Chief of Staff

The Chief of Staff Role

Reporting to and as a strategic extension of the CEO, you will collaborate with Checkr’s executive team to drive strategic alignment, set priorities, and help increase the speed and ambition of the business. You will lead a range of initiatives, from accelerating company-level AI transformations, to shaping new product lines, supporting M&A, and supporting enterprise sales.

What you bring

Leadership and execution

A bias towards action, equally effective at setting direction and independently executing initiatives from start to finish

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

Earns trust quickly with customers, executives, board members, and investors

10+ years of experience working at an executive level or equivalent track record

Startup founder experience strongly preferred

Strategic thinking

Strong business experience and acumen. You love business as a science

Strong data analysis and problem-solving skills

Exceptional, concise written and verbal communication

Responsibilities

Lead strategic initiatives

Lead the CEO's highest-priority initiatives, end to end, from planning through execution

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

Pay Transparency Disclosure

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