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Oliver Buchannon
Paul Graham

As a 3x founder and author, I help high-income earners and business owners offset tax liability and build wealth through institutional-grade alternative investments. I bridge the gap between entrepreneurs and capital opportunities in private equity, real estate, energy, and VC. Having exited multiple companies (including an AI SaaS) and generated $162M+ in enterprise value at firms like Charles Schwab, I specialize in capital raising and exit structuring. As a co-author with Shark Tank’s Kevin Harrington and author of the upcoming The CPA’s Guide to Alternative Investments, I partner with scaling entrepreneurs and CPAs seeking tax-efficient growth strategies.

Did you actually pay the right amount in taxes?

Apr 9, 2026

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10 min read

Did you actually pay the right amount in taxes?

Are you fixing the bill or fixing the system?

Paul Graham
Paul Graham
What your CPA didn't find — and whether you thought to ask.

Apr 2, 2026

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11 min read

What your CPA didn't find — and whether you thought to ask.

Filing is compliance, keeping more of what you earn requires better questions and better strategy.

Paul Graham
Paul Graham
SOMEDAY IS NOT A STRATEGY

Mar 26, 2026

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17 min read

SOMEDAY IS NOT A STRATEGY

Is Your Current Entity Protecting a Past Version of You?

Paul Graham
Paul Graham
The Attorney Acid Test

Mar 19, 2026

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16 min read

The Attorney Acid Test

Why Generalist Attorneys Are Quietly Draining Your Wealth

Paul Graham
Paul Graham
How much are your contracts costing you?

Mar 12, 2026

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15 min read

How much are your contracts costing you?

What happens the day after closing a deal or selling your business determines everything.

Paul Graham
Paul Graham
The AI Legal Trap

Mar 5, 2026

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12 min read

The AI Legal Trap

Scaling to eight figures requires transitioning from a risk-taker to a risk-manager, starting with the realization that no AI chatbot can protect your family office in a courtroom.

Paul Graham
Paul Graham
The Architecture of Scale

Feb 26, 2026

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11 min read

The Architecture of Scale

How 8-Figure Founders Turn "Expense Bloat" into "Enterprise Value"

Paul Graham
Paul Graham
Is Your Business a Legacy or a Cage? Building for the Future Buyer

Feb 19, 2026

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9 min read

Is Your Business a Legacy or a Cage? Building for the Future Buyer

How to audit your unit economics and shift your heart posture from scarcity to strategic freedom

Paul Graham
Paul Graham
8-Figure Revenue, $0 Visibility: The Silent Killer of Scaling Founders

Feb 13, 2026

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8 min read

8-Figure Revenue, $0 Visibility: The Silent Killer of Scaling Founders

Let's make February the month you finally see the full financial picture and start making decisions about that compound.

Paul Graham
Paul Graham
Your Advisors Don't Talk. It's Costing You $40K.

Feb 5, 2026

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9 min read

Your Advisors Don't Talk. It's Costing You $40K.

The Entrepreneur's Family Office Newsletter provides insights to help you grow, preserve, and steward your wealth to leave a legacy.

Paul Graham
Paul Graham
The Entrepreneur's Family Office Origin

Feb 5, 2026

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9 min read

The Entrepreneur's Family Office Origin

Providing insights to help you grow, preserve, and steward your wealth to leave a legacy.

Paul Graham
Paul Graham

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