PitchMeAI Jobs
Checkr

Chief of Staff

Checkr · San Francisco, California, United States

Posted about 3 months ago

or apply directly on Checkr's site. We never take the application ourselves.

Is this posting real?

This role has been open
81 days
Checkr's roles stay open a median of 63 days
Reposted
No
Salary listed
No
0% of Checkr's roles list one
Ghost-job risk at Checkr
high
45 stale, 1 reposted of 51 open
Hiring momentum
109 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-23

Measured from postings appearing on and disappearing from Checkr's own greenhouse board since 2026-08-03. Full hiring picture for Checkr.

About this role

The Chief of Staff at Checkr will work closely with the CEO and executive team to drive strategic initiatives and enhance business operations. Responsibilities include leading high-priority projects, serving as a proxy for the CEO, optimizing processes, and improving communication across teams. The role requires a strong focus on strategic thinking, data analysis, and effective communication.

Our read on this posting2.8out of 5
benefits
4/5
freshness
1/5
career value
4/5
role clarity
5/5
pay transparency
0/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Checkr as an employer.

What you need

  • 10+ years of experience working at an executive level or equivalent track record
  • Proven experience leading cross-functional teams and bootstrapping initiatives from zero to one
  • Track record of planning and executing complex initiatives with world class project management
  • Track record of using AI to deliver impact
  • Strong business experience and acumen
  • Strong data analysis and problem-solving skills

Nice to have

  • Startup founder experience strongly preferred

What you get

  • Competitive cash and equity compensation, and opportunity for advancement
  • 100% medical, dental, and vision coverage
  • Up to $25K reimbursement for fertility, adoption, and parental planning services
  • Flexible PTO policy
  • Monthly wellness stipend
  • Learning and development allowance

Worth weighing

  • In-office work environment expected 3+ days a week
  • No specific mention of remote work flexibility beyond initial discussions
  • Pay range provided is specific to San Francisco, CA, and may vary by location

Summarised from Checkr's posting. Read the full original.

Listed by Checkr on their greenhouse job board, last confirmed open on 2026-10-23. PitchMeAI is not the employer.

More roles at Checkr

All 51 open roles at Checkr →