Skip to main content
Jonathan Leaf

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.

Sep 24, 2026

11:57
All right, let's get back to this week's episode.
12:02
Yeah, I'll start first with the workforce.
12:05
We all have workforces that make up our companies.
12:09
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.
12:29
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.
12:38
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.
12:48
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.
16:49
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.

We value your privacy

We use cookies to understand how you use our platform and to improve your experience. Click “Accept All” to consent, or “Decline non-essential” to opt out of non-essential cookies. Read our Privacy Policy.