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

Description