Tim Cleary

Tim Cleary
Managing Director

Tim leads Chartwell’s ownership advisory practice, helping privately-held and mature ESOP-owned businesses understand, evaluate, design, and implement strategic alternatives for the next stage of the life cycle of the business. He also helps mature ESOP-owned companies establish financial disciplines to assure long-term sustainability. Tim’s legal, tax, and administrative experience allows him to design creative yet practical solutions that optimize benefits for Chartwell clients. Tim has been helping privately-held business owners and management since 1987. 



Tim is an active member of The ESOP Association and the National Center for Employee Ownership. He also serves on the American Council of Engineering Companies (ACEC) Affiliate Advisory Committee. Tim is a nationally known speaker and writer on ESOPs.



Tim started his consulting career as a corporate tax and ESOP attorney. He then led Ernst & Young’s National ESOP Consulting Practice, where he was instrumental in shaping innovative S Corporation ESOP structures. Most recently, Tim led Principal Financial Group’s ESOP Consulting Practice, one of the largest ESOP administration and consulting practices in the country.


Tim holds a Juris Doctor degree from William Mitchell College of Law in St. Paul, Minnesota. He also holds a Bachelor of Science degree in government from St. John’s University.