What we offer- Competitive Pay $125,000+ annual salary (depending on experience) + 20% annual bonus opportunity
- Comprehensive Benefits Package (Health, Dental, Vision, PTO, Sick Time, 401k w/match, etc.)
- Growth Opportunity and Career Advancement
- Agile and Adaptable team culture
- Innovative and revolutionary technology solutions
- A higher calling to provide quality patient care
See how Dragonfly Health is transforming the world of hospice and post-acute care.What you will do- Build and execute the long-term fleet strategy, aligning vehicle assets, replacement cycles, and fleet performance with company growth goals.
- Lead enterprise-wide fleet budgeting, including capital planning, expense forecasting, cost analysis, and financial performance monitoring.
- Oversee asset lifecycle management, including vehicle specification, procurement, leasing decisions, upfitting, deployment, rotation, resale, and replacement planning.
- Establish and maintain fleet policies, procedures, safety standards, and operational expectations across all company locations.
- Ensure fleet compliance with DOT requirements, state regulations, healthcare accreditation standards, insurance requirements, and internal documentation standards.
- Lead preventive maintenance strategy to maximize vehicle uptime, reliability, safety, and operational readiness.
- Manage national and regional vendor partnerships for maintenance, repairs, leasing, upfitting, fleet technology, and vehicle logistics.
- Use fleet performance data, telematics platforms, maintenance trends, safety events, fuel usage, downtime, and capital spend to drive better business decisions.
- Partner with operations, safety, HR, accounting, and leadership teams on accident response, insurance claims, fleet recovery, financial controls, and complex fleet-related decisions.
What we look for- 7+ years of progressive fleet management experience, ideally with multi-site or enterprise-level responsibility.
- Proven experience leading fleet strategy, asset planning, maintenance programs, vendor relationships, and operational performance initiatives.
- Strong financial acumen, including experience with budgets, capital planning, expense forecasting, and cost-control decisions.
- Prior leadership experience with the ability to mentor, develop, motivate, and hold teams accountable.
- Strong understanding of DOT requirements, fleet safety, compliance documentation, vehicle risk management, and regulatory standards.
- Experience with fleet management systems, telematics platforms, reporting tools, and data-driven operational decision-making.
- Strong communication, negotiation, and executive-facing presentation skills.
- Ability to manage multiple priorities, deadlines, projects, vendors, and stakeholders in a fast-moving operating environment.
- Bachelor's degree in business, logistics, supply chain, or a related field required; MBA, fleet certification, healthcare, or durable medical equipment transportation experience preferred.
Why Fleet Director is so importantThe Fleet Director is critical because Dragonfly Health's fleet is not just a support function; it is part of the operating backbone of the business. Vehicles must be safe, compliant, available, cost-effective, and reliable for teams to serve patients, customers, and field operations without disruption.
A strong Fleet Director protects the business from avoidable downtime, compliance exposure, safety risk, uncontrolled costs, and poor asset decisions. This role turns fleet operations into a strategic advantage by ensuring the company has the right vehicles, the right systems, the right vendor partners, and the right long-term plan to support growth at scale, leading to better patient care.
Let’s soar together 
