Annie Pearl
CVP & GM, Azure Experiences @ Microsoft
Leads Azure portal, mobile, and Copilot experiences at Microsoft. Former CPO at Calendly.
“Behind the scenes of Calendly’s rapid growth, covering product strategy and execution, team leadership, and product design.”
Career History
| Company | Role | Years |
|---|---|---|
| Microsoft | CVP & GM, Azure Experiences & Ecosystems | 2023-present |
| Calendly | Chief Product Officer | ~2020-2023 |
| Glassdoor | VP of Product | ~2017-2020 |
| Box | Director of Product Management | ~2014-2017 |
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Episodes (1)
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Quotable Clips
“All right, well I love this question to kick us off. We actually have a whole blog post about this if you're curious to learn more.”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“That's good. That's what we like to hear.”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“Internal job board apply, when you're in the company.”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“And then, another flavor of that is sometimes companies will have these SME programs.”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“Subject matter expert. So, you'll say, "Hey, I want to make sure we have subject matter expert in our CS team on this area of the product." And they'll partner really closely with the product manager ...”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“Yes. You could just use associate product manager and you'll see all the open jobs out there and then go apply to them.”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“And are we doing, is this really an APM program for internal folks? Is this external? Are we going to be really trying to promote this? So, I think there's a lot of ancillary activities around the act...”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“Let's see, when I joined about two years ago, I think the company was about 150 people and I think we're about 600 now. And then the product team, there were about 15 product managers and designers wh...”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“Product managers, designers, and a research team. Yeah.”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“Yeah. So, as I mentioned, we've got product managers, we have designers, we have a research team, and then product operations. And then, on my product leadership team, we have head of design, head of ...”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“And then lastly, we have a platform team who's really thinking about how do we embed Calendly into the business processes of the organizations that we support and that we provide our product into. And...”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
“That's right, that's right. Yeah, trying to sell it to, and then the persona of who's going to be using the functionality. And then, really having those teams hone and own those personas as they're de...”
Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)