Sierra

San Francisco, CA

Sierra builds AI assistants for customer service, founded by Bret Taylor (former Salesforce Co-CEO) and Clay Bavor (Google veteran). The company explicitly positions itself as the best technology company for parents, with family-focused benefits and personalized stipends. The culture is in-person-first and engineering-intense—reviewers warn it's not a relaxed 9-to-5 job and demands serious commitment. It's a small, high-performing team at an important inflection point for applied AI.

see the full file on Sierra

Documented benefits (12)

Birthing-parent leave	offered
Fertility support	yes
Countries with offices	US, UK, Singapore, Japan, France, Spain
401(k) match	offered
Dental	yes
Vision	yes
Disability	yes
Life insurance	yes
Office policy	In-person-first: headquartered in San Francisco and spends most of its time collaborating in person, but trusts employees to work from home when life or focus demands it.
Unlimited PTO	yes
Offices	San Francisco, New York, Atlanta, London, Singapore, Tokyo
Food	lunch

Notable perks

"Personalized perks": an annual stipend you spend however helps your work life, e.g. a new monitor, childcare, or a phone plan, instead of a fixed gym membership
Family-first benefits, with an explicit goal of being "the best technology company for parents"
In-person-first culture: the team spends most of its time collaborating side by side out of the SF headquarters

Every claim above is sourced and dated. See sources on the full page.

Work at Sierra and something here is wrong or out of date? Tell us at hello@perks.global and we will check it.