to be more efficient in their work.

Jonathan LeafGUEST
So first and foremost, I think it's important that with the right governance structure, with the right security protocols, you allow people to experience AI.

Jonathan LeafGUEST
You allow your workforce to leverage the tools that are best in class available to them and to experiment again within the sandbox, but to learn and to adopt.

Jonathan LeafGUEST
I don't know of any other way than to understand the benefit of AI than to be in it and leveraging it and using it.

James DonovanHOST
What's a specific number, moment, or firm that got a measurable outcome from anywhere in your career, not just at Bill? What is one of those milestone proudest moments that you've come across? And when I say, you know, not just a bill, maybe we kind of rewind that and say at bill, but maybe we go to two avenues because you've had a pretty, pretty cool career leading up to what you're doing at bill.