# Casandra Espinoza Stewart

> Casandra Espinoza Stewart is the co-founder and CEO of Homeroom, which provides registration and operational software for school programs. A Stanford public policy graduate, she previously worked as an analyst at Greylock and in marketing at Delphix. Her published work covers volunteer coordination, enrichment demand, school program finances, customer operations, and practical AI use for school leaders.

- **Role:** Co-founder & CEO at Homeroom
- **Organizations:** Homeroom, Greylock, Delphix
- **Education:** BA, Public Policy, Stanford University
- **Known for:** Co-founded Homeroom with Christina Walker Rakestraw., Homeroom announced a $3.5 million seed round in June 2019 led by Forerunner Ventures., A 2020 Stanford alumni newsletter reported that Homeroom had reached schools in 26 districts and 11 states.

## Career timeline

- **2007-2011** — Studied at Stanford University.
- **Before Homeroom; exact dates unconfirmed** — Worked as an analyst at Greylock and in marketing at Delphix.
- **2019** — Led Homeroom as co-founder and CEO when it announced a $3.5 million seed round led by Forerunner Ventures.
- **2021** — Named as founder and CEO on designer Colleen Murphy’s Homeroom rebrand project.
- **2026** — Published a guide to giving AI tools school-specific context.

## Achievements

- Co-founded Homeroom with Christina Walker Rakestraw.
- Homeroom announced a $3.5 million seed round in June 2019 led by Forerunner Ventures.
- A 2020 Stanford alumni newsletter reported that Homeroom had reached schools in 26 districts and 11 states.

## Latest updates

- **2026-04** — Published “How School Leaders Can Get Better Results from AI: Start with Context” on April 3, 2026.

## Links

- Website: https://www.homeroom.com/info/author/casandra
- LinkedIn: https://www.linkedin.com/in/casandrastewart

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Profile page: https://yespress.io/casandra-espinoza-stewart
Published by YesPress — https://yespress.io
Last updated: 2026-10-09