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Insights

Guides to the strategies, and the rules behind them.

Plain-language explainers on the structures, rates, and code sections that drive planning decisions, written by the people who implement them.

Estate & Gift

The 2026 Exemption Is Bigger, Not Permanent

OBBBA set the federal estate exemption at $15M per person. Treating that as a reason to wait is a misreading of both the politics and the math.

2026-07-07
QSBS

QSBS After OBBBA: What Changed and Who Benefits

A $15M cap, a $75M asset threshold, and a tiered holding period. The 2025 changes quietly rewrote the venture tax playbook.

2026-07-07
Ordinary Income

Buying Tax Savings at a Discount: The Economics of Credit Transfers

Section 6418 turned clean-energy credits into a traded market. The return is the discount; the risk is recapture and paperwork.

2026-07-07
Capital Gains

The Real Math of a Charitable Remainder Trust

A CRUT is not a free lunch. It is a trade: deferral and a deduction in exchange for a genuine charitable remainder. Here is how to evaluate it honestly.

2026-07-07
Planning Frameworks

Deferral Is a Return Stream: How to Value It

Half of tax planning is just deferral. Whether that is worth anything depends on your reinvestment rate, your horizon, and what rate you pay at the end.

2026-07-07
Capital Gains

Concentrated Stock: Four Exits Ranked by After-Tax Outcome

Sell, exchange, contribute, or borrow. Each route prices risk, liquidity, and tax differently, and the right answer depends on which constraint binds you.

2026-07-07
Portfolio Strategy

Direct Indexing's Tax Alpha: What the Marketing Leaves Out

Loss harvesting adds real value in the right circumstances. It also mostly defers tax rather than eliminating it, and the benefit decays on a schedule.

2026-07-07
Estate & Gift

When a GRAT Beats a Gift

A gift spends exemption dollar for dollar. A GRAT spends nearly none. The choice between them turns on how scarce your exemption is and how convex the asset.

2026-07-07
Education

What Is a Charitable Remainder Trust?

A plain-language guide to how CRTs work: the two types, the payout rules, the deduction, and the sequence from funding to remainder.

2026-07-07
Education

QSBS Requirements Explained

The tests stock has to pass to qualify under Section 1202: entity type, original issuance, the asset test, the business test, and the holding period.

2026-07-07
Education

Capital Gains Tax Rates in 2026: What Sellers Actually Pay

The federal brackets, the net investment income tax, and the state layer that together set the real cost of a sale.

2026-07-07
Education

How Opportunity Zone Investing Works

The 180-day window, the deferral, the basis step-up, and the 10-year exclusion, in the order they actually happen.

2026-07-07
Education

What Is an Exchange Fund?

How pooling concentrated stock with other investors delivers diversification without a taxable sale, and what the seven-year commitment involves.

2026-07-07

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