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Last verified 15 Nov · updated daily
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Sycamore

Sycamore is building the trusted agent operating system for the enterprise.

15 open roles4 remote

Open roles at Sycamore, by team

15 roles · 4 teams · re-checked daily

Each team has someone who decides who gets hired. An email to them gets read; a form joins the pile.

Free to try: see the roles that fit you and who's hiring for them. No sign-up to start.

Working at Sycamore

Sycamore is building the trusted agent operating system for the enterprise.

4 of the 15 open roles are remote.

How to actually get hired at Sycamore

Why applying the normal way doesn't work

Sycamore runs an applicant tracking system (Ashby), but hiring managers still work referrals first. A cold application to Sycamore isn't dead, it's just fourth in line behind internal referrals, sourced candidates and recruiter pipelines.

Who to contact at Sycamore

We haven't verified a contact route at Sycamore yet. The decision usually sits with the hiring manager for the team that's hiring, but that's a model, not something we've confirmed. Members get verified contacts first.

What Sycamore screens for

relevant experience and ability to operate autonomously

Don't send a generic CV to Sycamore. Mirror the job posting's language to get past automated screening.

Mistakes that kill Sycamore applications

  • Don't send the same CV you sent everywhere else. Whoever reads applications at Sycamore can tell, and it's the fastest rejection there is.

  • Lead with their problem, not your ambition. Sycamore is focused on is growing — show you understand that.

  • Applying and waiting = silence. Follow up at day five — it roughly doubles your odds of a reply.

Tracking Sycamore

Applying to Sycamore? Get the contact, not the form.

Free to try: see the roles that fit you and who's hiring for them. No sign-up to start.

Sycamore careers: frequently asked questions

How many jobs does Sycamore have open?

Sycamore currently has 15 open roles, last verified November 15, 2026.

Does Sycamore hire remotely?

Yes — 4 of Sycamore's 15 open positions offer remote work.

What roles is Sycamore hiring for?

Sycamore is hiring across Engineering, Marketing and Sales. The most recent opening is Mid-Market Account Executive.

How do I apply for a job at Sycamore?

Apply directly through the links above, or read our guide on how to actually get hired at Sycamore.

Does Sycamore respond to cold emails?

We're still collecting cold email data for Sycamore.

Who is the hiring manager at Sycamore?

We haven't confirmed who leads hiring at Sycamore. It's usually the manager of the team that's hiring.

What ATS does Sycamore use?

Sycamore uses Ashby.

How competitive is it to get hired at Sycamore?

A role at Sycamore typically draws 100-250 applicants in the first two weeks. Applying inside 72 hours of a posting going live is the single biggest lever you control.

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