Charitable Remainder Trust (CRT): The “Give It Away to Keep It” Strategy

Tax Tips / Philanthropic Planning

Charitable Remainder Trust (CRT): The “Give It Away to Keep It” Strategy

By Team BMT Dec 29, 2025

💡 Executive Summary

  • Problem: Selling a highly appreciated asset (e.g., $5M stock with $0 cost basis) triggers a massive immediate tax bill.
  • Solution: Transfer the asset to a CRT before the sale. The trust sells the asset tax-free.
  • Result: You receive an income stream for life, an immediate income tax deduction, and support a cause you love.
⚠️ THE “10% REMAINDER” RULE
This is not a “fake” charity scheme. The IRS requires that the mathematical value of the charitable remainder must be at least 10% of the initial contribution. If you drain the trust too aggressively, it fails qualification.

A CRT is the ultimate tool for “Asset Transformation.” It converts a low-yielding, high-tax asset (like raw land or growth stock) into a high-yielding, tax-efficient income stream, all while creating a philanthropic legacy.

🧐 Core Mechanics: CRUT vs. CRAT
CRUT (Unitrust): Pays a % of the trust’s value (income rises if trust grows). Good for inflation hedge.
CRAT (Annuity Trust): Pays a fixed dollar amount. Good for security and predictability.

Performance Simulation

Capital Preservation ($2M Sale, Zero Basis)
Personal Sale (Tax Hit) ~$600k Lost to Tax
$1.4M Investable
CRT Sale (Tax-Free) 100% Principal Kept
$2.0M Investable

The “Triple Win” Effect

Benefit Personal Sale CRT Strategy
Upfront Tax Immediate Capital Gains $0 (Deferred)
Income Base Reduced by Tax Full Pre-Tax Value
Income Tax None (on sale) Immediate Deduction*
“Philanthropy is not just about writing checks; it is about structuring assets. A CRT allows you to do good for the world while doing very well for your own retirement.
BMT designs for tax reality, not theory.