John Bair (Retired)

John is a nationally-recognized leader and trusted advocate of people in the civil justice space. With decades of experience in the legal industry, he founded Milestone's settlement administration and planning firm and 501(c)(3) pre-settlement funding nonprofit. John retired in December 2023 after serving as the driver of Milestone's national business development for many years.

John Bair

Professional Experience

  • Milestone – Founder/Member, 2012-2023
  • The Milestone Foundation – Co-founder, 2016-Present
  • Forge Consulting, LLC – Founder/Owner/CEO, 2003-2012
  • Army National Guard – Captain, 142d Aviation Regiment, 1999-2003
  • EPS Settlements Group – Consultant, Northeast Representative, 1999-2002
  • United States Army – Captain, AH-64 Aviator, Commander, Aviation Officer, Aviation Risk Manager


  • Bachelor of Science, United States Military Academy (West Point, NY)

“That feeling, that sentiment of getting their life back … and not being laden with pain or dealing with the loss of someone, and you add money to that – it ends up being somewhat of a volatile mix. They don’t know the right [financial] questions to ask. Settlement planning – the art of it – is being able to get to know someone and being their advocate so they don’t make bad decisions.”