Step 1

The Problem: 100% in One Stock

The portfolio is $250,000 — entirely in Apple (AAPL).
That's massive concentration risk with $248,982 in unrealized gains.

$250K
100% AAPL
Tracking Error
Concentration
Sector Diversity
Unrealized Gains
If you just sold all the Apple, you'd owe roughly $70,000 in taxes (federal 23.8% + Colorado 4.4% on $248,982 in long-term gains). Goldman's strategy diversifies you out while generating tax losses to offset some of that cost.
Step 2

Sell AAPL, Buy the Market

Goldman sells Apple shares and buys ~298 individual stocks that collectively replicate the S&P 500. Not an index fund — individual stocks. That's the key.

AAPL
$250,000 — 100% of portfolio
SELL 92% OF AAPL
BUY 298 INDIVIDUAL STOCKS
Remaining: AAPL 1.04% ($2,600)
+ 297 other stocks replicating the S&P 500:
Why individual stocks instead of an index fund? Because you can't harvest losses from an index fund — it goes up or down as a unit. With 298 individual stocks, on any given day dozens are down even when the overall market is up. Those individual losers are what Goldman sells to generate tax losses.
Why It Matters

Understanding Tracking Error

Tracking error measures how much your portfolio's returns deviate from the benchmark. Think of it as how tightly your portfolio shadows the S&P 500 — low tracking error means your returns move in lockstep with the market.

S&P 500 Benchmark
100% AAPL Portfolio
21.48%
Tracking Error
Your returns could differ from the market by ±21% in any given year
What That Feels Like
The tradeoff: A 100% Apple position has a tracking error of 21.48% — your portfolio behaves nothing like the diversified market. Goldman's Low TE solution (0.53%) keeps you market-aligned while still harvesting tax losses. The multi-year options start with higher tracking error that gradually decreases as Apple shares are sold off over time.
Step 3

The Harvest: Sell Losers, Buy Substitutes

Goldman's algorithm monitors all 298 holdings. When a stock drops below its purchase price, they sell it and immediately buy a similar (but not identical) replacement.

$0
Losses Harvested
$0
Portfolio Value Change
$0
Estimated Tax Savings
The magic: The S&P 500 can be up 20% for the year, and Goldman is still harvesting losses on individual names that dipped temporarily. They sell Coca-Cola at a loss and buy PepsiCo. Sell one bank, buy another. The portfolio's overall exposure stays virtually identical, but you've booked a real tax loss.
Step 4

The Constraint: The Wash Sale Rule

The IRS disallows a loss if you buy back a "substantially identical" security within 30 days before or after the sale. Goldman must swap into something similar but different.

❌ WASH SALE (Loss Disallowed)
Day 1: Sell Coca-Cola at a $500 loss
Day 15: Buy Coca-Cola back
Loss denied. Same stock within 30 days.
✔ VALID HARVEST (Loss Allowed)
Day 1: Sell Coca-Cola at a $500 loss
Day 1: Buy PepsiCo immediately
Loss allowed. Similar exposure, different stock.
Step 5

The Math: How Losses Become Savings

Harvested losses offset other capital gains dollar-for-dollar, and up to $3,000/year of ordinary income. Unused losses carry forward indefinitely.

The cost basis catch: Every harvest lowers your cost basis. If you sell the entire portfolio later, you'll owe taxes on the deferred gains. But if you bequeath the portfolio to heirs, they get a stepped-up basis at death — the deferred taxes disappear entirely. This is why tax loss harvesting is especially powerful for estate planning.
Step 6

Your Options: Pick Your Path

Goldman offers four transition solutions. Click each to compare the tradeoffs between upfront tax cost and how quickly you get diversified.

Low TE (Immediate)
Sell nearly all AAPL on day one
Tax CostVery High
Diversification SpeedImmediate
Loss HarvestingHighest
$230,587
Initial Gains
($20,318)
2026 Losses
0.53%
Tracking Error
298
Holdings
Multi-Year 3
Diversify over ~3 years
Tax CostModerate
Diversification Speed3 Years
Loss HarvestingModerate
$62,999
Initial Gains
$62K/yr
Annual Target
15.5%→3.1%
Tracking Error
392
Holdings
Multi-Year 5
Diversify over ~5 years
Tax CostLower
Diversification Speed5 Years
Loss HarvestingLower
$38,596
Initial Gains
$38K/yr
Annual Target
17.9%→3.1%
Tracking Error
282
Holdings
Multi-Year 10
Diversify over ~10 years
Tax CostLowest
Diversification Speed10 Years
Loss HarvestingLowest
$20,917
Initial Gains
$20K/yr
Annual Target
19.6%→3.1%
Tracking Error
202
Holdings
The core tradeoff: Faster diversification = more upfront taxes but less concentration risk and more harvesting potential. Slower = lower immediate tax bill but you're still riding Apple's volatility for years.
Based on Goldman Sachs Asset Management Equity Transition Analysis (Journey ID: 541273)
Data as of 01/28/2026. For educational purposes only — not investment advice.