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The Main Street Group

Updated today

Client assets under management

$502,853,286

Clients

711

17% high-net worth

Advisors

9

of 13 employees

Firm type

Team

4-10 advisors or $500M+ in AUM

Clients per advisor

79

High

Average account size

$707,248

About

The Main Street Group is an SEC-registered advisory firm organized as a nine-advisor team managing roughly $515 million for individuals and high-net-worth clients, with services that include discretionary portfolio management, financial planning, retirement-plan consulting, and trustee/ERISA-related work. It also offers an automated investment option (Institutional Intelligent Portfolios) alongside traditional managed accounts and hourly or fixed-fee planning engagements.

The firm builds customized portfolios using low-cost mutual funds and ETFs, and may incorporate individual equities, bonds, leveraged ETFs, and options when appropriate; it may also allocate to unaffiliated independent managers and treats cash as an asset class with automated sweep features and ongoing rebalancing and monitoring. Clients complete a suitability questionnaire for the automated platform, and advisors retain final authority over strategy selection and ongoing portfolio oversight.

Compared with many peers, The Main Street Group discloses several organizational details that may affect client choices: an affiliated insurance company (Main Street Life, Inc.) and licensed advisors who may earn insurance commissions, a recent cessation of securities offerings through Kestra Financial effective 12/31/2025, and a custody/technology relationship with Charles Schwab that provides operational and research support and a program-fee arrangement. The brochure also notes the firm’s supervised use of artificial intelligence for real-time note-taking and data analysis (with an opt-out option), which the firm says it uses under human oversight.

Client services

Financial planning Portfolio management

Expertise

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies

Occupation focus

Executive Founder/Business Owner

Demographic focus

Approaching retirement

Fee options

Fixed

Fixed fees for financial planning services generally range from $500 to $5,000, may exceed $5,000

Percentage

Negotiable, generally lower percentage for larger asset amounts; no fixed tiers explicitly stated

Commissions

Separate commission-based compensation for insurance products sold by licensed representatives

Project-based

Hourly financial planning and consulting fees, up to $400/hour

Other

Fee-only: Financial planning fees charged hourly (up to $400/hour) or fixed fee ($500 to $5,000, may exceed $5,000)

Main office location

The Main Street Group

4510 Cox Road, Suite 102

Glen Allen VA 23060, United States

Number of offices

2

Most active in

Arizona · District of Columbia · Florida · Louisiana · Maryland · New York · North Carolina · Ohio · Pennsylvania · South Carolina · Texas · Virginia

Disclosures

Exclamation point means they have disclosures of this type. Check mark means no disclosures of this type were found.

Business activities & affiliations

Advisors at this firm

user avatar

Scott O

Series 65

Glen Allen, VA

The Main Street Group

Scott O’Neill is a financial advisor at The Main Street Group with a Series 65 credential and one year of industry experience. His prior work includes roles at Madewell Properties, Valcourt Building Services, Polaris Industries, 5.11 Tactical, and Arconic. The Main Street Group serves individual and high-net-worth clients, providing customized investment advisory and financial planning services. The firm employs a primarily long-term investment approach using diversified portfolios with low-cost mutual funds, ETFs, and other instruments, supported by systematic strategies such as rebalancing and tax-loss harvesting.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
user avatar

Lawrence G

CFP®, Series 63, Series 65

Glen Allen, VA

The Main Street Group

Lawrence Grimes is a CFP® professional with 34 years of experience in the financial services industry. He is currently Executive Vice President at The Main Street Group and has held roles at Kestra Investment Services, LLC and LPL Financial LLC. Grimes also serves as treasurer for the Chester Civitan Club and is a board member of Camp Baker, a charitable organization in Chesterfield County, VA. The Main Street Group is an eight-advisor team providing investment advisory and financial planning services primarily to individual and high-net-worth clients. The firm offers customized, diversified portfolios with a long-term orientation, utilizing low-cost mutual funds, ETFs, and other investment vehicles, alongside financial planning, retirement consulting, and automated investment options.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
user avatar

Lisa R

CFP®, Series 63, Series 65

Glen Allen, VA

The Main Street Group

Lisa Roccaforte is a CFP® professional with over 31 years of industry experience. She is affiliated with The Main Street Group, a team of eight advisors, and has held roles at Kestra Investment Services, LLC and LPL Financial LLC. Outside of her advisory work, she is also licensed to sell life insurance and fixed annuities. The Main Street Group provides investment advisory and financial planning services primarily to individual and high-net-worth clients. The firm offers discretionary portfolio management, retirement plan consulting, and utilizes a mix of fundamental, technical, and cyclical analysis, with a long-term investment orientation and systematic features such as rebalancing and tax-loss harvesting.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
user avatar

