Tax Strategies
Taxes touch nearly every aspect of your financial life — from investment decisions and retirement planning to charitable giving, estate considerations and business transitions. Through a collaborative approach that integrates planning and investments, we help clients make informed decisions with tax considerations thoughtfully incorporated into the broader financial picture.
Tax-Aware Planning for Evolving Financial Lives
At Gilbert & Cook, we believe taxes should never be viewed in isolation.
Our planning and investment teams work together to evaluate how tax considerations may impact important financial decisions both today and in the future. By integrating tax awareness into the planning process, we help clients identify opportunities, evaluate trade-offs and make decisions that align with their broader financial goals.
Our team includes Certified Public Accountants (CPAs) who contribute specialized knowledge as part of our collaborative approach. While we do not prepare tax returns or serve as your accounting firm, we work closely with clients and their tax professionals to help ensure tax considerations are incorporated into investment decisions, retirement planning, charitable giving strategies, estate planning discussions, business transitions and other significant financial events.
Because tax laws and regulations continue to evolve, our role is to help simplify complexity and provide thoughtful guidance so clients can move forward with greater clarity and confidence.
Coordinating the Moving Pieces
Important financial decisions often involve more than one area of expertise. Tax considerations frequently intersect with investment management, retirement planning, estate strategies, charitable giving, business ownership and family wealth planning.
Gilbert & Cook works collaboratively with attorneys, accountants, charitable organizations and other trusted professionals to help create alignment across these interconnected decisions. By bringing together multiple perspectives, we help clients navigate complexity with greater confidence while remaining focused on their long-term goals and priorities.
Areas Where Tax Planning Often Plays a Role
- Investment & Portfolio Strategies
- Retirement Income Planning
- Roth Conversion Analysis
- Charitable Giving Strategies
- Estate & Legacy Planning
- Business Owner Planning
- Business Transition & Liquidity Events
- Divorce Financial Planning
- Multi-Generational Wealth Planning
- Tax-Efficient Asset Location & Allocation
Our Approach to Strategic Tax Planning
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"We look for tax mitigation strategies inside your portfolio and assess your situation holistically, which allows us to deeply understand your tax burden and give a recommendation that looks at all the different pieces.”
– Megan Rosenstiel , CFP®, CDFA®, AWMA®, ADPA®, LTCP
Celebrating Abundance as You Define It
Life’s transitions can be complex – but with thoughtful guidance, we bring clarity and confidence to help you make decisions that lead to your life of abundance. Our in-house financial planning and investment management teams collaborate to deliver sophisticated, customized strategies tailored to your goals.

Frequently Asked Questions
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How does Gilbert & Cook approach tax strategy planning for clients?
At Gilbert & Cook, our tax strategy is holistic and tailored to each client’s unique financial situation. Our CPAs, who are tax strategists, analyze the entire portfolio for tax mitigation, considering strategies like tax loss harvesting, municipal bonds for high-income earners and Roth IRA conversions. We also project future income and tax brackets to assess the impact on Medicare payments and other tax liabilities.
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Who does Gilbert & Cook serve with its tax strategy services?
We work with a wide range of clients, including individuals, families and business owners, to find optimal tax-related solutions that fit within their entire financial picture.
For business owners, we help develop tax mitigation strategies well in advance of a major event, such as liquidating a business, to optimize their future tax outcomes.
We also stay current on estate planning laws and exemptions, helping clients remain flexible and prepared for changes in tax legislation.
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What makes Gilbert & Cook’s approach to tax strategy unique?
Our strength lies in our collaborative and coordinated process. We often act as the quarterback, bringing together CPAs, attorneys and other professionals — like community foundations for charitable planning — to ensure every aspect of a client’s tax strategy is aligned.
Related Solutions
No two financial journeys are the same. As an independent firm, Gilbert & Cook provides personalized financial solutions tailored to each client’s goals.
Financial Planning
Gilbert & Cook's trademarked, Financial Security Method®, brings clarity to your goals and maps a path to achieving them.
Take the Prepared Path to Financial Planning
We’ll help you take the prepared path, with solutions for financial and estate planning, investment management, tax strategies and insurance solutions.




