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About the Role

We are looking for a Chief of Staff to the CEO to help InStride Health scale how the company operates through its next phase of national growth. Reporting directly to the CEO, attending Executive Leadership Team meetings, you will sharpen executive decision-making, modernize our operating model, and keep our leaders aligned around the priorities that matter most. This is not an administrative role: you will act as a trusted advisor to the CEO, own the Board operating process, and lead enterprise-wide initiatives spanning Clinical, Commercial, Product, Finance, Operations, People, and Marketing. It is a rare seat for someone who wants to shape both the strategy and the machinery of a company changing how kids and families get mental health care. This is a fully remote position.

Responsibilities: 

Strategic Partnership and Enterprise Leadership Support

• Act as a trusted advisor and thought partner to the CEO on company strategy, organizational priorities, and executive decision-making.
• Partner with the CEO, Exec Team, and the Operations Strategy team to develop and evaluate enterprise strategic priorities, including new market opportunities, partnerships, clinical product strategy, and major investments, by building decision frameworks, synthesizing data, and presenting clear recommendations.
• Produce strategic analyses, executive briefings, Board materials, and other decision-support materials that drive high-quality executive and Board decisions.
• Represent the CEO in executive meetings and strategic initiatives as appropriate.

Support Enterprise Execution and Operational Excellence

• Own and continuously improve InStride's executive operating cadence so that leadership meetings, quarterly planning, and business reviews produce real decisions, accountability, and execution.
• Apply AI and emerging technologies to streamline planning, reporting, meeting preparation, follow-up, and knowledge management, creating a more efficient operating model for leaders across the organization.
• Strengthen operational rigor by improving how the organization tracks strategic initiatives, measures business outcomes, captures organizational learning, and applies those insights to future decisions.
• Build scalable operating mechanisms and data-driven reporting that create visibility into company priorities, execution progress, business performance, and organizational health.
• Support (and potentially lead over time) high-priority enterprise initiatives from planning through execution in partnership with Clinical, Commercial, Product, Finance, Operations, and People.
• Identify organizational bottlenecks, improve cross-functional coordination, and drive accountability across teams.

Executive Communications and Organizational Alignment

• Partner with the CEO, Chief People Officer, Chief Commercial Officer, VP of Marketing, and external PR agency to maintain a consistent corporate narrative across employees, the Board, investors, and external stakeholders.
• Serve as the connective tissue (by articulating the strategy) between internal and external communications so that company strategy, priorities, and major milestones reach every audience consistently.
• Partner with the Chief People Officer, who owns internal communications and the All Hands cadence, to ensure executive messaging reflects company priorities and strategic direction.
• Coordinate executive communications, including Board messaging, investor updates, leadership communications, and major company announcements, in partnership with functional leaders.
• Equip leaders with the context and messaging they need to communicate priorities and lead organizational change.

Board, Investor, and External Engagement

• Own the Board operating process, including agendas, executive coordination, materials, and follow-up.
• Partner with the CEO and CFO on Board and investor communications, fundraising activities, and long-range strategic planning.
• Coordinate executive engagement with investors, strategic partners, and other external stakeholders.
• Raise the quality and consistency of Board materials, executive communications, and strategic planning processes over time.

What You Need to Succeed in the Role

• 8+ years of total experience, with ideally a mix of 3-5 years across consulting, investment banking, private equity, corporate strategy, and 3-5 years of other operational or Chief of Staff experiences within high-growth organizations
• Track record of leading complex, cross-functional strategic initiatives from concept through execution.
• Experience supporting executive leadership teams and preparing Board-level materials.
• Exceptional strategic thinking, business judgment, and structured problem-solving skills.
• Outstanding written and verbal communication skills, with the ability to influence senior leaders and a wide range of stakeholders.
• Strong program management skills with exceptional organizational discipline and follow-through.
• High emotional intelligence, sound judgment, discretion, and the ability to build trust quickly.
• Comfort operating in ambiguity and a proven ability to thrive in a fast-paced, mission-driven environment.
• Bachelor's degree.

Additional Preferred Qualifications

• Experience in healthcare, digital health, behavioral health, or another highly regulated industry.
• Experience in a high-growth startup or scaling organization, ideally venture-backed at Series B through D.
• Demonstrated enthusiasm for applying AI and emerging technologies to improve organizational effectiveness and scale.
• MBA or other advanced degree.

The expected annual salary for this role is between $180,000 to $215,000. Actual starting salary will be determined on an individualized basis and will be based on several factors including but not limited to specific skill set, work experience, etc.In addition to base compensation, this role offers a target performance-based bonus.