Oak Leaf Wealth Management

What Oak Leaf Wealth Management does

Oak Leaf Wealth Management is an independent registered investment advisory firm founded in 2002 by Jon Sweet and Mark Williams, headquartered at 598 Great Road, North Smithfield, Rhode Island. The firm delivers tax-focused retirement and investment planning services to individuals and families, with a stated target client profile of households age 50+ with $1,000,000 or more in investable assets. Service lines include Wealth Management (portfolio design with tax efficiency and risk management), Retirement Planning (accumulation and distribution strategies, 401(k) rollovers, RMDs), Tax Services and filing delivered through a partnership with April Tax Solutions, and Advanced Planning covering estate, wealth transfer, and charitable giving. Add-on offerings include Fee-For-Service consultations for non-clients, Long-Term Care Planning, Notary Service, and a specialized 'Women & Money' practice serving women through life transitions.

The firm's technology and operational backbone is delivered through a core affiliation with Commonwealth Financial Network, a Registered Investment Adviser-broker/dealer that oversees $344 billion in total account assets as of December 31, 2024. Commonwealth provides trade execution, custody through National Financial Services LLC (a Fidelity subsidiary), statement and tax-report processing, and SIPC coverage up to $1 billion aggregate. Oak Leaf also hosts Commonwealth's financial calculator suite on its website and uses Google Analytics for traffic insights; no proprietary technology, AI capabilities, or APIs are disclosed.

Revenue is generated through AUM-based advisory fees under a recurring subscription model for ongoing wealth management clients, supplemented by hourly or per-engagement fee-for-service engagements and tax filing fees from advisory clients only. The firm does not publicly disclose pricing, AUM, or revenue. Distribution is relationship-driven, primarily through personal referrals, content marketing (blog, resource center, newsletter, calculators), and direct outreach across three physical offices in North Smithfield RI, Newport RI, and Rehoboth MA, with remote delivery available nationwide via video, phone, and email. Oak Leaf Wealth Management operates as a privately held entity with no disclosed external investors, no funding rounds, and no parent company.

Name

Oak Leaf Wealth Management

Legal name

Oak Leaf Wealth Management

Website

https://oakleafwm.com

Company type

Private

Founded year

2002

Operating status

Operating

Headcount range

1–10 employees

Short description

Oak Leaf Wealth Management is an independent RIA founded in 2002, delivering tax-focused retirement and investment planning to HNW individuals and families age 50+ with $1M+ investable assets across New England and nationwide via remote channels.

Ownership category

akta.pro rank

Product category

Wealth Management and Financial Advisory Services

NAICS

Portfolio Management and Investment Advice (523940)

SIC

Investment Advice (6282)

akta.pro primary industry

Retirement & Distribution Planning RIAs (401(k)/IRA/Pension Rollovers) (FSAAACAE)

akta.pro secondary industries

Retirement Income Planning & Decumulation Advisory (FSAEABAD), Tax-Aware Retirement & Estate Coordination (FSAEABAJ), Retirement Plan Participant Advice & Managed Accounts (FSAEABAF), Estate & Legacy Planning Advisory (FSAEAAAG)

Keywords

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

Headquarters

HQ city

North Smithfield

HQ country

United States

HQ region

North America

Offices3 records

Markets served

GTM type

B2C

Offering type

Services

Cost components

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

Revenue model

1. Wealth Management Services: Advisory and portfolio management services with emphasis on tax efficiency and risk management. Includes portfolio analysis, asset management, investment management, and financial planning.
2. Fee-for-Service Consultations: Hourly or per-engagement fee for financial consultations. Available for non-clients for a small fee. Includes creating financial plans, retirement income plans, 401(k) asset allocation reviews, and portfolio design reviews.
3. Tax Filing Services: Tax filing services exclusively available to advisory clients, facilitated through partnership with April Tax Solutions.

Pricing tiers

Go-to-market motion1 record

Distribution channels2 records

Marketing channels5 records

Core offering

Oak Leaf Wealth Management delivers tax-focused retirement and investment planning services to individuals and families. The firm combines portfolio analysis, asset management, retirement income planning, estate planning, long-term care planning, 401(k) rollover guidance, and tax filing services into an integrated wealth management offering for clients age 50+ with $1,000,000 or more of investable assets. Services are delivered through a team of CERTIFIED FINANCIAL PLANNER® professionals supported by Commonwealth Financial Network's broker-dealer infrastructure and Fidelity's clearing and custody services.

Product overview

Oak Leaf Wealth Management offers a unified wealth management platform centered on tax-focused retirement and investment planning services. The core offering combines Wealth Management (investment management with tax efficiency), Retirement Planning, Tax Services (planning and filing), and Advanced Planning (estate and charitable giving) as integrated service lines. Additional offerings include Fee-For-Service consultations, 401(k) Rollovers, Long-Term Care Planning, Notary Service, and the specialized Women & Money sub-brand. All services can be delivered remotely nationwide via video, phone, or email. The firm serves high-net-worth clients age 50+ with $1M+ investable assets through offices in Rhode Island and Massachusetts.

