OneTwo Resume

Sierra careers: 213 open roles

Platform for building customer-facing AI agents that handle service and sales conversations for businesses.

Category:
AI applications
Headquarters:
San Francisco, US
Remote roles:
25
Board last read:
Oct 29, 2026
Company site Official careers page

What Sierra is hiring for

The 213 open roles fall into 12 families; each links the matching resume guide.

Newest posting: Executive Assistant, Sales & Agent Development, Oct 27, 2026.

Open roles at Sierra

Sales · 69

Engineering · 47

Product · 41

Operations · 29

Early Career · 8

Partnerships · 5

Legal · 4

Marketing & Communications · 4

Security Programs & GRC · 3

IT · 2

Product Design · 1

Resume guides for these roles

Working at Sierra: common questions

How many open roles does Sierra have?

213 roles are open on Sierra's job board as of Oct 29, 2026, 25 of them remote. The largest groups are internships and new-grad roles (8), engineering management jobs (4), AI research jobs (1).

How do I apply to Sierra?

Each role links to Sierra's own application page on Ashby. Applications go to the company directly; OneTwo Resume does not handle them. Before you apply, open the role and use "Tailor my resume" to match your resume to that posting.

Where is Sierra hiring?

The open roles list San Francisco, CA (100), London (37), US - Remote (14), Toronto (12), Canada - Remote (9); 25 roles are remote.

What should a internship resume for Sierra include?

Start from the posting itself: the tailoring tool rewrites your resume against the exact description. For the role in general, the internship resume guide covers the skills, bullet points and summary hiring managers expect.

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