- Our Team
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President & CCO
Founding Partner of the Headwater Investments team.
Scott was first an academic. He earned a Ph.D. from UC Davis and eventually moved to McMinnville to become a Professor of Finance at Linfield College. Scott focused his efforts on teaching and mentoring students. In fact, three of our employees, Tommy, Ginger, and CB, all had Scott as a professor. Outside of the classroom, Scott focused his research on investment management for endowments and foundations. He traveled around the country and the world speaking at conferences and sharing his knowledge. Scott also spent a short time as Linfield College's Interim Vice-President for Finance and Administration, managing their endowment. He has been asked to consult with some of the largest nonprofit organizations in Oregon.
Scott adapted his ideas surrounding endowments and foundations into a new passion, helping people save for and live well in retirement. Through his experience helping hundreds of clients, he has a vast knowledge base on which we draw.
As Headwater Investments grew, Scott decided to leave his teaching position at the college but still gives back by sitting on their board of trustees. Scott’s expertise is sought out in many places as he acts a Director at First Federal Savings and Loan, is an active Rotarian, and is asked to advise many non-profit boards.
Scott rarely drives into work, so you might see him zooming around town on his bike. Scott loves traveling with his wife Susan, enjoying their empty-nest-house, and cherishing time spent with their adult sons, especially when floating down a river. They also enjoy loading up their Airstream and taking their Yellow Labrador, Tappin, camping around the Northwest.
Managing Partner & Portfolio Manager
Member of the Headwater Investment Team since November 2011.
Tommy is always looking for ways to help our clients and better our business. His primary responsibilities are to have eyes on accounts as the portfolio manager. He executes trades, leads our investment strategy, and collaborates on developing firm strategy. He uses skills learned at Linfield as a double major in Economics and Finance and a student of Scott.
He is our most ‘lettered’ employee earning his Certified Financial Planner™ (CFP®) designation, an MBA from University of Oregon Executive program, a Chartered Retirement Planning Counselor℠ (CRPC®), and a Chartered Retirement Planning Specialist℠ (CRPS®) designation from the College of Financial Planning. He uses all of this knowledge to help our clients navigate the tricky decisions surrounding retirement and estate planning.
Outside of the office, Tommy serves the community in a variety of ways. He is on the Board of Directors of Delta Psi Delta at Linfield College, one of the oldest local fraternities in the United States and is the Treasurer of the McMinnville Noon Rotary Club. He has completed Leadership Programs for both the Newberg and McMinnville Area Chambers of Commerce. Tommy has previously served as Treasurer for the Yamhill County Cultural Coalition. He also enjoys working with small businesses and start-ups as an advisor and mentor.
Tommy is a new father! Charlie James joined the Sherwood family in December 2017, and he keeps Tommy and his wife Rose plenty busy. They enjoy taking family walks, biking together, and trying out new recipes in the kitchen. When not with his family or at his trading station, you can probably find Tommy on the back nine of Michelbook Country Club.
Certified Financial Planner Board of Standards Inc. owns the certification marks CFP®, CERTIFIED FINANCIAL PLANNER™ and federally registered CFP (with flame design) in the U.S., which it awards to individuals who successfully complete CFP Board’s initial and ongoing certification requirements.
Managing Partner & Lead Adviser
Member of the Headwater Investment Team since November 2013.
In the multifaceted role of Managing Partner and Lead Advisor, Kevin manages new and current client relationships, forms firm strategy, and breaks down the team’s research into understandable and enlightening commentary. He shares this knowledge as a public speaker on financial and economic topics.
Kevin earned his BA with a double major in Economics and International Political Economy from the University of Puget Sound in Tacoma, Washington. While completing Willamette University’s MBA for Professionals, he wrote a capstone on how to better serve non-profits as an advisor.
Kevin has a passion for working with non-profit organizations. He is a board member for the McMinnville Noon Rotary Club and Community Home Builders and is an active member in the McMinnville Chamber of Commerce, sitting on their Government Affairs Council. He also is a member of the McMinnville School District Citizen Oversight Committee.
When he isn’t at his desk or out in the community, you can usually find Kevin on one of the beautiful disc golf courses in Oregon, or on the sideline watching his wife play ultimate. In the summer, he enjoys floating rivers and being with his wife and friends in the outdoors, usually with their Chocolate Labrador, Rhett, in tow.
Carol B. Mason
Dir. of Client Development
& Business Operations
Carol B. Mason
Member of the Headwater Investment Team since September 2006.
CB’s role at Headwater Investments allows her to meld her passions to create and organize. She manages the web-based and traditional marketing efforts, responds to client requests and inquiries, supervises and coordinates the firm’s information technology systems, and handles office administration.
After CB earned her BS in International Business from Linfield College, she held various roles at adidas in Portland, Oregon, in the Global Footwear Logistic and Apparel Marketing groups, including Product Line Manager, Merchandise Manager, and Operations Manager. These organizational and marketing skills have proven useful at Headwater Investments.
She stays active in the community as a group fitness instructor, a volunteer in the schools, and a mentor to Linfield students. CB has previously served as an advisor on the McMinnville Area Chamber of Commerce Leadership Committee and as President of the Board of Directors for Trinity Learning Center and the PTA of her sons’ elementary school. She currently serves on the board for the McMinnville Education Foundation and is co-chair of the 2019 Grad Night Committee for McMinnville High School.
Many evenings and weekends you can find CB and her husband, Jeff, at sporting events for their two boys. Although their oldest son is about to fly the coop for college, they hope their chickens all stay put – the family enjoys the farm-fresh eggs the chickens provide. In exchange, CB gladly accepts help from “the ladies” in her garden.
Accounting & Compliance Specialist
Member of the Headwater Investment Team since July 2009.
After earning her BS in Accounting from Linfield College, Ginger joined the Oregon Secretary of State Audits Division in Salem, Oregon. As a governmental auditor, Ginger reviewed financial operations, computer systems, and agency programs for effective internal controls and compliance with laws, regulations, and guiding principles.
Ginger is all about her family. She left the State to be available as a mom and brought her excellent skills to McMinnville and Headwater Investments. She coordinates compliance measures, handles the bookkeeping, and executes our internal auditing processes. She is an integral part of the team, and always has a smile when helping our clients.
Ginger also embraces our culture of giving back to our community. She currently serves as a children's leader in a Newberg area Bible study, a volunteer at Veritas school, and is active as Treasurer and a leader in the children and women's ministries at her church. Previously, she has served as the Treasurer for McMinnville Young Life.
As you can probably guess when not at work or volunteering, you can find Ginger at home with her three sons and husband. They have a generous spirit and open their home to family, friends, and young people in need of mentoring. In her quiet moments, Ginger enjoys scrapbooking, sewing, and reading.
Member of the Headwater Investment Team since July 2019.
Janet earned her BA in General Science from Linfield College and spent over 15 years in the Linfield College Office of Admission. In addition to working with prospective students and their families, she learned the importance of excellent customer service, data integrity and accuracy, and reporting tools. As the first point of contact, Janet will be able to assist with client onboarding as well as process administrative account updates.
Being active in the McMinnville community is a priority for Janet, and she currently serves as Treasurer for the McMinnville Sunrise Rotary and President of the McMinnville Library Foundation. She completed the Ford Institute Leadership Program for Yamhill County. Janet looks forward to finding additional community engagement opportunities in the area.
When not at work, you may spot Janet running the streets of McMinnville, training for an upcoming half and full marathons. She is an avid reader and enjoys listening to podcasts. She also likes to spend time in the kitchen, trying new recipes that use veggies included in her weekly CSA share.