Tim spent 16 years in property management before landing at Michael Kelly Injury Lawyers in Boston as their first-ever COO.

No law background. No courtroom experience. Just a sharp business mind and a willingness to do the hard thing first.

He restructured attorney compensation, built a leadership team from scratch, and helped grow the firm. Profitability went from 13% to 28%. Staff went from 32 to 87 with contractors.

Here are the things we covered in this episode:

→ Why the right time to hire an integrator is between 20-30 employees

→ How weekly coaching accountability changed what quarterly EOS sessions can’t

→ The comp restructure that nearly broke morale and ended up building it instead

→ What "radical candor" actually looks like when the COO mandates it firm-wide

→ Why a self-aware visionary ...