Chief of Staff

About this role

Overview
Company Overview
Quest Software builds the foundation for enterprise AI with solutions in data governance, cybersecurity, and platform modernization. More than 45,000 companies — including 90% of the Fortune 500 — trust Quest to solve their most critical IT challenges. From securing identities and modernizing platforms to preparing data for AI, we help enterprises unlock their full potential.
About the Role
Quest Software is seeking a highly strategic and execution-oriented Chief of Staff to partner directly with the CEO in driving the company’s most critical business priorities. This is not a traditional coordination role—it is a high-impact operating position designed for a proven enterprise software leader who thrives at the intersection of strategy, execution, and operational excellence.
The Chief of Staff will serve as an extension of the CEO, working across product, sales, go-to-market, and functional leadership teams to accelerate execution, improve operating rigor, and ensure alignment across the organization. The ideal candidate brings both strategic perspective and hands-on operational capability, with the ability to move seamlessly between executive-level planning and day-to-day business execution.
This role offers direct exposure to the executive leadership team and Board of Directors, with meaningful influence on company direction, operational performance, and long-term growth strategy.
Responsibilities
What You'll Do

Serve as a strategic and operational extension of the CEO across the company’s highest-priority initiatives

Drive execution of enterprise-wide initiatives including platform consolidation, cross-sell acceleration, and go-to-market transformation

Lead the company’s operating cadence, including executive reviews, KPI tracking, forecasting rigor, and business performance management

Partner cross-functionally with Product, Sales, Marketing, Finance, and Business Unit leaders to drive alignment and accelerate decision-making

Identify and resolve organizational bottlenecks, competing priorities, and execution gaps across leadership teams

Support commercial execution through improved pipeline management, segmentation strategy, pricing and packaging optimization, and partner/channel effectiveness

Collaborate with the CRO and go-to-market leadership to improve forecast accuracy and revenue predictability

Prepare executive-level communications, board materials, strategic updates, and investor-facing content

Lead high-impact strategic initiatives including M&A integration, portfolio optimization, organizational design, and market expansion efforts

Establish accountability frameworks and ensure follow-through on key business objectives and CEO priorities

Drive operational discipline while maintaining agility in a fast-paced enterprise software environment

Influence senior leaders through data-driven insights, strategic thinking, and strong executive presence

Qualifications
What We're Looking For
Experience

Proven experience leading a business unit, owning a P&L, or managing a significant function within an enterprise software organization

Strong background in enterprise software ideally withing private equity-backed software companies

Demonstrated success driving cross-functional execution and operational transformation initiatives

Deep understanding of enterprise go-to-market models, platform strategies, and commercial growth levers

Strong financial and operational acumen, including forecasting, pipeline management, pricing strategy, and KPI development

Ability to operate effectively at both strategic and tactical levels of the organization

Exceptional executive communication, presentation, and stakeholder management skills

Strong analytical and problem-solving capabilities with a data-driven approach to decision-making

High degree of accountability, urgency, and execution focus

Ability to influence and challenge senior leadership constructively while building trust and alignment

Comfortable operating in dynamic, fast-paced, and high-growth environments

Bachelor’s degree required; MBA or advanced degree preferred

10+ years of leadership or operating experience in enterprise technology or software businesses

What Success Looks Like
Within the first 12 months, the successful candidate will have:

Established a disciplined and measurable operating cadence across the business

Improved forecast accuracy and pipeline quality

Accelerated execution of platform and cross-sell initiatives

Increased speed and quality of executive decision-making

Built strong credibility and influence with senior leadership as a trusted operator and thought partner

Quest is an Equal Opportunity Employer and Prohibits Discrimination and Harassment of Any Kind: Quest is committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions at Quest are based on business needs, job requirements, and individual qualifications, without regard to race, color, religion, or belief, national, social, or ethnic origin, sex (including pregnancy), age, physical, mental, or sensory disability, HIV Status, sexual orientation, gender identity and/or expression, marital, civil union, or domestic partnership status, past or present military service, family medical history or genetic information, family or parental status, or any other status protected by the laws or regulations in the locations where we operate. Quest will not tolerate discrimination or harassment based on any of these characteristics. Quest encourages applicants of all ages.
Come join us. For more information, visit us on the web at Quest Careers Innovate.Collaborate.Grow
Job seekers should be aware of fraudulent job offers from online scammers and only apply to roles listed on quest.com/careers using our applicant system. Note: We do not use text messaging or third-party messaging apps…