RolloverSystems Management Team

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J. Spencer Williams
President & CEO

As President and CEO, J. Spencer Williams brings his 20-plus years of experience in starting, building and leading businesses in the financial services industry to RolloverSystems, Inc.

Prior to joining RolloverSystems, Mr. Williams served in numerous roles with MassMutual from 1997 to 2007, most recently in a leadership role in starting and building the company’s retirement income and rollover IRA lines of business. Before starting those businesses, Mr. Williams headed MassMutual’s Life Sales & Marketing efforts to distribute life insurance through the Career Agency System, as well as third-party distributors including banks, broker-dealers and independent agencies.

Mr. Williams was formerly the founder and CEO of Persumma Financial, LLC, a MassMutual Financial Group company. Persumma Financial was formed in late 1999 to provide a new generation of retirement services to corporate defined contribution plans. Mr. Williams was also Senior Vice President, Chief Financial Officer and a member of the MassMutual Retirement Services Group executive management team from 1997 to 1999. During his tenure, he managed the financial aspects of the Retirement Services, Annuities and Trust lines of business. In addition, he served as Chief Financial Officer for the MassMutual Institutional and MML Series mutual fund families. Mr. Williams was the 1999 recipient of MassMutual’s President’s Leadership award.

Prior to joining MassMutual, Mr. Williams was Senior Vice President of Retirement Plan Services for Federated Investors, where he led the business and service operation of the company’s corporate and institutional retirement plan products. Mr. Williams spent over a decade in a variety of positions in the financial services industry, including stock and option trading on the floor of several major U.S. exchanges, heading the development and operation of an international family of mutual funds based in the United States, and an international stock arbitrage operation.

Mr. Williams also served on active duty in the U.S. Navy for five years, and participated in the liberation of Grenada and the United Nations’ peacekeeping operations in Beirut, Lebanon.

Mr. Williams earned his B.A. degree in English from the United States Naval Academy and an M.B.A. from the University of Pittsburgh. He is registered with the NASD as a General Securities Principal and General Securities Representative. Mr. Williams, his spouse, Loretta, and their family recently relocated to the Carolinas, near RolloverSystems’ headquarters in Charlotte, NC.


Dan Wright

Chief Operating Officer

Dan Wright is the Chief Operating Officer for RolloverSystems, charged with running daily operations. Mr. Wright has over 20 years of experience in the broker-dealer, mutual fund, investment management and retirement services industries. Prior to joining RolloverSystems, Mr. Wright was a Partner with Hobbs | Madison, Inc., where he specialized in business and technology strategy, design and operations management.

Mr. Wright previously served as Senior Vice President at Pioneer Investments, where he was responsible for Technology, Investment Operations and Shareholder Services. His scope included Investment Support, Portfolio Accounting, Operations Performance, Client Service, Dealer Service, NSCC, Retirement Group Plans, Compliance, Vendor Relationship Management, Shareholder Correspondence, Legal Research, Financial Administration & Analysis, Print/Mail Administration, Year End Tax Reporting, Training and Quality Control. Mr. Wright also served as Chief Information Officer for Persumma Financial, Senior Vice President of Operations and Technology for Babson Capital, and as Chief Information Officer for Liberty Financial Companies.

Mr. Wright has a B.S. degree in computer science from Southern New Hampshire University and a B.G.S. degree in business management from the University of New Hampshire.


Spencer Pringle
Chief Retail Sales Officer

Spencer Pringle is the Chief Retail Sales Officer for RolloverSystems and is responsible for the business-to-consumer strategy, sales, operations, and product management and development.

Mr. Pringle brings over 15 years of financial services industry experience to RolloverSystems. He spent the prior five years as a Director at Fidelity Investments, leading several functions including their Private Client, Premium Services, Retirements, and Inheritor Services Groups. He was responsible for setting strategic direction that drove significant business growth, strong client satisfaction and loyalty results. As a Sales and General Securities Principal, he also was also responsible for the oversight of 150 traders handling stock, bond, option, fixed income, and mutual fund trading.

Mr. Pringle spent the first 11 years of his career at T. Rowe Price, both in the Tampa regional office, and in the Owings Mills, MD headquarters. He held several leadership positions, including Vice President of Retirement Plan Services, overseeing the operations of 300 Registered Representatives servicing participants in corporate 401(k) plans and leading the rollover retention function. He also played a critical role in acquiring new 401(k) plans and building relationships with existing plans. His other roles at T. Rowe Price included Vice President of the Personal Service, Retail Service, Brokerage Service and Retirement Service Groups.

Mr. Pringle earned his B.A. degree in Economics from the University of South Florida.  His principal licenses include Municipal Securities, General Securities, and General Security Sales. He is also a Registered Investment Advisor.