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Windward Private Wealth Management Inc.

Updated today

Client assets under management

$304,074,210

Clients

226

43% high-net worth

Advisors

6

of 9 employees

Firm type

Team

4-10 advisors or $500M+ in AUM

Clients per advisor

38

Low

Average account size

$1,345,461

About

Windward Private Wealth Management provides wealth management and comprehensive financial planning to individuals and pension/profit-sharing plans, serving both high-net-worth and non‑HNW clients. As of January 28, 2026 the firm reported roughly $309.6 million in assets under management for about 226 clients, served by a six-advisor team, with the vast majority of assets managed on a discretionary basis.

The firm’s investment process is grounded in Modern Portfolio Theory and implemented through diversified asset allocations documented in investment policy statements, generally using ETFs and mutual funds and pursuing a “look frequently, trade infrequently” rebalancing approach. Windward pairs portfolio management with tailored financial planning services that address tax planning, retirement, estate and insurance matters, and it permits clients to impose reasonable restrictions on account management.

Compared with many peers, Windward operates from multiple offices (eight), which is uncommon for a firm of its size and may affect how it delivers client service and coordination across the team. The firm also provides in‑house tax preparation services to both wealth management and non‑advisory clients (with fee offsets available for larger relationships) and advises on 529 plan allocations using the Bloomwell 529 Education Savings Plan options, arrangements it discloses as separate engagements from its advisory work.

Client services

Financial planning Portfolio management

Expertise

General retirement planning General tax planning Charitable giving & philanthropy Debt management Cash flow / budgeting

Fee options

Fixed

Tax preparation fees generally range from $250 to $2,500 (fixed fee basis)

Percentage

$0 - $3,000,000: 1.00% $3,000,001 - $5,000,000: 0.80% $5,000,001 - $10,000,000: 0.70% $10,000,001+: Negotiable

Other

Minimum fee: $1,250 per quarter minimum fee

Main office location

Windward Private Wealth Management Inc.

10955 Lowell Avenue, Suite 410

Overland Park KS 66210, United States

Number of offices

8

Most active in

California · Colorado · Illinois · Kansas · Louisiana · Missouri · Nebraska · New Hampshire · Texas

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

Nicholas H

CFP®, Series 65

Kansas City, MO

Windward Private Wealth Management Inc.

Nicholas Hartley is a CFP® and holds a Series 65 license, with three years of experience in financial advising. He has been with Windward Private Wealth Management Inc. since 2021. Outside of advisory work, he has held various positions including roles at Indian Foothills Golf Course and Missouri Valley College. Windward Private Wealth Management provides discretionary wealth management and comprehensive financial planning to individual clients and pension and profit-sharing plans. The firm uses a Modern Portfolio Theory-based investment approach, primarily employing ETFs and mutual funds, and offers additional services such as tax preparation and college savings plan management.

General retirement planning General tax planning Charitable giving & philanthropy Debt management Cash flow / budgeting
user avatar

Darrell T

CFP®, Series 66

Overland Park, KS

Windward Private Wealth Management Inc.

Darrell Tierney is a CFP® and holds a Series 66 license with 26 years of industry experience. He has been with Windward Private Wealth Management Inc. since 1999, serving in various capacities over that period. Windward Private Wealth Management provides discretionary wealth management and comprehensive financial planning primarily to individual clients and pension and profit-sharing plans. The firm employs an investment approach based on Modern Portfolio Theory, using ETFs and mutual funds, and offers additional services including tax preparation and college savings plan management.

General retirement planning General tax planning Charitable giving & philanthropy Debt management Cash flow / budgeting
user avatar

Brandy W

Series 65

Overland Park, KS

Windward Private Wealth Management Inc.

Brandy Ward is a financial advisor at Windward Private Wealth Management Inc. with seven years of industry experience. She holds a Series 65 designation and has worked at Windward since 2013. Outside of financial advising, she operated Brandy Ward Photography for two years. Windward Private Wealth Management provides discretionary wealth management and comprehensive financial planning primarily to individual clients and pension and profit-sharing plans. The firm’s investment approach is based on Modern Portfolio Theory and is implemented mainly through ETFs and mutual funds, with an emphasis on periodic rebalancing and adherence to written investment policy statements.

General retirement planning General tax planning Charitable giving & philanthropy Debt management Cash flow / budgeting
user avatar

Andrew O

CFP®, Series 66

Kansas City, MO

Windward Private Wealth Management Inc.

Andrew Osborne is a CFP® with 15 years of industry experience, currently serving as an advisor at Windward Private Wealth Management Inc. in Kansas City, MO. He previously worked at Steven T. Osborne, CPA from 2010 to 2016 before joining Windward, where he has been since 2013. Windward Private Wealth Management provides discretionary wealth management and comprehensive financial planning primarily to individual clients and pension plans. The firm’s investment approach is based on Modern Portfolio Theory and emphasizes low-turnover strategies implemented mainly through ETFs and mutual funds.

General retirement planning General tax planning Charitable giving & philanthropy Debt management Cash flow / budgeting
user avatar

Emily P

CFP®, Series 65

Overland Park, KS

Windward Private Wealth Management Inc.

Emily Petty is a CFP® with 12 years of industry experience, currently serving as an advisor at Windward Private Wealth Management Inc. She has been with Windward since 2010. Windward Private Wealth Management provides discretionary wealth management and comprehensive financial planning primarily to individual clients and pension and profit-sharing plans. The firm employs an investment approach based on Modern Portfolio Theory, utilizing ETFs and mutual funds with written investment policy statements and periodic rebalancing.

General retirement planning General tax planning Charitable giving & philanthropy Debt management Cash flow / budgeting
user avatar

Blake H

Series 65

Kansas City, MO

Windward Private Wealth Management Inc.

Blake Harris is a financial advisor at Windward Private Wealth Management Inc. in Kansas City, MO, holding a Series 65 credential with one year of industry experience. Prior to joining Windward, he worked at FedEx Inc. and operated BH Flips LLC, an online eBay store where he managed purchasing, sales, and shipping activities. Windward Private Wealth Management provides discretionary wealth management and comprehensive financial planning to individual clients and pension plans, using a Modern Portfolio Theory-based investment approach primarily through ETFs and mutual funds. The firm operates across eight offices with a six-advisor team and also offers tax preparation and college savings plan management.

General retirement planning General tax planning Charitable giving & philanthropy Debt management Cash flow / budgeting
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