Careers at Hiring now
Trail
Trail is the context layer AI agents run on.
Open roles at Trail, by team
10 roles · 3 teams · re-checked daily
Each team has someone who decides who gets hired. An email to them gets read; a form joins the pile.
Engineering 6
6 open roles in Bengaluru, Palo Alto and Bay Area, newest found 2 days ago. Roles like these usually go to the Head of Engineering.
usually hires for thisHead of EngineeringSales Engineer
Palo Alto, CAonsiteMid-levelFirst seen 2 days agoForward Deployed Engineer (Contract)
RemoteMid-levelFirst seen 2 weeks agoForward Deployed Engineer
Bay Area, CA (Remote)remoteMid-level$130K–$160KFirst seen 2 weeks agoDirector of Engineering
Bengaluru, India (Remote)remoteSeniorFirst seen last week+ 2 more Engineering rolesShow fewer
Principal Software Development Engineer
Bengaluru, IndiaSeniorFirst seen last weekSenior Software Engineer
RemoteSeniorFirst seen last month
Sales 2
2 open roles in Palo Alto, newest found last week. Roles like these usually go to the Head of Sales.
usually hires for thisHead of SalesStrategic Account Executive
Palo Alto, CAonsiteMid-level$300K–$400KFirst seen last weekDirector of Strategic Partnerships
Palo AltoSenior$240K–$350KFirst seen last month
Other roles 2
2 open roles in Palo Alto and Bengaluru, newest found last week. Roles like these usually go to the Founder & CEO.
usually hires for thisFounder & CEOHead of Business Operations
Palo Alto, CAonsiteSenior$180K–$250KFirst seen last weekProduct Manager
Bengaluru, IndiaMid-levelFirst seen last week
Working at Trail
Trail: the context layer AI agents run on.
4 of the 10 open roles are remote.
How to actually get hired at Trail
Why applying the normal way doesn't work
Trail runs an applicant tracking system (Ashby), but hiring managers still work referrals first. A cold application to Trail isn't dead, it's just fourth in line behind internal referrals, sourced candidates and recruiter pipelines.
Who to contact at Trail
No verified contact route for Trail 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 Trail screens for
relevant experience and ability to operate autonomously
Customize your CV for the Trail role. Matching the job description language helps clear ATS filters.
Mistakes that kill Trail applications
Don't send the same CV you sent everywhere else. Whoever reads applications at Trail can tell, and it's the fastest rejection there is.
Don't open with what you want. Open with what Trail 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 Trail
Applying to Trail? Get the contact, not the form.
Trail careers: frequently asked questions
How many jobs does Trail have open?
As of November 15, 2026, Trail has 10 open positions.
Does Trail hire remotely?
4 of 10 open roles at Trail are currently remote.
What roles is Trail hiring for?
Trail is hiring across Engineering, Operations and Sales. The most recent opening is Sales Engineer.
How do I apply for a job at Trail?
Use the apply links above, or check our guide to getting hired at Trail.
Does Trail respond to cold emails?
Not enough data yet on Trail's cold email response rates.
Who is the hiring manager at Trail?
We haven't confirmed who leads hiring at Trail. It's usually the manager of the team that's hiring.
What ATS does Trail use?
Trail uses Ashby.
How competitive is it to get hired at Trail?
Expect around 100-250 applicants per Trail role in the first two weeks. Apply within 72 hours of it going live for the best odds.
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