

The Connecticut Yankee Group at Morgan Stanley

Our Mission Statement
Empowering clients with personalized strategies to navigate financial complexities, achieve goals, and build lasting legacies.
Our Story
Guiding Generations. Grounded in Planning. Built on Trust.
At the Connecticut Yankee Group, our mission is simple: to help clients make confident financial decisions that endure across generations. Since 1976, we've provided thoughtful advice, deep personal relationships, and strategic planning rooted in experience. Today, we are a multigenerational team with a long view—committed to delivering clarity in a complex financial world.
Our story began with Allan Jay, who built this practice on trust, education, and long-term relationships. After starting his career in 1976, Allan joined E.F. Hutton in 1980—remaining through a series of mergers that ultimately became Morgan Stanley. Over the decades, he's become a trusted advisor to ultra-high-net-worth individuals, families, foundations, and institutions. As a Certified Financial Planner™ and holder of a Master of Science in Financial Planning, Allan brings clarity to complexity and applies decades of firsthand experience navigating markets. His consultative approach is grounded in education and enriched by access to the full intellectual capital of Morgan Stanley.
Allan now partners with his son, Brian Jay, CFP®, who brings a modern lens and strong planning discipline to client relationships. Brian leads the team's planning efforts—developing dynamic strategies that help clients navigate life transitions, manage wealth across generations, and align their financial lives with their personal values. In addition to core financial planning, he helps clients take advantage of Morgan Stanley's platform, including access to private equity, private credit, and real assets to strengthen portfolio diversification. Brian's long-term vision is to serve families through every generation and every stage of life with steady, proactive guidance.
Paul Greatsinger, CFP®, a Marine Corps veteran and MBA graduate, joined the team in 2006 and works alongside his wife, Ginny Greatsinger. Together, they form a dedicated client service team that delivers disciplined, relationship-driven advice with a focus on integrity, attention to detail, and continuity. Whether they are guiding families through retirement planning or helping the next generation take ownership of their wealth, Paul and Ginny bring experience and personal connection to each relationship.
At the heart of our team is Helaine DeVore, who has worked alongside Allan for over 35 years. Known for her exceptional client service, insight, and warmth, Helaine has helped shape the experience that our clients value and trust. She remains an essential part of our client relationships to this day.
Together, we offer a comprehensive range of services—from investment management and estate planning strategies to lending, philanthropy, and multigenerational wealth transfer. Above all, we are committed to understanding what matters most to you and building a plan that supports it—not just for today, but for the years and generations to come.
- 3 CERTIFIED FINANCIAL PLANNERS (CFP®)
- 1 FAMILY WEALTH DIRECTOR
- 2025 FORBES MAGAZINE’S BEST-IN-STATE WEALTH MANAGEMENT TEAM
- 2018-2021, 2024 FORBES BEST-IN- STATE WEALTH ADVISORS
- 2019 BARRON'S TOP 1,000 FINANCIAL ADVISORS: STATE-BY-STATE
- PACESETTER'S CLUB
- Disclosures: 2025 Forbes Best-In-State Wealth Management Teams Source: Forbes (Awarded Jan 2025). Data compiled by SHOOK Research LLC based on time period from 3/31/23-3/31/24. 2018-2021, 2024 Forbes Best-In- State Wealth Advisors Source: Forbes.com (Awarded April 2018, 2019, 2020, 2021 & 2024). Data compiled by SHOOK Research LLC based on time period from 6/30/16 - 6/30/17, 6/30/17 - 6/30/18, 6/30/18 - 6/30/19, 6/30/19 - 6/30/20, & 6/30/22 - 6/30/23. 2019 Barron's Top 1,000 Financial Advisors: State-by-State Source: Barron's.com (Awarded Mar 2019) Data compiled by Barron's based on time period from Sept 2017- Sept 2018.
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Meet The Connecticut Yankee Group
About Allan Jay
Allan became a wealth manager in 1976 and made his only company change in 1980 to what was known as E.F. Hutton which, through a series of mergers, eventually became Morgan Stanley. He obtained a Certified Financial Planner designation in 1984 and a Master of Science in Financial Planning in 1997. Allan has been recognized by Barron's "Top 1,000 Financial Advisors" in the Nation and recognized by Forbes as "Best-In-State Wealth Advisor" 2018, 2019, 2020, 2021, 2024.
Allan serves as Treasurer of the Athletic Association of Greenwich, Treasurer of the Old Greenwich Association, and Finance Chairman of Saint Clement Church. Past affiliations include the Investment Board of the Fairfield County Community Foundation and Treasurer of the Greenwich Scholarship Association.
2018-2021, 2024 Forbes Best-In- State Wealth Advisors
Source: Forbes.com (Awarded April 2018, 2019, 2020, 2021 & 2024). Data compiled by SHOOK Research LLC based on time period from 6/30/16 - 6/30/17, 6/30/17 - 6/30/18, 6/30/18 - 6/30/19, 6/30/19 - 6/30/20, & 6/30/22 - 6/30/23.
2019 Barron's Top 1,000 Financial Advisors: State-by-State
Source: Barron's.com (Awarded Mar 2019) Data compiled by Barron's based on time period from Sept 2017- Sept 2018.
