Financial Advisors & Planners

Koss Olinger’s Wealth Management and Financial Advisory Team has over 150 years of combined experience. We have deliberately sought out diversified individual designations and expertise to create distinctly gifted individuals and our world-class team.

Meet Our Financial Advisors:

Partners

Will Olinger, CIMA®

Email: WillO@kossolinger.com

Will is a Managing Partner at Koss Olinger. After graduating from Wake Forest University in 1991 with a Bachelor of Arts Degree in Economics and a minor in Finance, he earned his Certified Investment Management Analyst (CIMA®) designation from the Wharton School of Business at the University of Pennsylvania.

Combining his extensive education and passion for finance, Will chairs the firm’s Investment Advisory Committee (IAC) and is responsible for analyzing alternative investments and tracking macroeconomic trends. By maintaining a client-centered vision, Will leads the firm in creating dynamic, cutting-edge investment strategies to maximize each client’s portfolio and reach their individual goals.

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In addition, Will is a contributing writer for the Oxford Club Investment Newsletter and is a respected speaker and presenter throughout the investment and estate planning industry.

Will is a founding board member of the Gainesville Community Foundation and currently serves on the boards of two private family foundations. He and his wife, Leigh Ann, have three daughters who they love to spend time with. They are consistently traveling throughout the year to watch their girls' accomplishments.

Will’s father, Bill Olinger, is the co-founder of Koss Olinger.

 Kirk E. Klein, CFP®, ChFC®

Email: KirkK@kossolinger.com

Kirk Klein is a Managing Partner at Koss Olinger. He started his career in 1992 and has been with Koss Olinger since 1995. His years of financial experience have allowed him to counsel affluent individuals and business owners in the areas of estate and business transition planning.

A Certified Financial Planner (CFP®) Practitioner and Chartered Financial Consultant (ChFC®), Kirk specializes in comprehensive financial planning by utilizing the firm’s fee-based five-step process known as The Wealth Navigator System™, to help people accumulate, preserve and transfer personal wealth in alignment with their values.

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He is an authority on the business continuation and estate planning in closely held family businesses and was named in Kiplinger’s Personal Finance magazine’s “Who’s Who" of Florida Certified Financial Planner® Professionals.

Kirk is a graduate of Illinois State University with a Bachelor of Science degree with majors in Finance and Marketing. An accomplished public speaker, he is a frequent presenter and guest lecturer for business and professional groups on topics about retirement, estate, and financial planning.

Kirk also enjoys giving back to the community. He is a current board member of Junior Achievement, Oak Hall School, and has served on the boards of several other organizations such as the Rotary Club. He and his wife, Michelle, stay very busy with the activities of their two daughters and son.

Brian Watson, CFP®, CDFA®

Email: BrianW@kossolinger.com

Brian earned a Bachelor of Science Degree in Finance from the University of Florida in 1998 and subsequently joined the Koss Olinger team. Quickly becoming a Partner in the firm, Brian emerged as an integral member of the Koss Olinger Investment Advisory Committee (IAC).

Brian is a Certified Financial Planner (CFP®) as well as a Certified Divorce Financial Analyst (CDFA®). He was central to the development of Koss Olinger’s trademarked process, The Wealth Navigator System™, and specializes in retirement planning, investment management, and estate planning. As an advisor, Brian takes great pride in his ability to implement advanced planning techniques while simultaneously educating his clients.

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In addition to his ongoing advisory contributions, Brian consistently pushes Koss Olinger’s technology to the next level by identifying areas of potential improvement and creating solutions that provide increased value to the client experience. Advancements in the firm’s reporting systems, client service systems, and other improvements consistently place Koss Olinger at the top of the industry.

Considered an industry thought leader, Brian has been quoted in local and national publications including The Gainesville Sun, Senior Times magazine, and The Prosperity Experience (a national publication that focuses on financial and estate planning issues for lottery winners).

Brian has four daughters. During his free time, Brian enjoys spending time with his family and playing golf.

William J. Rossi, III, CFP®, ChFC®

Email: WJR@kossolinger.com

W.J. Rossi is a Partner at Koss Olinger where he began his financial services career in 1997 after earning a Bachelor of Science Degree in Finance and Economics from the University of Florida. Soon after, he obtained both the Certified Financial Planner (CFP®) and Chartered Financial Consultant (ChFC®) designations.

W.J.'s areas of expertise are investment management, estate planning, 401k's, and creating income distribution strategies during retirement. He sits on Koss Olinger's Investment Advisory Committee. W.J.'s professional insights about comprehensive fee-based planning, as used in The Wealth Navigator System™, have been quoted in local and national publications, including Money Magazine.

