I help entrepreneurial families turn their tax return into a 20-year wealth blueprint.

I’m Trevor McCandless, a CPA and family wealth advisor. I speak to entrepreneurs, family business owners, and professional groups on protecting long-term wealth through tax strategy, succession planning, and disciplined family cadence.

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What I speak about

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Protecting Long-Term Wealth in Estate & Succession

The keynote I deliver most often. How to walk the line between tax optimization and tax risk, the structural mistakes I see show up too late, and the cadence that keeps a family’s plan executing across decades.

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The Family Blueprint Methodology

A working framework for connecting the life you want in 20 years to the decisions you make this quarter. I use it with every family I advise.

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Tax Optimization vs. Tax Risk

Where aggressive tax planning ends and audit exposure begins. A plain-English walkthrough of the IRS economic substance test and the strategies I push back on.

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Multi-Generational Wealth Strategies

Why 90% of family wealth disappears by the third generation, and what I’ve seen the families who keep it do differently. Goes beyond legal documents into the cultural work that holds plans together.

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The Quarterly Family Retreat

How high-performing families run their wealth like a business. The weekly, monthly, and quarterly cadence I help families build to keep every advisor aligned and every decision documented.

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Your Tax Return Is a Blueprint, Not a Receipt

The five line items every family should read as planning data, not compliance paperwork. A tax-season talk I adapt for entrepreneur groups and CPA peer events.

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Four departments. One blueprint. Decades of execution.

Every family I advise gets a Family Blueprint that organizes their life into four working departments: Family, Business, Investments, and Health. Each one has its own goals, its own risks, and its own 12-month initiatives.

The blueprint connects long-term vision to short-term execution. It’s the thread that runs through every talk I give, every workshop I run, and every advisory engagement I take on.

Who I speak to

Entrepreneur groups & mastermind events

Family-business owners working through succession, exits, and intergenerational planning. This is where I spend most of my speaking time.

Professional & CPA peer groups

Tax strategy, advisory positioning, and how I integrate compliance work with ongoing planning for my own clients.

Private family events & retreats

Customized sessions I run for individual families building their own blueprint, often as the kickoff to a longer engagement.

Bring me in for your next event

Tell me about your audience, your event date, and the format you have in mind. I respond to most requests within two business days.

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