Strategic Initiatives Lead, Office of CEO

Transform healthcare with us.

At Qualified Health, we're redefining what's possible with Generative AI in healthcare. Our infrastructure provides the guardrails for safe AI governance, healthcare-specific agent creation, and real-time algorithm monitoring working alongside leading health systems to drive real change.

This is more than just a job. It's an opportunity to build the future of AI in healthcare, solve complex challenges, and make a lasting impact on patient care. If you're ambitious, innovative, and ready to move fast, we'd love to have you on board.

Join us in shaping the future of healthcare.

Job Summary:

Qualified Health is seeking a Director, Strategic Initiatives to serve as a force multiplier for the Office of the CEO, driving the company's most important cross-functional priorities from insight to execution.

This is a role for someone who operates with low supervision and high judgment. You'll move fluidly between strategic analysis and hands-on execution, owning an initiative end to end one week, preparing the CEO for a critical decision the next. You'll represent the Office of the CEO’s thinking, identify what's falling through the cracks before anyone else does, and build the operating discipline that lets a fast-moving company scale without losing alignment.

The best health AI companies won't just build great products. They'll build the organizational muscle to scale them, the strategy, the partnerships, the cadence, and the cross-functional coordination that separates companies that grow from companies that stall. This role is for someone who wants to build that muscle.

Outcomes:

• The company's most important strategic priorities move faster and with more rigor because you are operating as an extension of the office of the CEO, anticipating what's needed, not waiting to be assigned, and driving work forward with a high degree of autonomy and judgment.

• Cross-functional initiatives have a clear owner. Whether a new business line, a company-wide AI transformation, or a high-stakes partnership, the initiatives that cut across functions, and therefore tend to stall, have a single accountable driver who can navigate complexity and deliver outcomes.

• The company's operating cadence runs with intention. All-hands meetings, leadership offsites, OKR cycles, and board prep are moments that shape how the company thinks and works together, and you ensure they are designed and executed to move strategy forward.

• The CEO and leadership team are better prepared and more aligned. Through your proximity to them and your visibility across the company, you surface what matters, sharpen the inputs to key decisions, and keep leadership aligned on priorities that shift fast.

Key Responsibilities:

STRATEGIC EXECUTION & FORCE MULTIPLICATION

• Be the person who makes things happen. You operate as the Chief of Staff's counterpart in execution, not waiting for direction, but anticipating what the company's most important priorities demand and driving them forward before anyone has to ask.
• See around corners. Maintain a real-time view of the company's most critical strategic bets, where they're gaining momentum, where they're stalling, and what it would take to break through, and bring that picture to the leadership team with a clear point of view, not just a status update.
• Think like a principal, operate like an owner. Produce the analyses, frameworks, and strategic materials that shape how Qualified Health makes its most consequential decisions, and do it with the rigor and conviction that earns a permanent seat at the table.

STRATEGIC PARTNERSHIPS & NEW BUSINESS OPPORTUNITIES

• Own specific high-priority initiatives from scoping through execution, moving them forward while keeping the Chief of Staff informed and involved at the right moments.
• Lead due diligence on new strategic opportunities: building the analytical foundation, pressure-testing assumptions, and synthesizing findings into a clear recommendation.
• Manage Qualified Health's strategic partnership relationships, with technology ecosystem partners, thought leadership organizations, policy bodies, and industry associations, ensuring each relationship is structured to generate real value, not just activity.

AI TRANSFORMATION & THE COMPANY OF THE FUTURE

• Lead Qualified Health's transformation into an AI-native organization by fundamentally rethinking how the company operates: what work AI should own, what humans should own, and where the boundary between them should move over time.
• Partner with the Chief of Staff and CEO to architect the operating model of the future: what Qualified Health looks like as an organization in three years, how roles evolve, how decisions get made, how teams are structured, and help build the roadmap to get there.

COMPANY OPERATING CADENCE

• Own the design and execution of Qualified Health's operating rhythm, all-hands, monthly onsites, leadership team meetings, and board prep, ensuring each is structured to drive alignment and move strategy forward, not just fill calendar time.
• Lead the OKR process end to end: working with leadership to set the right objectives, building the cadence for tracking, and surfacing progress and blockers to the CEO and Chief of Staff in real time.

Required Qualifications:

• 4-7 years of experience in roles where structured thinking, clear communication, and execution under ambiguity are the primary demands: management consulting (MBB or equivalent), investment banking, private equity, or a high-paced operator role at a venture-backed company.
• Demonstrated ability to drive complex, cross-functional initiatives from ambiguity to outcome, without requiring close supervision or a fully defined playbook.
• Exceptional written and verbal communication skills; able to synthesize complexity into a clear recommendation, write a crisp executive briefing, and hold a room with senior stakeholders.
• High judgment, high ownership, and high standards. You set the bar for yourself and don't wait for someone else to raise it.
• Comfort operating at multiple altitudes, moving from strategic analysis to detailed execution and back, often in the same day.
• Experience in healthcare, enterprise software, or regulated industries preferred but not required. Intellectual curiosity about healthcare AI is required.

What We Offer:

• Competitive salary and meaningful equity in a company building infrastructure at the center of one of the most consequential technology transitions in healthcare.
• Direct proximity to leadership, with broad visibility into how a venture-backed health AI company is built and scaled.
• A clear trajectory: this role is designed to grow with you. As Qualified Health scales and the Office of the CEO evolves, so does your scope and your seat at the table.
• The opportunity to own a real, strategic portfolio of work with the autonomy to drive it and the access to make it matter.
• Health, dental, and vision insurance.
• A team that takes the work seriously and moves fast.

Pay & Benefits: 

The pay range for this role is $180,000-$210,000 and will depend on your skills, qualifications, and experience. This role is also eligible for equity and benefits.

Join our mission to revolutionize healthcare with AI. To apply, please send your resume through the application below.