Brian J. McGuckin – Director of Business Development and Co-Founder

Brian has a diverse background and brings a unique perspective and level of energy to Crestwood that has helped drive the organization to the next level. After graduating from the University of Notre Dame with a BS in Mechanical Engineering, Brian was a nuclear submarine officer in the U.S. Navy. During his tenure in the Navy, he received a master equivalent degree in nuclear engineering and served on two submarines. During his final tour of duty, Brian attended the University of Chicago and received an MBA with a concentrations in Finance and Accounting.

After leaving the service, Brian joined the consulting firm of Ernst & Young LLP as a consultant in the Strategic Advisory Services practice. Brian’s focus at E&Y was in the development of valuation models, operating models, and strategic growth plans for Fortune 500 organizations.

After three years, Brian left E&Y with Tim Thompson to start Crestwood and capitalize on the opportunity to deliver a suite of consulting services to the under served small and middle market.


Timothy J. Thompson – Director of Account Services and Co-Founder

Tim has a unique career path that has provided him with a wealth of experience working with individuals and companies across the U.S. Tim graduated from the University of Notre Dame with a BA in Business Administration, Accountancy and began his career in the audit practice of Deloitte & Touche LLP. After earning his CPA in the State of Illinois, Tim left D&T to serve as a volunteer teacher on the Navajo Indian reservation in western New Mexico.

After completing his teaching assignment, Tim attended Indiana University and received an MBA with a concentration in Small Business Development. Upon graduation, Tim joined the Entrepreneurial Consulting practice of Ernst & Young LLP and focused on delivering Lawson and PeopleSoft ERP solutions to the middle market.

Tim’s ERP experience enabled Crestwood to quickly become certified as a Great Plains Software partner and to successfully implement the organization’s first Great Plains projects.