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Benedict J

CFP®, ChFC®, Series 63, Series 65

Austin, TX

Gap Financial Services

Benedict Johnson is a CFP® and ChFC® with 29 years of industry experience. He currently works at Gap Financial Services and has held previous roles at Morgan Stanley, First Command Financial Services, and USAA over the course of his career. Gap Financial Services serves individuals, high-net-worth clients, businesses, and retirement plan sponsors by providing discretionary investment management, financial planning, and third-party manager selection. The firm combines a passive core investment approach with an active options overlay and maintains an ongoing planning retainer offering.

Retirement income strategy Retirement withdrawal strategies Early retirement planning Cash flow / budgeting Options & derivatives strategies Executive Founder/Business Owner Approaching retirement Mid-Career Professionals
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Lorri W

Series 65

Austin, TX

Gap Financial Services

Lorri Winkcompleck is a financial advisor at Gap Financial Services with nine years of industry experience and a Series 65 designation. She has worked at Gap Financial Services since 2017 and was previously self-employed for eight years. Outside of her advisory role, she has been involved with Austin Ridge Church since 2022. Gap Financial Services provides discretionary investment management, written financial planning, and a comprehensive planning retainer to individuals—including high-net-worth clients—as well as businesses and retirement plan sponsors. The firm typically employs a passive investment approach with index mutual funds and ETFs, supplemented by a proprietary options program.

Retirement income strategy Retirement withdrawal strategies Early retirement planning Cash flow / budgeting Options & derivatives strategies Executive Founder/Business Owner Approaching retirement Mid-Career Professionals
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Jarrod W

CFP®, ChFC®, CRPC®

Austin, TX

Gap Financial Services

Today’s modern wealth builders understand they need someone to represent their best interests in a non-commission based fiduciary role, someone who also has access to the institutional level products and a massive research database. For the past 26 years, Jarrod Winkcompleck has offered clients both. Jarrod started his working life as an investment advisor with a national brokerage firm before becoming a Certified Financial Planner (CFP®), assisting our nation’s veterans as a Senior Financial Planner for USAA. In addition to this professional designation, Jarrod has qualified for and then earned six more highly valued professional designations: Chartered Financial Consultant (ChFC®), Chartered Retirement Planning Counselor (CRPC®), Chartered Mutual Fund Counselor (CMFC®), Cash Balance Consultant (CBC®), Certified Health Savings Advisor (CHSA®), and Chartered Advisor for Senior Living (CASL®). As his professional career advanced, he served as Director of Business Development and Senior Planner for one of Texas’ largest and most profitable Registered Investment Advisors. In recent years, he also acted as Partner and Senior Advisor to a specialized private wealth management firm before founding Gap Financial Services, a firm birthed from his desire to bring honesty and integrity to all clients seeking to build their financial legacies. In 2019, he accepted an appointment from the Texas Lt. Governor to serve on the Texas Prepaid Higher Education Tuition Board, a group of experts dedicated to managing the Texas Tuition Promise Fund and Texas 529 Savings Plan. He graduated from the University of Texas at Arlington with a BBA in Finance. Jarrod has been married for twenty-nine years and has one high-school aged daughter.

Wealth management Active portfolio management General retirement planning Executive Founder/Business Owner Gen X (Born 1965-1980)
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Joseph M

CFP®, Series 63, Series 65

Austin, TX

Gap Financial Services

Joseph Montanaro Jr. is a CFP® professional with 23 years of industry experience, currently serving at Gap Financial Services since 2026. His prior roles include multiple positions at USAA from 2003 to 2025 and seven years with Ameriprise. Gap Financial Services works with individuals, including high-net-worth clients, businesses, and retirement plan sponsors, offering discretionary investment management, written financial planning, and a comprehensive planning retainer. The firm typically employs a passive core investment approach combined with an active options overlay and provides ongoing portfolio and educational support for qualified retirement plans.

Retirement income strategy Retirement withdrawal strategies Early retirement planning Cash flow / budgeting Options & derivatives strategies Executive Founder/Business Owner Approaching retirement Mid-Career Professionals
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