Oak Family Advisors

What Oak Family Advisors does

Oak Family Advisors, LLC is an independent, fee-only Registered Investment Advisor (RIA) founded in 2011 and headquartered at 150 North Wacker Drive, Suite 1760, Chicago, Illinois. The firm provides comprehensive wealth management services to high-net-worth individuals, pre-retirees, retirees, and business owners across the United States. Its service offering is organized into five integrated modules: investment management, financial planning, estate planning, retirement planning, and education funding. As a fee-only RIA, the firm does not earn commissions on product sales and operates under a fiduciary standard, with revenue generated through recurring advisory fees disclosed in Form ADV Part 2A and likely structured as a percentage of assets under management billed annually.

The firm's principal technical and product differentiator is in-house investment management using an intrinsic value investing approach with independent analysis, executed by a team of CFA charterholders averaging 30+ years of experience. Investment team members co-invest personal assets alongside client assets, aligning advisor and client interests. Financial planning is delivered through Right Capital's web-based software, which gives clients the same view of the plan as the advisor and supports scenario modeling across retirement timing, Social Security decisions, and savings outcomes. Client accounts are custodied at Charles Schwab, with reporting delivered through the BDReporting platform, and estate-planning execution is supported by referrals to external CPAs and estate-planning attorneys. Oak Family Advisors explicitly manages assets in-house rather than outsourcing portfolio construction, which the firm states saves clients a layer of fees relative to advisors who sub-advise.

Operationally, Oak Family Advisors is an Illinois-domiciled LLC with no parent company, institutional investors, or external controlling entity. The firm is led by CEO Terrence S. Wilson, President Charles M. Sloan, and Non-Executive Chairman John H. Fitzpatrick, with a small team of approximately six professionals organized horizontally across investment, client service, operations, and analysis functions. GTM is sales-led: the firm offers a complimentary "Get Acquainted" meeting, schedules introductory calls through Calendly, and acquires prospects via referral and its informational website (www.ofallc.com). The firm has not raised external funding and has executed only one inorganic growth move — the 2019 merger of William Driscoll's prior firm, Prudence Island Wealth Management, into Oak Family Advisors.

Name

Oak Family Advisors

Legal name

Oak Family Advisors, LLC

Website

https://ofallc.com

Company type

Private

Founded year

2011

Operating status

Operating

Headcount range

11–50 employees

Short description

Oak Family Advisors is an independent, fee-only RIA in Chicago providing investment management, financial planning, estate planning, retirement planning, and education funding to high-net-worth individuals, pre-retirees, retirees, and business owners.

Ownership category

akta.pro rank

Product category

Wealth Management

NAICS

Portfolio Management and Investment Advice (523940)

SIC

Investment Advice (6282)

akta.pro primary industry

Registered Investment Advisor (RIA) Wealth Management (FSAEABAA)

akta.pro secondary industries

Family Wealth & Multi-Generational Planning RIAs (HNW/UHNW-lite) (FSAAACAH), Family Business & Succession Advisory (FSAAADAL), Family Office Advisory (Single/Multi-Family) (FSAEAAAI)

Keywords

• Wealth management services
• Investment advisory
• Financial planning
• Estate planning
• Retirement planning

Headquarters

HQ city

Chicago

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Operations, Marketing or Sales, Technology or R&D

Revenue model

1. Investment Advisory and Wealth Management Fees: Fee-only registered investment advisor providing investment advisory and related services. They do not earn commissions on product sales. Revenue is generated through advisory fees, likely based on assets under management (AUM).

Pricing tiers

Go-to-market motion1 record

Distribution channels2 records

Marketing channels3 records

Core offering

Oak Family Advisors is an independent, fee-only Registered Investment Advisor (RIA) that provides comprehensive wealth management services to high-net-worth individuals, pre-retirees, retirees, and business owners. The firm offers five integrated service modules: Investment Management (using an in-house intrinsic value investing approach), Financial Planning, Estate Planning, Retirement Planning, and Education Funding. Assets are custodied at Charles Schwab, and financial plans are built collaboratively with clients using Right Capital planning software.

Product overview

Oak Family Advisors offers a comprehensive wealth management platform providing five integrated service modules: Investment Management (the core differentiator using intrinsic value investing managed in-house by CFA charterholders), Financial Planning (leveraging Right Capital software for scenario modeling), Estate Planning (with attorney/CPA referrals), Retirement Planning (including various IRA types and Social Security optimization), and Education Funding (529 plans and related vehicles). The firm operates as a fee-only, fiduciary Registered Investment Advisor that manages assets at Charles Schwab as custodian.

