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Portfolio Strategy Tax Planning 12 min read Updated

Diversify a Concentrated
Position Without Selling

Selling is the obvious way to diversify and the most expensive. Here are seven ways to reduce single-stock dependence without a taxable sale, including one most advisors skip: let the position pay you, and diversify with the income.

Embark Funds

Embark Funds Research

Investor Education Series · October 2026

Quick answer

Can you diversify a concentrated stock position without selling?

Yes. The main methods are contributing shares to an exchange fund, hedging with a collar or prepaid variable forward, borrowing against the shares to buy other assets, gifting shares, or earning income on the shares and investing that income elsewhere. Each avoids an immediate taxable sale, but they differ widely in cost, lock-up and risk.

Key takeaways

  • 01An exchange fund gives instant diversification but a seven-year lock-up.
  • 02Borrowing to diversify usually has negative carry: loan interest above what the new assets earn.
  • 03Income-led diversification buys a new asset with every premium check, without debt.
  • 04Hedges protect value but do not diversify unless paired with a loan or sale.
At a glance
Fastest diversificationExchange fund
No lock-up optionIncome overlay in your own account
Debt-based optionSecurities-based lending (negative carry)
Hedge optionsCollar, prepaid variable forward
Charitable optionCharitable remainder trust
01

The Short Answer

Can you diversify without selling?

Yes. The main routes are exchange funds (pool your stock with others, ~7 years), charitable vehicles (DAF or CRT), hedges (collars, puts, prepaid forwards) that diversify your risk if not your holdings, borrowing against the shares to buy other assets, gifting, and income-led diversification: generate cash flow from the shares and invest that cash elsewhere.

02

Seven Methods

How do the seven methods compare on tax, cost and lock-up?

Method Cost Lock-up / constraint
Exchange fund ~0.4–0.95%/yr + placement ~7 years
Donor-advised fund / CRT You give up the shares (or remainder) Irrevocable
Zero-cost collar Upside above the call strike Term of the collar
Prepaid variable forward Upside cap, financing cost 2–5 year contract
Borrow (SBL) and invest Interest, often 6–9% today Margin-call risk
Gift to family Basis carries over Irrevocable
Income-led (Embark / Income+) Upside beyond strategy limits Embark 3 years; Income+ none
03

The Contrarian Point

Is borrowing against stock a good way to diversify?

Securities-based loans are pitched as tax-free liquidity, and they are. But a 7% loan against a stock yielding 0.3% costs about 6.7% a year before the diversified assets earn anything. Income-led diversification flips the sign: the position pays you, and you buy diversified assets with the income. Details in SBL vs. Embark Income.

Chart

Annual cash flow on $2M: borrow 50% vs. generate income

Bar length shows the size of the cash flow; the SBL bar is a cost. Loan rates vary by lender and size. Income target is not guaranteed. Source: Own illustration
04

Calculator

How fast can income diversify your position?

Calculator

Income-led diversification

Assume you invest all income into a diversified portfolio each year.

Diversified assets built (no growth)

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Diversified share of total

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Annual income

–

Ignores tax on income, growth of either side, and price moves in the stock. Targets are not guarantees.

Where Embark fits

Don't borrow against it. Let it pay you.

Income from your shares can fund diversification every year without selling. Run your ticker.

  • Positive carry instead of the negative carry of a stock-backed loan
  • $0 tax at contribution with an in-kind §721 contribution
  • Targets 10%+ annual income you can invest anywhere

Run the numbers

Live prices · takes under a minute · no obligation

05

Picking a Method

Which method should you pick?

Good matches

  • Keep conviction upside: income-led or a collar with a high cap
  • Leave the stock for good: exchange fund or charity
  • Need a lump sum: prepaid forward or SBL, sized conservatively

Common mistakes

  • Borrow to the limit against a volatile stock
  • Lock up 7 years if you might need the money
  • Ignore company hedging policy if you're an insider
06

Related Reading

Where can you go deeper on each method?

Exchange funds · Zero-cost collars · Prepaid variable forwards · CRTs · Diversifying appreciated stock

07

FAQ

Frequently asked questions

How can I diversify my stock portfolio without paying capital gains tax?
Use an exchange fund, donate shares to a donor-advised fund or charitable remainder trust, hedge with a collar or prepaid variable forward, or generate income from the shares and invest that income elsewhere.

Is borrowing against stock a good way to diversify?
It avoids tax, but the interest usually exceeds the stock's dividend, so you start with negative carry, and a falling stock can trigger a margin call. It works best when kept small relative to the position.

What is income-led diversification?
Instead of selling shares, you generate income from them, for example through an options-based income strategy, and invest that income in diversified assets. Your concentration falls gradually without a taxable sale.

How long does income-led diversification take?
It depends on the yield and how much you reinvest. At 10% a year reinvested, the new holdings would add up to about a third of the original position's value in roughly three and a half years, ignoring price changes.

Does a collar count as diversification?
Not by itself. A collar limits the range of outcomes on the same stock. Diversification means owning other assets, which usually requires a sale, a loan or new cash.

Can I diversify inside an IRA without tax?
Yes. Sales inside an IRA or 401(k) are not taxed, so concentrated positions held there can be diversified freely. The tax problem applies to taxable accounts.

What is the cheapest way to diversify a concentrated stock?
Selling in stages across several tax years usually has the lowest fees, but you pay capital gains tax as you go. Gifting to family or charity and an income overlay avoid that up-front tax.

08

Sources

References

Cite this article

Embark Funds Research. “Diversify a Concentrated Position Without Selling.” Embark Funds, updated October 15, 2026. https://www.embarkfunds.com/insights/diversify-concentrated-stock-without-selling

Not tax or legal advice: This article is educational. Exchange funds, partnerships and gifts carry rules that depend on your facts. Work with a CPA and an attorney before acting. Embark income figures are targets, not guarantees.

Diversify with income, not a sale

Let the Position Fund Its Own Diversification

Income from your shares can buy diversified assets every year without selling a share. Run your ticker to see the target.