Company Philosophy

Trailhead Strategies Group exists to harness the strength of veteran leadership in service of resilient communities and a thriving outdoor ecosystem. Veterans are our foundation; bringing discipline, mission focus, and a service mindset that defines how we engage, create impact, and build sustainable outcomes across recreation, careers, entrepreneurship, and advocacy.

A person hiking in a lush green mountain valley with a yellow and gray backpack and a gray cap hanging on the backpack

We affirm that outdoor recreation is more than an activity; it is a restorative context where veterans reconnect with purpose, rebuild community, and access the mental and physical health benefits of nature. We partner with nonprofits and organizations to design programs that use outdoor experiences intentionally; to foster connection, wellness, resilience, and purpose-driven engagement.

Recreation: Purpose and Healing in the Outdoors

Firefighters walking along a dirt path in a forest, with smoke and smoldering vegetation on the side.

Careers: Translating Service into Sustainable Opportunity

Building on our advisory experience in veteran business development, we support founders and small business owners who see opportunity where others see obstacles. We guide entrepreneurs, especially veterans, to launch, grow, and sustain mission-aligned ventures that create economic value, steward the outdoors responsibly, and expand capacity for community impact. Our approach integrates strategic planning, funding strategy, mentorship, and market readiness to maximize resilience and performance.

A wall with a black arrow sign reading "A CHANGE MAY BE JUST AROUND THE CORNER" pointing to the right.
Person with a smartwatch on their wrist typing on a MacBook Air with a website open. There is a white mug with black text and a spoon, and a planner or notebook to the left.

Advocacy: Leadership in Policy & Access

Veterans are uniquely positioned to lead advocacy efforts that protect public lands, expand equitable access to outdoor spaces, and inform policy that strengthens community wellbeing. We advance advocacy by convening stakeholders, amplifying veteran voices, and engaging industry partners to shape systemic change; ensuring outdoor opportunities and industry growth reflect the values of service and stewardship

Entrepreneurship: Veteran-Led Innovation with Impact

Veterans bring transferable skills critical to a dynamic outdoor economy. We champion career pathways that enable veterans to apply leadership, teamwork, and operational expertise in roles across outdoor industries, nonprofits, and mission-driven enterprises. We help veterans prepare for and access meaningful work—whether through coaching, workforce alignment, or targeted professional development—so their transition from service continues to contribute to community wellbeing.