Differentiator

Problem solved

Functional benefit

Products and services

• Investment Management In-house investment management using an intrinsic value investing approach with independent analysis. Portfolio is managed by a team of CFA charterholders averaging 30 years of experience, who manage their own assets side by side with client assets. The firm selects promising opportunities at any point in a market cycle with full transparency to clients on each holding.
• Financial Planning Comprehensive financial planning service using Right Capital web-based planning software. The firm builds a unique financial profile with each client, discusses goals, and provides modeling tools to explore potential outcomes to various scenarios such as retirement timing, Social Security decisions, and savings calculations.
• Estate Planning Estate planning services that help create plans to protect and efficiently transfer wealth while conveying wishes for loved ones. Includes coordination of wills, trusts, power of attorney, account beneficiaries, and gifting strategies, with referrals to trusted CPAs and estate planning attorneys as needed.
• Retirement Planning Retirement strategy development services including retirement plan rollovers, traditional and Roth IRAs, SIMPLE IRAs, SEP IRAs, detailed retirement plans, and Social Security maximization advice.
• Education Funding Education funding advisory services covering 529 College Savings Plans, Qualified Tuition Programs (QTP), and Coverdell Education Savings Accounts. The firm does not charge fees on 529 plan assets held.

Named customers2 records

Segments3 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration2 records

Feature3 records

Partnerships

Two partnerships are on record, tiered core.

• Charles Schwab & Co., Inc.coreTechnology or IntegrationCharles Schwab serves as the custodian of client accounts and the firm's primary broker. This is an arm's length relationship with no exchange of funds. Clients establish accounts directly with Schwab, and the firm has limited trading authorization on client accounts.
• Right CapitalcoreTechnology or IntegrationRight Capital provides the financial planning software used by the firm. This web-based platform allows clients to see the same information as advisors, enabling better collaboration and access to modeling tools for scenario planning.

Scale indicators2 records

Recent moves6 records

Expansion highlights2 records

Direct peers

• Holland Capital Management: Chicago-based independent RIA serving HNW individuals and institutions with discretionary equity portfolio management. Highly comparable — Charles Sloan, Oak's President, was previously a senior equity analyst here, making it the most direct comparable by team pedigree and product overlap.
• Aspiriant: Independent, fee-only RIA focused exclusively on HNW and ultra-HNW clients with integrated financial planning, investment management, tax, and estate services. Competes head-to-head for the same complex-wealth client profile Oak targets.
• Modera Wealth Management: Independent, fee-only RIA providing comprehensive financial planning and investment management to HNW individuals, families, and business owners. Nearly identical service model and segment focus to Oak Family Advisors.
• Winthrop Wealth Management: Fee-only RIA offering goal-based financial planning and investment management to HNW households. Directly comparable in target client, fee-only fiduciary structure, and integrated planning-led delivery.
• Savant Wealth Management: Midwest-headquartered fee-only RIA offering comprehensive wealth management, investment management, financial planning, estate planning, and retirement planning to HNW clients. Closest peer by service mix, fee-only structure, and target segments; serves similar client complexity profiles.
• Buckingham Strategic Wealth: National fee-only RIA focused on evidence-based financial planning and portfolio management for HNW clients. Comparable by fee-only, fiduciary, planning-led model serving similar personas (pre-retirees, business owners).
• Capstone Group Wealth Advisors: Independent fee-only RIA providing comprehensive wealth management, estate, and retirement planning to HNW families and business owners. Comparable by client persona, integrated service line-up, and independent fee-only structure.

Broad incumbents

• Mesirow Wealth Management: Chicago-headquartered diversified financial services firm with a substantial wealth management practice covering investment management, planning, and trust/estate services. Overlaps Oak's offerings but at much broader scale and as part of a multi-business platform.
• Mariner Wealth Advisors: National RIA platform offering investment management, financial planning, retirement plan, and tax services across a roll-up model. Comparable offering breadth and HNW focus; serves as a strategic counterpoint given consolidation pressure on small independents.
• Plante Moran Financial Advisors: Mid-sized advisory arm of the Plante Moran accounting/consulting platform, serving HNW individuals and business owners with fee-based investment management and financial planning. Comparable HNW/business-owner segment with broader parent-firm resources.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat4 records

Key risks6 records

Key highlights7 records

Customer concentration

Compliance1 record

Revenue estimate

Valuation estimate

Number of profiles

Profiles6 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Oak Family Advisors