Skip to main content
Sandy MacDonald

Sandy MacDonald

President of the Holland College

Jun 7, 2026

21:58
In this episode, I'm interviewing Sandy McDonnell, senior director and head of legal operations at DocuSign.
22:06
The people that will be replaced are the people that aren't using AI, right? The people who are unwilling to adopt.
22:13
So for me, it's really been finding really narrow use cases, like understanding what individual people's pain points are.
22:20
Like not even necessarily like a function, like really going to an individual person kind of level and helping them see, okay, how can AI help me in me- in my job, in my day-to-day work? We have this idea of like legal as the builder, which I think is really exciting.
22:36
And it, you know, I think we went from like IT was always the, the, the builder and, and implementer of technology, and then legal ops was, and like I love when I can build out my own workflows and create my own custom extractions and, and whatever.
22:49
And now we're getting to the point where it's not even just legal ops.
22:52
Like I have folks on my le- my broader legal team who are like building their own agents, right? And I think that is so cool.
25:59
And it's like, well, if you compare that with a human, a human wouldn't be able to do that, so why are you expecting that? [laughs]

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.