Biography of Lee Generous

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Biography of Lee Generous

Lee Generous is a wealth advisor and the founder of Generous Wealth Management, a virtual advisory firm based in Massachusetts. He is known for his financial planning, tax strategy, and investment management expertise. His professional designations include Chartered Financial Consultant (ChFC), Enrolled Agent (EA), and Dope CFO Certified Advisor. These credentials reflect his strong technical background and commitment to helping clients manage their financial lives accurately and carefully.

Lee was born in Dorchester, Massachusetts, and raised in Marshfield, where he stood out as an All-Scholastic athlete. From a young age, he developed an interest in finance. As a boy, he used his paper route earnings to purchase his first mutual fund, an experience that sparked his passion for understanding money management. Diagnosed with type 1 diabetes when he was just 20 months old, Lee learned early on the importance of consistency and detailed tracking. This discipline later became a defining feature of his approach to financial planning.

Professional Career

He began his career at Fidelity Investments in Boston in 2005. Over nearly a decade, he held several key positions in pricing, cash management, family office services, and relationship management. As an Analyst, he reviewed pricing data for global equities, fixed income, and derivative securities, ensuring accuracy and reliability. Later, as a

Lead Analyst at Fidelity Family Office Services, he managed the needs of high-net-worth clients and collaborated with internal teams to design efficient operational processes. His outstanding performance earned him chairman shares for his contributions.

In 2013, Lee Generous became a Relationship Manager at Fidelity Personal Investments. He worked closely with high-net-worth clients to design and implement personalized investment strategies. His approach focused on clear communication, structured planning, and long-term results.

Growth in Independent Advisory Practice

In 2015, Lee joined an independent LPL advisory firm in Braintree, Massachusetts, as a Wealth Advisor. During his seven-year tenure, he managed a large portion of the firm’s client portfolio and provided comprehensive planning across multiple areas, including investments, estate, retirement, tax, and risk management. His leadership and efficiency improvements helped double the firm’s managed assets.

Lee also developed service-level agreements, introduced new client relationship management systems, and trained staff and clients to understand investment products better. His holistic planning philosophy ensured that every financial decision aligned with each client’s goals and values.

Founding Generous Wealth Management

In November 2021, Lee achieved his long-term vision by founding Generous Wealth Management, a registered investment advisory firm based in Massachusetts. The firm officially received approval from the Massachusetts Securities Division in March 2022. It aims to deliver a family office-style experience, combining tax planning, investment management, and legacy planning within one coordinated platform.

The creation of Generous Wealth Management came during a period of personal reflection. After his wife’s recovery from cancer and his own challenges managing diabetes through the pandemic, Lee gained a deeper appreciation for financial security and stability. His mission became helping clients simplify their financial lives and gain peace of mind through proactive and integrated planning.

Specialization in Cannabis and Hemp Advisory

Lee Michael Generous's work extends beyond traditional finance. He has built a strong reputation for his expertise in the cannabis and hemp industries. As a Dope CFO Certified Advisor and co-founder of Dope CFO Wealth Management, he provides services such as accounting, tax compliance, and financial planning to cannabis and CBD/hemp businesses across the United States.

He also serves on the National Cannabis Industry Association’s Banking and Finance Committee, contributing to policy discussions, compliance guidance, and financial education. His insight into taxation under IRS Section 280E and business structuring has made him a trusted voice in this developing field.

Professional Affiliations and Community Engagement

Lee is a member of the National Association of Personal Financial Advisors (NAPFA), which promotes fee-only fiduciary financial planning. He is deeply committed to community service and regularly volunteers at the Boston Pine Street Inn, supports the Juvenile Diabetes Research Foundation (JDRF), and participates in the Eversource Walk for Boston Children’s Hospital.

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