Skip Navigation
MassMutual financial professional.

Gregg S. Milesemail

  • Professional Story

    Gregg began his career in the financial services business in 1999 at Pioneer Investment Management, before running his own financial consulting practice from 2000 through 2005 with the Boston Group of the Northwestern Mutual Financial Network. Gregg then spent five years (2005-2010) as a Partner of Executive Compensation Group (ECG), which served as the high-end financial advisory practice through Charter Oak Insurance & Financial Services. After leaving ECG, Gregg and another partner, Jim Logue, cofounded the Miles Logue Financial Group in the spring of 2010. Gregg renamed the practice to Cross Coastal Advisors after Jim Logue stepped down in 2014.

    Gregg has developed a team and process to successfully consult and advise high net-worth individuals, their families and their various advisory groups, regarding the use of insurance-based products as an option for generational assets transfers and estate planning strategies.

    Gregg's practice is diverse within its clientele, but has a large focus with executives, professional athletes, and senior members within the private equity, venture capital, hedge fund, real estate, and business owner marketplaces, including current and former FORTUNE® 500 executives and various prominent families throughout the country.

    Since entering the financial consulting/advisory business, Gregg has received numerous awards, both nationally and locally, as a financial consultant and insurance advisor. His recognition and receipt of such awards stems from both his advanced knowledge and high quality of service that he provides to his clientele.

    Outside of work, Gregg stays active in the community by being involved with numerous charities and foundations, including The Boston Foundation, Good Sports, The Wounded Warrior Foundation and The United Way. Gregg and his wife Melissa currently reside in Boston with their two sons, Nolan and Keaton, and their daughter, Langley.

    Education: Cornell University – Bachelor of Science,                                             Certified Financial Planner™ (CFP®)

    Affiliations: Member, National Association of Insurance Financial Advisors Member, Boston Estate Planning Council (BEPC) Member, The Boston Foundation

  • Languages:
    • English

  • Credentials:
    • CFP®

  • Specialties:
    • Insurance Strategies
    • Investment Strategies
    • Estate Planning
    • Risk Management Strategies
    • Business Succession Planning

Check the background of this investment professional on FINRA’s BrokerCheck

See Gregg’s Licenses and Disclosures

Connect with Gregg

*Fields are required

First Name is Required
Last Name is Required
Email is Required
This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.