Shon Holyfield

Founder & CEO


Shon is the founder and CEO of TTR, a company that specializes in Sales, Use, and Transaction tax and is one of the Best Places to Work in Oregon. Throughout his career of over 20 years, Shon has worked to improve the quality of people's lives by delivering best-in-class tax products and building a culture of care. In both 2018 and 2020, Shon received the Leadership Award from the Oregonian's Top Workplaces. Shon attended Notre Dame Law School and Yale's School of Management, and was Tax Director at a Fortune 500 company. Shon is one of the nation's leading experts on issues around sales, use, and transaction tax.


  • Former Tax Director for a Fortune 500 company.
  • Sales and use tax topics.
  • How legislation impacts companies and their tax departments.
  • Wayfair (Nexus).
  • Marketplace Facilitator Laws/Rules.
  • Best practices for U.S. tax departments.