Legassa Coaching
Built. Led. Lost. Rebuilding.
I help executives, founders, and high performers build, lead, and rebuild, because I have done all three: at the highest level, and from the lowest point.
The story
Four chapters, one coach
Founded a multinational startup and a digital consultancy serving networks across three continents.
Led digital at ESPN, NBC Sports, and NESN. Teams of 40, budgets of $10M, products used by millions.
A white collar conviction cost me the career, the companies, the reputation, and my freedom.
Present tense, on purpose. This chapter is the work now, and it is the work I coach.
Coaching
Four doors, one practice
Every engagement runs on the same system, the Second Build. The door you enter by is the season you are in.
Build
Founder / Entrepreneur
For founders building something real, who want a coach who has signed the front of the checks.
Explore this trackLead
Executive Leadership
For directors and executives leading teams and budgets, who want an operator across the table, not a theorist.
Explore this trackPerform
Life: Transition, Discipline, Habits, Performance
For high performers in a hard season, whose systems broke before their ambition did.
Explore this trackRebuild
Second Opportunity: White Collar
For professionals rebuilding after a white collar conviction or a career-ending fall, coached by someone who has actually been there.
Explore this trackHow it works
Simple, structured, honest
Discovery call
A 20 to 30 minute conversation about where you are, where you want to be, and whether coaching is the right tool. No pressure, no pitch.
Foundation Audit
You complete the Foundation Audit, a 100-point review across ten areas of your work and life. We start from facts, not feelings.
The 90-Day Build
We set a small number of goals for the next 90 days and work them in weekly sessions, tracked with simple tools you actually use.