Reporting to and as a strategic extension of the CEO, the Chief of Staff will be a force multiplier for Checkr's leadership team. You will lead a range of initiatives, from accelerating company-level AI transformations, to shaping new product lines, and supporting M&A. As the right hand to the CEO, you will collaborate with Checkr's executive team to drive strategic alignment, set priorities, and boost productivity across the business.
What you bringStrategic thinking
- Strategic pattern-matching across ambiguous, evolving problems, often in low-information environments. Zooms out to see the system at the meta level, zooms in as needed to execute
- Strong data analysis and problem-solving skills
- Exceptional written communication. Can turn ambiguity into a clear one-pager
Leadership and execution
- Proven experience leading cross-functional teams and bootstrapping initiatives from zero to one
- Track record of planning and executing strategic initiatives with operational excellence
- Track record of using AI to deliver impact
- Earns trust quickly with executives, board members, and external stakeholders
- 10+ years of experience working at an executive level or equivalent track record
Bonus
- Entrepreneurial and product leadership background
- Consulting experience
ResponsibilitiesLead strategic initiatives
- Lead the CEO's highest-priority initiatives, end to end, from planning through execution
- Stand up new functions, products, or business lines from zero to one
- Pressure-test strategy with customer, competitive, and market research
Extend the CEO
- Serve as a proxy for the CEO in internal and external meetings
- Collaborate tightly with other executive direct reports with a one team mentality
- Lead functions or initiatives during transitions or while key roles are being hired
- Take the pulse of the company and surface what the CEO needs to hear
- Collaborate with and coach other Checkr leaders
Drive operational excellence
- Optimize current processes and drive efficiency
- Improve communication and coordination across strategic initiatives
- Effectively communicate complex topics to junior and executive audiences alike
- Build presentations and financial models that frame critical decisions, including investor pitch decks and company narratives for external communications.
What you'll get- A fast-paced and collaborative environment
- Learning and development allowance
- 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
Pay Transparency DisclosureOne of Checkr's core values is Transparency. To live by that value, we've made the decision to disclose salary ranges in all of our job postings. We use geographic cost of labor as an input to develop ranges for our roles and as such, each location where we hire may have a different range. If this role is remote, we have listed the top to the bottom of the possible range, but we will specify the target range for an exact location when you are selected for a recruiting discussion. For more information on our compensation philosophy, see our website.
On-target Earnings OR Base Salary range (San Francisco, CA)
$238,000-$280,000 USD
At Checkr, we believe an in office work environment strengthens collaboration, drives innovation, and encourages connection. Our hub locations are Denver, CO; San Francisco, CA; Nashville, TN; and Santiago, Chile. Individuals are expected to work from the office 3+ days a week. In-office perks are provided, such as lunch five times a week, a commuter stipend, and an abundance of snacks and beverages. A relocation stipend may be available for those willing to relocate to a Checkr hub location.
