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Senior Director, Chief of Staff

Full-time
Portland, Oregon

About Boulder:

Boulder Care is an award-winning digital clinic for addiction medicine, recognized for both innovation and high-quality patient care. Founded in 2017 by CEO Stephanie Strong, our mission is to improve the lives of people with substance use disorders through compassionate, evidence-based care.

We provide Boulder patients with a fully virtual, multidisciplinary care team—including medical providers and peer recovery specialists—who deliver personalized treatment, including medication for opioid use disorder (MOUD) and ongoing support. Our approach is grounded in clinical excellence, patient-centered care, and a commitment to reducing barriers to recovery. Boulder partners with leading health plans, employers, and community organizations to ensure that our services are accessible and covered for the people who need them most.

Named by Fortune as one of the Best Workplaces in Healthcare, Boulder fosters a culture of kindness, respect, and meaningful work that delivers outstanding patient outcomes and moves the addiction medicine industry forward.

About This Role:

The Senior Director, Chief of Staff is part of Boulder’s senior leadership team. This role is a force multiplier for the executive team—ensuring clarity, alignment, and disciplined execution as Boulder scales its impact.

The Chief of Staff is a high-impact and deeply trusted leader, operating across growth, strategy, finance, operations, and culture. You’ll help translate vision into action, serve as connective tissue across the organization, and act as a confidant and thought partner to execute the priorities of the CEO and COO. This is a unique opportunity to shape the growth of a mission-driven healthcare company while amplifying the effectiveness of its leadership.

Core Responsibilities:

Strategic Prioritization and Execution:

  • 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

Cross-functional Communication and Influence:

  • 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

Organizational Design and Leadership Leverage:

  • 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

Required Experience and Qualifications:

  • 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

Nice to Have but Not Required:

A Master of Business Administration degree

Work Environment:

This is a fully remote role, with a strong preference for candidates currently based on the West Coast (U.S.)

Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time

Office Requirements: Boulder teammates working with sensitive information must have a dedicated, private workspace with a lockable door and high-speed internet to maintain a secure, distraction-free environment, ensuring compliance with HIPAA and confidentiality standards

Boulder Care employees are free to use our riverfront HQ located in Portland, OR whenever they would like

Expected Hours of Work:

This is a full-time position expected to work between Monday through Friday during standard business hours.

Compensation:

The starting pay range for this position is $140,000–$160,000; base pay offered may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience. The total compensation package for this position may also include other elements, including equity grants in addition to a full range of medical, financial, and/or other benefits (including 401(k) eligibility and various paid time off benefits, such as vacation, sick time, and parental leave). 

Some of Boulder’s Amazing Benefits:

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

Our Values:

Patients always come first

Our opportunity is also our duty

Move the industry forward, follow the data

Facts to change minds, empathy to change hearts

Turn bold ideas into even bolder action

Strong individuals, stronger together

Boulder Care recognizes the value that lived experience can provide to our organization, community, and patients. Applicants with lived experience and/or training as a peer recovery specialist are encouraged to apply

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