Last verified 23 Oct · updated daily
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Outsmart

Outsmart is a mission-driven, early-stage startup reimagining higher education for the age of AI by creating an entirely new collegiate experience that expands access and opportunity.

3 open roles1 remote

Open roles at Outsmart

3 positions we're tracking, re-checked daily

  • Principal Product Designer

    Hybrid - San Francisco, Los Angeles or UtahhybridSeniorFirst seen 2 days ago
    Apply ↗
  • Staff Applied AI Engineer

    RemoteSeniorFirst seen 3 weeks ago
    Apply ↗
  • founding marketing lead

    los angelesSeniorFirst seen 3 weeks ago
    Apply ↗

Tracking Outsmart

Last checked October 23, 2026

Know when Outsmart is hiring before anyone else

A role stays uncontested for about four days. Here's the window, and where we put you in it.

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

  1. LiveWatching Outsmart0 applicants
  2. Same dayRead off their careers page~2 applicants
  3. Next morningIn your matches, with who's hiring~5 applicants
  4. Day 2You've emailed them~8 applicants
  5. Day 7+Hits the job boards250+ applicants

Working at Outsmart

Outsmart is a mission-driven, early-stage startup reimagining higher education for the age of AI by creating an entirely new collegiate experience that expands access and opportunity.

1 of the 3 open roles are remote.

How to actually get hired at Outsmart

Why applying the normal way doesn't work

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

Who to contact at Outsmart

We haven't verified a contact route at Outsmart 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 Outsmart screens for

relevant experience and ability to operate autonomously

Tailor your CV to the specific Outsmart role rather than sending a general one. Applications that mirror the language of the job description clear automated filters at a materially higher rate.

Mistakes that kill Outsmart applications

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

  • Lead with their problem, not your ambition. Outsmart 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 Outsmart

Applying to Outsmart? 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.

Outsmart careers: frequently asked questions

How many jobs does Outsmart have open?

We're tracking 3 active openings at Outsmart (verified October 23, 2026).

Does Outsmart hire remotely?

1 of 3 open roles at Outsmart are currently remote.

What roles is Outsmart hiring for?

Outsmart is hiring for roles including Principal Product Designer, Staff Applied AI Engineer and founding marketing lead. The most recent opening is Principal Product Designer.

How do I apply for a job at Outsmart?

Click through to apply, or see our detailed guide on landing a job at Outsmart.

Does Outsmart respond to cold emails?

We haven't verified response rates at Outsmart yet.

Who is the hiring manager at Outsmart?

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

What ATS does Outsmart use?

Outsmart uses Ashby.

How competitive is it to get hired at Outsmart?

A role at Outsmart 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.

Tracking Outsmart

Last checked October 23, 2026

Hear about Outsmart roles the day they open

A role stays uncontested for about four days. Here's the window, and where we put you in it.

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

  1. LiveWatching Outsmart0 applicants
  2. Same dayRead off their careers page~2 applicants
  3. Next morningIn your matches, with who's hiring~5 applicants
  4. Day 2You've emailed them~8 applicants
  5. Day 7+Hits the job boards250+ applicants

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