
prepare. lead. perform.
our mission
Osprey Arrow’s mission is to develop capable, confident leaders and resilient organizations through practical coaching, mentoring, training, and strategic advisory services – equipping people to make sound decisions, navigate uncertainty, and perform in an increasingly complex and uncertain world.

Jim O'Brien
Osprey Arrow founder Jim O'Brien, a retired U.S. Army Special Forces Colonel, served 29 years as a Green Beret and has extensive experience in special operations, intelligence, and counterterrorism. He deployed on numerous sensitive international operations throughout his career, culminating in his service as the USSOCOM’s Deputy of Operations, responsible for the Enterprise’s global operations and as the Chief of International Operations, leading our International Partners in combined endeavors. A graduate of USMA, Naval Post Graduate School, U.S. Army War College, and Harvard Business School Executive Program.

29
Years of Army Service
25
Years as a Green Beret
5
Publications & Podcasts
13
Keynote Addresses
our approach
We help organizations prepare, lead, and perform through three areas of focus:

Leadership Development
Develop capable, confident leaders prepared to make sound decisions.

Organizational Resilience
Build organizations equipped to adapt, manage risk, and perform under pressure.
Strategic Advisory
Bring experienced perspective to complex organizational and strategic challenges.

Preparation
changes performance
Risk is inevitable. Uncertainty is unavoidable. Being unprepared doesn't have to be.
We help organizations identify the challenges ahead, develop capable leaders, build resilient teams, and prepare to perform when circumstances demand it.
We don't just identify the risk. We help you prepare for it - and respond when preparation isn't enough.
