Director, Chief of Staff

This is a fully remote position, open to applicants in Florida.

📋 Description

• Act as a reliable advisor to the SVP regarding commercial strategy, organizational efficiency, and business priorities.

• Convert strategic initiatives into actionable execution plans that yield measurable results.

• Anticipate potential risks, spot opportunities, and proactively suggest solutions.

• Create executive briefings, strategic presentations, business reviews, and leadership communications.

• Offer thought partnership on organizational design, sales transformation, and go-to-market strategies.

• Propel the execution of global sales priorities and strategic initiatives.

• Oversee pipeline health, forecast accuracy, bookings, ARR, expansion, customer retention, and sales productivity.

• Identify execution gaps and collaborate with sales leaders to enhance performance.

• Ensure inspection, accountability, and follow-through among the sales leadership team.

• Support initiatives aimed at boosting seller productivity, customer engagement, and operational efficiency.

• Manage the operating cadence for leadership staff meetings, pipeline reviews, forecast reviews, MBRs, QBRs, and annual planning.

• Develop executive dashboards and reports on business performance.

• Monitor strategic priorities, key decisions, and organizational commitments.

• Drive cross-functional initiatives that improve execution, efficiency, and business results.

• Enhance operating rhythms, decision-making processes, and organizational effectiveness.

• Collaborate with Sales Operations, Revenue Operations, Marketing, Customer Success, Finance, Product, Engineering, Enablement, HR, and executive leaders.

• Eliminate organizational friction that affects commercial execution.

• Coordinate enterprise-wide initiatives that support revenue growth and customer success.

• Promote alignment across global leadership teams and various time zones.

• Represent the SVP in meetings and cross-functional discussions when appropriate.

• Work with the Executive Assistant to maximize executive effectiveness and optimize executive time.

• Assist in executive communications, leadership alignment, and organizational change initiatives.

• Foster accountability while building trust, collaboration, and high performance.

⛳️ Requirements

• Over 10 years of progressive leadership experience in enterprise sales, sales operations, revenue operations, strategy, consulting, business operations, or similar executive leadership roles.

• Experience in supporting senior commercial executives within complex global organizations.

• Solid understanding of enterprise software, SaaS, subscription business models, and global go-to-market organizations.

• Proven track record of leading cross-functional strategic initiatives from concept to execution.

• Strong financial, analytical, and operational business acumen.

• Exceptional written, verbal, and executive communication skills.

• Established ability to influence across organizations without direct authority.

• Comfortable operating in fast-paced, ambiguous, and rapidly changing environments.

🏝️ Benefits

• Annual cash bonuses.

• Commissions for sales positions.

• Stock grants.

• Comprehensive benefits package.

• Health and financial benefits.

• Time away.

• Everyday wellness initiatives.

• In-person onboarding and/or in-person ID verification may be offered or required.