Differentiator

Problem solved

Functional benefit

Products and services

• Wealth Management Comprehensive investment management service with emphasis on tax efficiency and risk management. Designs portfolios tailored to individual values, family circumstances, goals, and time horizons. Includes portfolio analysis, asset allocation, and ongoing investment monitoring and adjustment. Delivered to individuals and families, particularly those age 50+ with $1,000,000+ investable assets.
• Retirement Planning Financial planning service focused on retirement income planning. Helps clients develop accumulation strategies during working years and create distribution strategies for retirement. Covers 401(k) rollovers, income planning, and Required Minimum Distributions. Targeted at individuals and families approaching or in retirement.
• Tax Services / Tax Filing Tax planning and filing services exclusively available to advisory clients of Oak Leaf Wealth Management. Uses a network of vetted tax providers (facilitated through Oak Leaf Management Services LLC's arrangement with April Tax Solutions, Inc.) for tax season support. Aligns investments and financial goals with proactive tax strategies including portfolio rebalancing, optimizing retirement distributions, and strategic charitable giving.
• Advanced Planning Comprehensive planning service covering estate planning, wealth transfer, and charitable giving. Creates master plans for property management during life and distribution at death. Coordinates estate plans with overall business, investment, insurance, and employee benefit strategies. Targeted at individuals and families needing sophisticated estate and wealth transfer solutions.
• Fee-For-Service Consulting Hourly or project-based financial consulting for non-clients and clients. Topics include financial plan creation, retirement income planning, 401(k) asset allocation, portfolio design review, and guidance through life transitions (loss of spouse, divorce, new job). Available for a small fee.
• 401(k) Rollover Advisory Advisory service for rolling over 401(k) and qualified plans. Analyzes the client's entire financial picture to recommend an IRA rollover, new employer plan transfer, or keeping assets in former employer plan. Also available for non-clients for a fee. Targeted at individuals changing jobs or entering retirement with qualified plan balances.
• Long-Term Care Planning Incorporates long-term care expenses into overall financial plans. Helps evaluate long-term care insurance options and assists with the application process, including collecting applicant information and selecting appropriate insurance companies. Targeted at individuals and families planning for potential long-term care needs.
• Women & Money Specialized Planning Specialized financial planning services addressing challenges women face, including financial independence, transitions from married to single life, planning for same-gender relationships, divorce financial planning, widowhood support, and re-entering the workforce. The firm advocates for women's financial knowledge and security. Targeted at women navigating significant life transitions.
• Notary Service Complimentary notary services offered to clients at the North Smithfield, RI office. Supports document execution needs for advisory clients as part of the firm's relationship-based service model.

Named customers1 record

Segments3 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration5 records

Partnerships

Three partnerships are on record, tiered core and supporting.

• Commonwealth Financial NetworkcoreStrategic or Co-development PartnerCommonwealth Financial Network is the Registered Investment Adviser-broker/dealer that Oak Leaf Wealth Management is affiliated with. Commonwealth provides the infrastructure, technology platform, back-office processing, and regulatory oversight that enables the firm to serve clients. As of December 31, 2024, Commonwealth oversees total account assets of $344 billion. The partnership supports Oak Leaf's commitment to acting in clients' best interest with objective investment advice.
• April Tax Solutions, Inc.supportingImplementation/ SI/ Consulting PartnerApril Tax Solutions is an unaffiliated tax preparation firm that has a service arrangement with Oak Leaf Management Services LLC. Tax filing services are exclusively available to advisory clients of Oak Leaf Wealth Management, facilitated through Oak Leaf Management Services LLC.
• National Financial Services LLC (Fidelity)supportingTechnology or IntegrationNational Financial Services LLC, a subsidiary of Fidelity Investments, provides clearing, custody, and other brokerage services to Commonwealth Financial Network. NFS handles every trade, statement, report, and transaction processing. NFS is a leading clearing firm subject to SEC, NYSE, FINRA, and other principal exchange regulations.

Scale indicators2 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• Halbert Hargrove: Long-standing independent RIA serving HNW individuals and families with tax-aware retirement and estate planning. Comparable boutique structure, HNW focus, and emphasis on multi-generational client continuity.
• Buckingham Strategic Wealth: Boutique RIA specializing in evidence-based wealth management for HNW individuals, with similar tax-focused planning emphasis and a comparable multi-advisor boutique structure. Comparable in size, target client profile (HNW households), and reliance on a national broker-dealer platform.
• Ritholtz Wealth Management: Boutique RIA serving HNW clients with a research-driven investment approach and content marketing emphasis. Directly comparable in boutique scale, target client profile, and content-led organic acquisition strategy.
• Carson Wealth: RIA serving HNW individuals and families with comprehensive financial planning, including retirement, tax, and estate services. Similar boutique-to-mid-sized profile with comparable multi-generational client relationship emphasis.
• Ballast Advisors: Independent boutique RIA serving HNW individuals with comprehensive wealth management including tax, retirement, and estate planning. Similar profile in size, target clientele, and tax-focused planning emphasis.

Broad incumbents

• Edelman Financial Engines: Large national RIA offering wealth management, retirement planning, and tax services to HNW individuals. Comparable retirement-focused offering but with significantly larger scale and corporate401(k) plan capabilities.
• Schwab Wealth Advisory: Charles Schwab's wealth advisory service serving HNW clients with dedicated CFP® advisors. Competes for the same HNW 50+ segment with the backing of a major custodian and broader investment platform.
• Creative Planning: Large national RIA offering comprehensive wealth management to HNW and ultra-HNW clients. Comparable client base and service breadth (tax, retirement, estate) but at significantly larger scale, providing a benchmark on potential consolidation trajectory.
• Mariner Wealth Advisors: PE-backed national RIA consolidator serving HNW clients with full-service wealth, tax, and estate planning. Demonstrates the consolidator model Oak Leaf would face in M&A discussions.

Emerging players

• Empower Personal Wealth: Hybrid digital RIA combining technology-driven planning tools with human advisor access, serving HNW individuals. Represents the emerging digitally-enabled competitor model that traditional boutique RIAs must defend against on cost and convenience.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/oakleafwealth
• LinkedInlinkedin.com/company/oak-leaf-wealth-management

Compliance2 records

Revenue estimate

Valuation estimate

Number of profiles

Profiles6 records

Subsidiaries1 record

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 Leaf Wealth Management