Management Team

Management Team

R. Scott Jentz
Founder, President & CEO


Scott has over 41 years of experience working with financial institutions and their insurance and investment departments. He spent over 28 years with Minnesota Life Insurance Company where he was the Vice President of Group Sales for the Western Region. During his career with Minnesota Life, Scott spent the bulk of his focus on the credit union industry. During that time Scott was instrumental in obtaining regulatory approval and acceptance of debt cancellation as a new concept for credit unions. In 2000, Scott left Minnesota Life to form his own company, and was hired by Bellco credit union to manage their investment and insurance CUSO. After the success from the work at Bellco, Scott was asked to take his concept of insurance and investment program management to other credit unions and GSG was formed.

Under Scott’s leadership, GSG has grown to over $5.5 million in annual revenue, serving over 100 credit union clients. GSG has over 30 employees with offices in Denver, San Diego, Indianapolis, and Washington, D.C.

Scott resides in Parker, Colorado with his wife and family.


Judith E. Sandberg
Executive Vice President



Judy joined GSG in 2005 has over 30 years of experience in the financial services industry. She started her career in commercial lending and credit administration with Norwest Bancorporation, now Wells Fargo. She served as Investment Manager for ITT Finance, evaluating corporate investment opportunities including leverage buyouts and structured financings.

She spent 13 years with the National Cooperative Bank where she led a commercial lending division focused on the grocery, franchise and hardware industries. She served as President of NCB Retail Finance, a subsidiary for securitization of small business loans. She founded and served as CEO of NCB Investment Advisors, an institutional fixed income investment advisory firm.

Judy spent three years with Callahan & Associates as President of the Trust for Credit Unions family of mutual funds, President of their broker-dealer and President of their 40-credit union CUSO. Judy then served as a Senior Consultant for The Armstrong Group (“TAG”), a Washington D.C. based consulting firm, where she provided organizational development, executive coaching, and new business formation consulting. During her tenure with TAG Judy supported the formation of many successful CUSOs.

Judy is graduate from the University of Minnesota’s Carlson School of Business with distinction in Finance and currently resides in the Washington D.C. area.


Cynthia Pollard
President, Investment Program Management


Cynthia Pollard joined GSG in 2003. She is an accomplished securities industry representative and has been in the business since 1989. Cynthia brings her sales leadership experience to her role with GSG as the Executive Vice President for investment program management. Cynthia holds the FINRA Series 7, 24, 63 and life and disability licenses and is a graduate of San Diego State University. Throughout her career she has followed the guiding principles of integrity, responsibility, courage, perseverance, balance and contentment. She uses these six principles daily in her role as leader for breaking down barriers and building up business.

Cynthia began her financial career with American Express Financial Services where she provided investment advice to individuals, local business and non-profit organizations. In 2001 she joined CUSO Financial Services, L.P. as Vice President, Program Manager where she worked with credit union clients to improve the performance of their investment programs. In her years of experience as a Registered Representative, OSJ Supervisor and Program Manager she has consistently achieved recognition as a leader among her peers. She has served on boards, provided professional guidance for women’s organizations and is a frequent speaker at national conferences within the industry.


Tom Ostrand

Director of Investment
Program Management



Tom joined GSG in 2006 and fully intends to complete his career here. "The Gateway team is like family to me. I can’t imagine working without them."

Graduate of the University of Nebraska, Lincoln, Tom brings over 30 years experience to his position with GSG. He holds series 7, 63 and 24 licenses. In addition to managing several of the GSG investment programs, Tom works as OSJ for a select group of registered reps. He feels that working as both program manager and OSJ allows him a better understanding of the selling habits of the reps. He can spot selling trends and provide counsel regarding products, needs assessment and suitability. Tom has been working exclusively with credit union investment programs since the early 1990’s.

Tom graduated from the University of Nebraska, Omaha and currently resides in San Diego with his wife Lizz. They have three grown sons; Joey, Jack and Luke.


Olivia Millradt
Director of Operations



Olivia joined GSG in 2000 and provides a variety of support throughout the company’s Investment, Insurance and Trust Services divisions. She holds FINRA series 7 and 63 licenses.  Olivia manages GSG’s Program Resource Center which provides support to our internal employees, as well as our credit union clients, employees and members.

Olivia is a graduate of Regis University in Denver and currently resides in Aurora, Colorado with her husband and two children.


Michael F. Newbury
Chief Financial Officer


Mike joined Gateway Services Group, LLC in December 2008. He obtained his Bachelor Degree in Professional Accounting from Eastern Washington University and began his accounting career with the international firm of Coopers & Lybrand where he became a Certified Public Accountant. Mike moved to Denver to obtain his Masters of Taxation from the University of Denver. Mike has a wide range of professional experience from working for a Fortune 500 company, DST Systems Inc., to having his own consulting firm working with various small businesses. Mike enjoys the outdoors and spending time with his wife Marla and their dogs.


Kees Woudenberg, CFS Director of Product
Management and Sales


Kees joined GSG in 2003 and currently holds various lines of insurance licenses including Life and Health, Property and Casualty, and Credit. He also earned the Certified Financial Supplier designation from CUES. Prior to joining GSG, Kees spent 3 ½ years working for a Member of the U.S. House of Representatives.

Kees is a 2002 graduate of California State University, Long Beach where he earned his Bachelor of Arts in Political Science with an emphasis in Foreign Relations. He currently resides in Highlands Ranch, CO and in his free time he is a Volunteer Firefighter in Elbert County, Colorado.

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