Ana Leyva

Go-to-market

If you want to build a ship, do not drum up people to collect wood and do not assign them tasks and work, but rather teach them to long for the endless immensity of the sea.

Antonine de Saint-Exupery

Ana specializes in go-to-market at Pear, helping our founders build high-performing sales motions. She has a rich background in enterprise sales and brings invaluable experience from companies like Vanta, ServiceTitan, and Box. Ana is also an entrepreneur, having founded and served as the CEO of the ed-tech startup, Lelu.

As a first-generation college graduate, Ana’s extremely passionate about education. She holds an AB from Princeton University in International Relations and Public Policy and an MBA and MA in Education from Stanford University.

Ana is a proud native of the Bay Area and remains deeply involved in the community, where she lives with her husband and three children.

What is your most used emoji?

🥰🚀💪

What’s your favorite book?

It’s way too hard to choose just one book! I need to break it up by categories 🙂

Business:
Shoe Dog by Phil Knight
Pour Your Heart Into It by Howard Shultz

Life:
The Obstacle is the Way by Ryan Holiday

A must read for every American:
The Warmth of Other Suns by Isabel Wilkerson

Classic:
Pride and Prejudice by Jane Austen

What career path did you want to pursue when you were a kid?

I wanted to be a singer/performer like Selena! (Anything for Selenas!! IYKYK)

What are your favorite sports teams?

I’m a Bay Area girl, so Giants, 49ers, Warriors all the way. I love women’s sports and have been a long time fan of the US women’s soccer team. I love watching all the college women’s teams during March Madness, too.

What are your hobbies outside of work?

My husband and I are fanatical pickleballers; I love crafting, experimenting and learning with my kids; Biking and hiking; and cozying up with a book.

Previous Experience

Box
ServiceTitan
Vanta
Lelu