Strategic Initiatives Lead

Qualified

Director of Strategic Initiatives driving strategic priorities for the CEO at Qualified Health. Focused on AI transformation and operational excellence in healthcare.

Posted 4/27/2026full-timePalo Alto • California • 🇺🇸 United StatesSenior💰 $180,000 - $210,000 per yearWebsite

About the role

Key responsibilities & impact

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.
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.
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.
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.

Requirements

What you’ll need

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.

Benefits

Comp & perks

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.

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Hard Skills & Tools

structured thinkingstrategic analysisexecutive briefingOKR processdue diligenceanalytical foundationsynthesis of findingsexecution under ambiguitycross-functional initiativesAI-native organization

Soft Skills

clear communicationhigh judgmenthigh ownershiphigh standardsintellectual curiosityleadershipalignmentproblem-solvingadaptabilitystakeholder management