Senior Director, Chief of Staff

Boulder Care

Senior Director, Chief of Staff at Boulder Care coordinating strategic goals and organizational execution for healthcare outcomes. Collaborating closely with executive leadership to enhance performance and growth.

Posted 5/9/2026full-timeRemote • California • 🇺🇸 United StatesSenior💰 $140,000 - $160,000 per yearWebsite

About the role

Key responsibilities & impact

Translate the company vision into clear, actionable plans, supporting leaders in planning, communication, and implementation
Lead organizational goal-setting and OKR processes, ensuring buy-in and alignment across departments
Spot gaps, risks, and redundancies early—and drive solutions
Using data dashboards and senior leadership operating rhythms, ensure disciplined execution against Boulder’s key performance metrics
Act as a trusted proxy for the CEO and COO in critical internal and external meetings
Ensure seamless communication across the executive team, board, and broader organization
Help translate company performance into board and market-facing materials with compelling storytelling and data
Handle sensitive updates (organizational changes, legal and financial reports, etc.) with discretion, using excellent judgment about how information is cascaded
Support CEO and COO in preparing for external thought leadership opportunities including media interviews and speaking engagements
Build alignment and influence across teams without relying on formal authority
Support executive hiring, onboarding, and leadership development
Implement systems that improve decision-making, accountability, and collaboration
Ensure leadership time is focused on the highest-value activities
Act as an extension to the Office of the CEO where leadership influence is most needed
Lead, coach, and develop the Office of the CEO team members

Requirements

What you’ll need

8+ years of professional experience, with 3+ in a people leadership role within a startup, ideally in a growth, operations, or strategy role
Proven ability to lead cross-functional initiatives in dynamic, fast-paced environments
Exceptional communication skills—written, verbal, and interpersonal
Trusted advisor mindset, with discretion, judgment, and empathy
Deep passion for Boulder’s mission and commitment to improving health outcomes.
A Master of Business Administration degree (Nice to Have but Not Required)

Benefits

Comp & perks

Contribution to meaningful, life-saving work!
Comprehensive medical, dental, vision, and short-term disability benefits designed to take care of our employees and their families
Mental Health Services via insurance coverage, including Talkspace, and EAP for continuous care
4 weeks of vacation accrued per calendar year with a tenured increase to 5 weeks at 2 years of employment
Sick leave accrued at 1 hr for every 30 hrs paid
9 Paid Holidays per year
12 weeks of 100% paid parental leave for the birth or adoption of a child (after 6 months of employment)
401(k) retirement savings
Remote-friendly with hardware provided to complete your work duties

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

OKR processesdata dashboardsperformance metricsorganizational goal-settingdecision-making systemsleadership developmentcross-functional initiatives

Soft Skills

communicationinterpersonal skillsdiscretionjudgmentempathyinfluencestorytellingcoaching

Certifications

Master of Business Administration