Careers at Hiring now
When
When is the enterprise platform for guided health insurance decisions at every qualifying life event.
Open roles at When
3 positions we're tracking, re-checked daily
Tracking When
Last checked October 23, 2026Know when When is hiring before anyone else
A role stays uncontested for about four days. Here's the window, and where we put you in it.
- LiveLiveWatching When0 applicants
- Same daySame dayRead off their careers page~2 applicants
- Next morningNext morningIn your matches, with who's hiring~5 applicants
- Day 2Day 2You've emailed them~8 applicants
- Day 7+Day 7+Hits the job boards250+ applicants
Working at When
When: the enterprise platform for guided health insurance decisions at every qualifying life event.
3 of the 3 open roles are remote.
How to actually get hired at When
Why applying the normal way doesn't work
When runs an applicant tracking system (Ashby), but hiring managers still work referrals first. A cold application to When isn't dead, it's just fourth in line behind internal referrals, sourced candidates and recruiter pipelines.
Who to contact at When
No verified contact route for When yet. Expect the hiring manager for the team that's hiring to make the call, but treat this as a model, not confirmed data.
What When screens for
relevant experience and ability to operate autonomously
A tailored CV beats a generic one. Use When's job description language to clear filters.
Mistakes that kill When applications
Don't send the same CV you sent everywhere else. Whoever reads applications at When can tell, and it's the fastest rejection there is.
Don't open with what you want. Open with what When is dealing with right now — is growing, and what you'd do about it.
The wait-and-hope strategy fails. Follow up on day five — response rates roughly double.
Tracking When
Applying to When? Get the contact, not the form.
When careers: frequently asked questions
How many jobs does When have open?
As of October 23, 2026, When has 3 open positions.
Does When hire remotely?
Yes, 3 of the 3 current When vacancies are remote.
What roles is When hiring for?
When is hiring for roles including HR Generalist, VP of Health Plans and Engagement Marketing Manager. The most recent opening is HR Generalist.
How do I apply for a job at When?
Apply via the links above. For tips, read our guide on how to get hired at When.
Does When respond to cold emails?
Not enough data yet on When's cold email response rates.
Who is the hiring manager at When?
We haven't confirmed who leads hiring at When. It's usually the manager of the team that's hiring.
What ATS does When use?
When uses Ashby.
How competitive is it to get hired at When?
Expect around 100-250 applicants per When role in the first two weeks. Apply within 72 hours of it going live for the best odds.
Tracking When
Last checked October 23, 2026Hear about When roles the day they open
A role stays uncontested for about four days. Here's the window, and where we put you in it.
- LiveLiveWatching When0 applicants
- Same daySame dayRead off their careers page~2 applicants
- Next morningNext morningIn your matches, with who's hiring~5 applicants
- Day 2Day 2You've emailed them~8 applicants
- Day 7+Day 7+Hits the job boards250+ applicants
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