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Additionally, W.J. is the immediate past president of MDRT's Top of the Table, an international industry association, and has spoken at broker-dealer conferences and industry conferences such as the annual Million Dollar Round Table event. A resident of Gainesville since 1987, W.J. is active in the community serving as the current Chairman of the Board for the Community Foundation of North Central Florida and on board positions at the University of Florida's Performing Arts Center, Tyler's Hope, Stop! Children's Cancer, NAIFA Gainesville, and Gainesville Estate Planning Council. Rossi is also a Leadership Gainesville alumni. He and his wife, Stephanie, have one son and two daughters.

Tim Roark, CFP®

Email: TimR@kossolinger.com

Tim Roark is a Partner at Koss Olinger, where he began his financial services career in 2011 after graduating from Davidson College in 2010 and earning a Master of Science Degree in Business from Duke University. Soon after, he obtained the Certified Financial Planner (CFP®) designation.

Specializing in retirement planning, investment management, and estate planning, Tim has been involved in retooling Koss Olinger’s trademarked process, The Wealth Navigator System™. He sits on Koss Olinger’s Investment Advisory Committee. Tim strives to collaborate with clients to find the most efficient solution for their financial needs. He brings energy and positivity to the office day in and day out.

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Tim was born and raised in Gainesville and enjoys giving back to the community. He serves as the board President for the Alachua County Education Foundation and is on the board for Oak Hall School, Dance Alive National Ballet, the Finance Committee for Conservation Burial, and mentors with the Take Stock in Children program. He is also a Leadership Gainesville alumni (LG43). Tim, his wife, Stella, and their sons, Emmett and Hudson, enjoy traveling and attempting to corral their two dogs, Gunner (Yellow Lab) and Benji (Cavalier King Charles Spaniel).

Shannon Reintgen, CFP®, ChFC®

 

Email: ShannonR@kossolinger.com

Shannon Reintgen is a Partner at Koss Olinger and has been with the firm since 2013. She began her financial services career in 2012 after earning a Bachelor of Science Degree in Finance from the University of Florida. Shannon has obtained both the Certified Financial Planner (CFP®) and Chartered Financial Consultant (ChFC®) designations.

In addition to her ongoing advisory contributions, Shannon has helped implement many of Koss Olinger’s systems and processes in order to provide the best possible service to our clients. She also sits on the Investment Advisory Committee alongside the advisory team and investment department to examine and monitor investment positions, market conditions, emerging trends, and any other variables that may impact a client's portfolio.
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Shannon is active in the community, serving as President of the North Central Florida Estate Planning Council, a member of the Women's Giving Circle, and a Leadership Gainesville alumni (LG45). Formerly, she served as Treasurer of the Junior League and a mentor with Take Stock in Children. Shannon has worked to further female involvement in financial advisory meetings and has written articles on the importance of this topic. Most recently, she co-authored the article Divide and Conquer: Not with Your Wealth Planning, encouraging women to take an active role in their family's financial planning.

Shannon and her husband, Christian, are enjoying parenthood after welcoming their sons, Landon and Greyson. Together, they spend time with family and friends, traveling and enjoying time at the beach.

Advisors

Mitchell Hay, CFP®, ChFC®

 

Email: MitchellH@kossolinger.com

Mitchell Hay is an Advisor at Koss Olinger and has been with the firm since 2017. He started his financial services career in 2015 after earning a Bachelor of Science Degree in Finance and a minor in Economics with specializations in Personal Wealth Management and Insurance from the University of Alabama. Mitchell has obtained both the Certified Financial Planner (CFP®) and Chartered Financial Consultant (ChFC®) designations.

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Mitchell works with clients to learn about their goals and objectives to build a customized game plan by utilizing Koss Olinger’s The Wealth Navigator System™. He has experience with 401(k) advising with a focus on life insurance placement and service. He also sits on the firm’s Investment Advisory Committee alongside the advisory team and investment department.

Mitchell is on the board of the North Central Florida YMCA and mentors with the Take Stock in Children Program. He and his wife, Jordan, enjoy traveling (especially to the beach or the mountains), spending time with friends and family, and attending sports events together.