NMLS#: 175993
About Brian Jay
A graduate of Quinnipiac University’s Lender School of Business, Brian earned his degree with honors and remains actively involved with the university, mentoring students who are exploring careers in financial services. He holds the Series 7, 63, and 66 licenses, as well as mortgage and multiple state insurance licenses.
Brian began his career with Morgan Stanley in 2017 as a Wealth Advisor Associate, where he supported over 100 Financial Advisors during a pivotal time in the firm’s evolution of its Wealth Management platform. His efforts contributed to the modernization of tools that enhanced team-client communication, improved the delivery of information, and deepened financial planning capabilities. Prior to transitioning to his role as a Financial Advisor, Brian earned the CERTIFIED FINANCIAL PLANNER™ designation—demonstrating his expertise across key areas including financial planning, risk management, investments, tax strategy, retirement planning, employee benefits, and estate planning.
In 2019, Brian partnered with his father, Allan, forming a multigenerational advisory team rooted in shared values and professional excellence. Since then, Brian has been recognized as a member of Morgan Stanley’s Pacesetters Club, a global distinction awarded to Financial Advisors who exemplify high professional standards and a commitment to exceptional client service.
Originally from Greenwich, Connecticut, Brian now resides in the Shippan Point community of Stamford with his wife, Hailee, and their daughter, Skye. He serves as Treasurer of the Shippan Point Association, a 501(c)(3) organization dedicated to preserving the area’s natural beauty, enhancing safety, and fostering community engagement. Additionally, Brian and Hailee co-chair the New Member Committee at the Stamford Yacht Club where they enjoy spending their free time. Brian loves playing tennis, shooting sporting clays, fitness training, playing chess, and making lasting memories with his family.
NMLS#: 1853462
About Paul D Greatsinger
Paul joined our firm in 2006 following his retirement from the United States Marine Corps. As a Marine, he served for twenty years as an infantry officer and participated in operations in Balkans, the Middle East, the Horn of Africa and South and Central America. He continues to serve his community and is currently a member of the Board of Director of the National Exchange Club, having previously served as the President of the Connecticut District Exchange and Stamford Exchange Club. He is also on the Board of the Connecticut Veterans Legal Center and previously served on the Boards of the Fairfield Rotary Foundation and the Stamford HELP for Kids.
NMLS#: 175903
About Ginny Greatsinger
I'm Ginny Greatsinger and I am a Financial Advisor at Morgan Stanley. I'm part of the Connecticut Yankee Group at Morgan Stanley, a financial planning and wealth management services team with decades of experience building meaningful client relationships based on dependability, transparency, and integrity. The Connecticut Yankee Group clients are affluent individuals, multigenerational families, and businesses who want personalized service, and access to Morgan Stanley’s extensive resources to help them build, preserve, and leverage their wealth.
The group employs a comprehensive and client-centric approach to wealth management, investment management, financial planning and estate planning strategies. It all begins with a conversation where we get to know you and your world, and you get to know us and what we bring to the table. We focus on your needs, your goals and what success looks like to you. Putting the client first is one of our Firm's core values, and it's how we do business every day.
Women and Wealth
Women are increasingly the financial decision makers in a household. My mission is to help women become more confident about managing their personal and household wealth. To know the value of financial planning, retirement income planning, tax-smart investing, generational wealth transfer, insuring their wealth, and more.
I am a big believer in the power of education combined with trusted guidance to transform a woman’s mindset about investing, money, and their future. That is why I am committed to empowering women with the knowledge, tools, and support needed to help them achieve their financial goals.
Click on the Contact Me button above, or schedule a meeting. We’d love to get to know you better and see how we can help.
NMLS#: 1584403

Contact Allan Jay

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Contact Ginny Greatsinger
The Power of Partnerships
About Chris Smith
Prior to joining Morgan Stanley (Dean Witter), Chris worked in the Retirement Plans department of Prudential Securities and prior to that the District Agency department of Prudential Insurance Company. Chris holds a Bachelor of Arts degree in Communication/Journalism and Psychology from St. John Fisher College in Rochester, NY. He lives in Saratoga Springs, NY with his wife Sharon and two boys, Ryan and Michael and has a passion for golf, skiing and horse racing.
Portfolio Insights
Financial Wellness
- Reduce employee stress,
- Improve retention and engagement, and
- Set themselves apart by offering comprehensive financial wellness benefits.
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