Craig H

Series 65

Glen Allen, VA

The Main Street Group

Craig Heah is a financial advisor with The Main Street Group, holding a Series 65 designation and four years of industry experience. He has worked at The Main Street Group since 2021 and concurrently holds a project management role at Dominion Energy, where he oversees license renewal applications for nuclear power stations. He also serves as a board member for Comfort Zone Camp, participating in general duties and the finance committee. The Main Street Group provides investment advisory and financial planning services primarily to individual and high-net-worth clients. The firm offers discretionary portfolio management, retirement plan consulting, and utilizes a mix of fundamental, technical, and cyclical analysis to create customized, diversified portfolios with a primarily long-term focus.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
user avatar

Jeremy W

Series 65

Glen Allen, VA

The Main Street Group

Jeremy Woltz is a financial advisor with The Main Street Group in Glen Allen, VA, holding a Series 65 credential and one year of industry experience. Prior to joining The Main Street Group, he worked with Needle's Eye Ministries and West End Assembly of God. Outside of his advisory role, he is involved as a landlord managing real estate rental properties. The Main Street Group is an eight-advisor team providing investment advisory and financial planning services primarily to individual and high-net-worth clients. The firm offers customized, diversified portfolios using low-cost mutual funds, ETFs, and other securities, and incorporates systematic features such as rebalancing and tax-loss harvesting through the Schwab platform.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
user avatar

Robert S

Series 66

Glen Allen, VA

The Main Street Group

Robert Showalter is a financial advisor with The Main Street Group in Glen Allen, VA, holding a Series 66 designation and 12 years of industry experience. He has been with The Main Street Group since 2015 and previously worked at LPL Financial LLC from 2014 to 2017. Outside of advising, he is involved with an audiovisual products and services business. The Main Street Group is a team of eight advisors managing approximately $470 million for about 688 clients, primarily serving individual and high-net-worth clients. The firm offers discretionary portfolio management, financial planning, and retirement plan consulting, using customized, diversified portfolios that include low-cost mutual funds, ETFs, and other securities, with a primarily long-term investment orientation.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
user avatar

Virginia M

Series 63, Series 65

Glen Allen, VA

The Main Street Group

Virginia Mylks is a financial advisor with The Main Street Group in Glen Allen, VA, holding Series 63 and Series 65 licenses and bringing 32 years of industry experience. She has worked with The Main Street Group since 2015 and has prior experience at LPL Financial and Virginia Insurance Associates, where she remains active. Mylks serves on the board of United Insurance Professionals, a nonprofit organization for insurance professionals. The Main Street Group provides investment advisory and financial planning services primarily to individual and high-net-worth clients, offering customized portfolios that include low-cost mutual funds, ETFs, and other investment vehicles. The firm employs a mix of fundamental, technical, and cyclical analysis with a long-term investment orientation and integrates systematic features such as rebalancing and tax-loss harvesting.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
user avatar

Thomas L

CFP®, Series 66

Glen Allen, VA

The Main Street Group

Thomas Love is a CFP® professional with 18 years of experience in the financial industry. He has been with The Main Street Group since 2015 and previously worked at LPL Financial. The Main Street Group is a team of eight advisors serving individual and high-net-worth clients with investment advisory and financial planning services. The firm offers customized, diversified portfolios primarily using low-cost mutual funds and ETFs, employing a long-term investment approach supported by systematic strategies such as rebalancing and tax-loss harvesting.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
user avatar

John S

CFA®

Glen Allen, VA

The Main Street Group

John Spiers is a CFA® charterholder with 16 years of industry experience. He has been with The Main Street Group since 2016, with a one-year tenure at EGA Capital, LLC in between. He is based in Glen Allen, VA. The Main Street Group is an eight-advisor team managing approximately $470 million for about 688 clients. The firm offers investment advisory and financial planning services primarily to individual and high-net-worth clients, using customized, diversified portfolios with a primarily long-term orientation and systematic features such as rebalancing and tax-loss harvesting.

Annuities Retirement income strategy Tax-loss harvesting Business succession planning Options & derivatives strategies Executive Founder/Business Owner Approaching retirement
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