Senior Director, Chief of Staff

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

📋 Description

• Transform the company's vision into specific, actionable strategies, assisting leaders in planning, communication, and execution.

• Oversee the organizational goal-setting and OKR processes, ensuring alignment and commitment across various departments.

• Identify gaps, risks, and redundancies early, and drive effective solutions.

• Utilize data dashboards and senior leadership operating rhythms to guarantee disciplined execution against Boulder’s key performance indicators.

• Serve as a trusted representative for the CEO and COO during critical internal and external meetings.

• Facilitate seamless communication among the executive team, board, and wider organization.

• Assist in translating company performance into compelling board and market-facing materials through effective storytelling and data presentation.

• Manage sensitive updates (such as organizational changes, legal and financial reports) with discretion, exercising sound judgment in how information is shared.

• Support the CEO and COO in preparing for external thought leadership opportunities, including media interviews and speaking engagements.

• Foster alignment and influence across teams without depending on formal authority.

• Assist with executive hiring, onboarding, and leadership development initiatives.

• Establish systems that enhance decision-making, accountability, and collaboration.

• Ensure leadership time is prioritized on the most impactful activities.

• Act as an extension of the Office of the CEO where leadership influence is most essential.

• Lead, mentor, and develop members of the Office of the CEO team.

⛳️ Requirements

• 8+ years of professional experience, including a minimum of 3 years in a people leadership role within a startup, preferably in growth, operations, or strategy.

• Demonstrated ability to manage cross-functional initiatives in fast-paced, dynamic environments.

• Outstanding communication skills—both written and verbal, as well as interpersonal.

• Trusted advisor mentality, showcasing discretion, judgment, and empathy.

• Strong passion for Boulder’s mission and a commitment to enhancing health outcomes.

• A Master of Business Administration degree (preferred but not mandatory).

🏝️ Benefits

• Opportunity to contribute to meaningful, life-saving work!

• Comprehensive medical, dental, vision, and short-term disability benefits aimed at supporting our employees and their families.

• Mental Health Services through insurance coverage, including Talkspace and EAP for ongoing care.

• Accrual of 4 weeks of vacation per calendar year, increasing to 5 weeks after 2 years of employment.

• Sick leave accrued at 1 hour for every 30 hours worked.

• 9 Paid Holidays each year.

• 12 weeks of fully paid parental leave for the birth or adoption of a child (after 6 months of employment).

• 401(k) retirement savings plan.

• Remote-friendly work environment with hardware provided to fulfill job responsibilities.