Get hired atSST×The Anti Job Board

How to Actually Get Hired

Who reads applications, which channel gets a reply, and what they screen for.

<50 peopleToronto, ON, Canada; RemoteB2B, Infrastructure

Why applying the normal way doesn't work

SST is <50 people. No recruiter, no HR. Your application goes to a founder juggling everything. Cold outreach is how you actually get seen.

Who to contact at SST

Contact route not yet verified for SST. For a <50-person B2B, Infrastructure company, expect a founder or department head to make the call — but this is a model, not confirmed data.

What SST screens for

The hiring bar at this stage (, B2B, Infrastructure): relevant experience and ability to operate autonomously. Show what you've shipped.

Customize your CV for the SST role. Matching the job description language helps clear ATS filters.

Mistakes that kill applications

A recycled CV gets rejected fast at SST (<50 people). They notice.

Don't open with what you want. Open with what SST is dealing with right now — is growing fast after their null round, and what you'd do about it.

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

Frequently asked questions

How do I apply to SST?

Through the roles on our SST jobs page, or directly to a founder or department head if you can reach them. At <50 people, direct outreach outperforms the form.

Does SST respond to cold emails?

Not enough data yet on SST's cold email response rates.

Who is the hiring manager at SST?

At this size, hiring is usually run by a founder or department head.

How competitive is it to get hired at SST?

Typical applicant count for B2B, Infrastructure roles (<50 people): 50-100 in two weeks. Apply fast.

Have your application sent for you

We find roles at companies like SST within 48 hours of them appearing, build a CV tailored to the posting, and send it while you're still applicant number ten.

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