Strategy · Policy · Leadership

Transforming vision into lasting impact.

I help leaders navigate their highest-stakes challenges — in strategy, policy, leadership, and tough negotiations — and turn ambition into results that last. Behind that work: 15+ years leading organizations and shaping public policy, with my deepest expertise in health care.

What I do

How I help.

Wherever the stakes are high — a critical decision, a plan that has to land, a policy to advance, or a negotiation to win — this is the work I take on with you.

Direction

Strategy & strategic planning

Setting direction and building the plan to get there.

  • Organizational & market strategy — clear priorities and a roadmap to execute them.
  • Growth & positioning — where to compete, partner, and invest.
  • Change management — turning strategy into action people can follow.

ProvenBuilt regional strategy for a market of 500,000+ members.

Influence

Policy & public strategy

Advising leaders on how to shape and advance priorities in complex public environments.

  • Policy design & analysis — turning goals into workable, durable policy.
  • Regulatory strategy — navigating rules, agencies, and approvals.
  • Positioning & messaging — how to frame priorities and build support.

ProvenNegotiated federal waivers and closed a $1B budget gap.

Execution

Leadership & facilitation

Steady leadership and skilled facilitation when it matters most.

  • Interim & fractional leadership — direction and stability through transitions.
  • Board governance — advising boards and executive teams.
  • Facilitation & consensus-building — moving groups from friction to alignment.

ProvenLed 200+ staff and served in multiple board roles.

Resolution

Negotiation & complex problem-solving

Untangling high-stakes problems where money, law, and politics collide.

  • High-stakes negotiation — durable agreements among competing interests.
  • Funding & deal strategy — structuring the financing and the terms.
  • Legal & regulatory conflict — a strategist's read on risk and leverage.

ProvenBrokered bipartisan legislation and major funding packages.

A market shift, a policy challenge, a leadership gap, or a high-stakes negotiation — I bring the strategy to move it forward.

Ways to work together

Flexible ways to engage.

However your challenge is shaped, there's a way to work together that fits — from a single conversation to an ongoing role.

Strategic advisory

Ongoing counsel to you and your team on strategy, policy, and the decisions that carry the most risk.

Interim & fractional leadership

Stepping in to lead through a transition, a vacancy, or a critical initiative that needs a steady hand.

Facilitation & working sessions

Designing and leading sessions that move boards, teams, and stakeholders to alignment and decisions.

Project-based engagements

A defined piece of work — an assessment, a negotiation, a policy design, or a plan — scoped and delivered.

Who I help

Health care is my deepest domain — not my only one.

Health plans & providers Government & public agencies Nonprofits & associations Boards & mission-driven organizations Regulated & public–private ventures
Background

The experience behind the work.

Fifteen-plus years leading organizations and shaping public policy — the track record the advice is built on.

15+
Years of executive & policy leadership
500K+
Members overseen across all lines of business
$2B+
Public budgets directed
1.4M
Members in the largest Medicaid procurement in state history
Jeremy Vandehey, J.D.
Jeremy Vandehey, J.D.
Principal · Bend, Oregon

I've led at the highest levels of both the public and private sectors — Oregon Market President of a 500,000-member health plan, and, in state government, Health Care Advisor to the Governor and Director of Health Policy & Analytics at the Oregon Health Authority. My deepest domain is health care, but the work has always been the same: strategy, policy, leadership, and negotiation under real pressure.

I'm an attorney by training and mission-driven by background — I began my career in public-interest law and have carried that orientation into every role since. Today, through Vandehey Strategies, I bring that experience to leaders facing their own high-stakes moments. I also lead the Peterson-Milbank Program for Sustainable Health Care Costs, advising state policymakers nationally.

In the public sector
  • Health Care Advisor to Governor Kate Brown
  • Director, Health Policy & Analytics, OHA — 200+ staff, $2B budget
  • Negotiated federal waivers; closed a $1B Medicaid shortfall
  • Built Oregon's Cost Growth Target & Market Oversight programs
In the private sector
  • Oregon Market President, PacificSource Health Plans
  • Full P&L for a 500,000+ member market
  • Directed the winning bid to launch a new PACE line of business
  • Led public policy strategy for Kaiser Permanente Northwest

Areas of expertise

Strategy & strategic planning Policy strategy & regulatory affairs Negotiation & complex problem-solving Leadership, facilitation & change management Board governance & executive leadership Health care, Medicaid & Medicare Value-based care & cost containment Law, regulation & public policy

Education & credentials

J.D. with Distinction — University of North Dakota School of Law B.S. Public Policy & Administration — Western Oregon University Licensed attorney — Oregon (active) & Minnesota (inactive) Based in Bend, Oregon · Serving clients nationally
Contact

Let's talk about what's next.

If you're facing a high-stakes challenge — in strategy, policy, leadership, or a tough negotiation — I'd welcome the conversation.

Bend, Oregon · Serving clients nationally