Brittney Olinger, CIMA®, CDFA®

Email: BrittneyO@kossolinger.com

Brittney Olinger is an Advisor at Koss Olinger and has been with the firm since 2020. She started her financial services career in 2015 and has a Bachelor of Science Degree in Economics and Management from Oxford University in the UK. Brittney holds the Certified Investment Management Analyst (CIMA®) certification, administered by the Investments & Wealth Institute® and taught in conjunction with Yale School of Management. She also holds the Certified Divorce Financial Analyst (CFDA®) certification, administered by the Institute for Divorce Financial Analysts (IDFA®).

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Brittney was named the 2023 InvestmentNews Women to Watch Rising Star Advisor of the Year. This prestigious US financial industry award recognizes the exceptional achievements of a female advisor who displayed excellence in their first three years as an advisor.

Brittney was born and raised in Gainesville and has been avid in the community since she returned from the United Kingdom. She is in the second class of the Community Foundation of North Central Florida's NextGen Donor Initiative, which develops emerging philanthropists in North Central Florida. Brittney is also a member of the North Central Florida Estate Planning Council, the Women's Giving Circle, Treasurer of the Junior League of Gainesville, and is a Leadership Gainesville alumni (LG50). Brittney promotes female financial empowerment and has written articles on the importance of women taking an active role in their family's financial planning.

Brittney works with clients to learn about their goals and objectives to build a customized game plan by utilizing Koss Olinger’s The Wealth Navigator System™. She also sits on the firm’s Investment Advisory Committee alongside the advisory team and investment department.

Britt and her husband, David, enjoy spending time in the North Carolina mountains and visiting family and friends back in England.

Founders

William D. Olinger, CLU®, ChFC®, MSFS

 

As the Co-Founder of Koss Olinger, Bill specializes in helping clients manage and preserve their wealth and transfer it to successive generations.

With over 50 years of experience in wealth and investment management, Bill is a Chartered Life Underwriter (CLU®) and Chartered Financial Consultant (ChFC®) with a Master of Science Degree in Financial Services (MSFS) from The American College.

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In addition, Bill is a life and qualifying member of the Million Dollar Round Table. He is the past President of the Gainesville Estate Planning Council and the Gainesville Association of Life Underwriters and is a member of the Financial Planning Association.

Bill graduated Phi Kappa Phi from the University of Florida with a Bachelor of Arts Degree in Political Science and a minor in Economics. He was a four-year letterman in diving on the University of Florida swim team and President of Sigma Chi Fraternity. An active member of the Central Florida business and civic community, Mr. Olinger has served as Chairman of the Council for Economic Outreach and Chairman of the Board of Trustees of Santa Fe Community College, as well as the Chairman of the Board of Trustees for First Presbyterian Church. He has been President of the March of Dimes, the Gator City Kiwanis Club, the YMCA and has served on the boards of numerous organizations, including the United Way, the Rotary Club of Gainesville, the Barnett Bank of Alachua County, and the Florida Museum of Natural History.

Bill and his wife, Sandra, have been married 47 years and have two sons, Will and Charles, and three granddaughters.

William F. Koss, CLU®, ChFC®, MSFS

 

As one of the firm’s founding partners, Bill Koss specialized in helping clients preserve their wealth and transfer it to successive generations. He began his professional career in 1965, focusing on the financial disciplines of estate planning and investment management, and retired in 2023.

A Chartered Life Underwriter (CLU®) and Chartered Financial Consultant (ChFC®), Bill is a life and qualifying member of the Million Dollar Round Table, the premier association of financial professionals. His 45 continuous years of MDRT qualification, along with his professional designations, placed him among the top 100 professional planners in the world.

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In addition, he has published numerous articles in business, professional, and consumer publications and is the author of the book, “Pond Birds”, the only history of the University of Florida’s basketball program. Bill was a three-year letterman in basketball at the University of Florida and was inducted into the University of Florida Athletic Hall of Fame in 2008. He remains visible to Florida fans through his work as a television sports commentator and public speaker.

Bill grew up in Bridgeport, Ohio, received a post-graduate degree from Manlius Military Academy, earned a Bachelor of Science Degree in Business Administration at the University of Florida, and holds a Master of Science degree in Financial Services from The American College.

A founding member and past Chairman of the Council for Economic Outreach in Gainesville Florida, Bill won the J. Wayne Reitz Award for his contributions to the region’s economic development. The Gainesville Business Magazine named him "Financial Services Man of the Year" in 1990, and The Gainesville Sun recognized him as the 1994 "Business Person of the Year."

Bill is the son of Fred and Eleanor Koss. He and his wife, Mary (Breitenstein) were married in 1964 and have a daughter, Mary Beth Johnston, a son, William F. Koss II, and six grandchildren.

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