The Hedge for a Stock You're Afraid to Sell
You've got most of your net worth sitting in one ticker. Company stock, an inheritance, a position you bought at $8 that's now at $140.
Selling means a tax bill that makes your stomach drop, or you legally can't sell yet — lockup, blackout window, vesting schedule.
So you sit there, watching one earnings miss or one bad macro week threaten years of gains, with no good move available to you.
There is a move. It won't fix the concentration problem. But it will put a floor under it while you work out the real plan.
What a collar actually does
A collar is two option trades layered on top of stock you already own, both expiring the same date:
- Buy a protective put below the current price. This sets a floor — you can exercise it and sell your shares at the strike no matter how far the stock falls.
- Sell a covered call above the current price. The premium you collect offsets most or all of what the put costs. In exchange, your upside is capped at the call strike.
Structured well, the two premiums roughly cancel out — a "zero-cost collar." You're not paying much, if anything, for the floor. You're paying for it with upside you give up instead. (If the mechanics of buying a put and selling a call separately are new to you, the covered calls vs. cash-secured puts piece covers the call side in more depth.)
A collar trades unlimited upside for a hard floor. That trade only makes sense when protecting the position matters more to you than participating in the next 20% move.
Setting the strikes: a starting framework
There's no universal "right" strike, but a workable starting point for a 3–6 month collar on a liquid large-cap:
- Put strike: 10–15% below the current price, roughly 0.20–0.30 delta. Deep enough that routine volatility doesn't trigger it, shallow enough that a real drawdown is meaningfully cushioned.
- Call strike: 8–12% above the current price, roughly 0.20–0.25 delta. This is your ceiling — set it too close and you're capping gains you'd have wanted; too far and it stops funding the put.
- Expiration: 60–120 DTE is a common window. Shorter collars need re-establishing more often; longer ones lock in the trade-off for longer with less flexibility to adjust if your view changes.
Check the net cost before entering. If the call premium doesn't cover most of the put premium, either move the call strike closer or accept paying a small net debit for more protection. Comparing strikes by delta rather than just by percentage move gives you a more consistent read across tickers — see the what is delta primer if you want the full mechanics.
Order mechanics
- Enter the put and call as a single multi-leg order where your platform supports it, rather than legging in separately — legging in exposes you to the stock moving against you between fills.
- Check the bid-ask width on both legs before submitting. Wide spreads on either leg eat into the "zero-cost" framing fast.
- If your shares carry a dividend, be aware short calls near or past the ex-dividend date carry early assignment risk — the buyer may exercise to capture the dividend, closing your position sooner than planned.
The tax trap almost nobody warns you about
This is the part that matters most if the reason you're collaring the stock is an unrealized gain you don't want to trigger.
Set the strikes too tight — a put close to the money and a call close to the money, both substantially eliminating your risk of loss and opportunity for gain — and the IRS can treat the whole structure as a constructive sale under Section 1259. That means you owe capital gains tax as though you sold the shares, even though you still hold them.
Constructive sale rules are strike- and timing-dependent, and the exact thresholds are not something to eyeball. If a large unrealized gain is the reason you're building this collar, get a tax professional to review the specific strikes and expiration before you place the order — not after. A "qualified covered call" collar with sufficiently wide, asymmetric strikes and enough time to expiration is generally how this is avoided, but the specifics matter.
What a collar doesn't do
- It doesn't eliminate concentration risk. You still own one name. A collar brackets the range of outcomes for one expiration cycle — it's a bridge, not a destination.
- It doesn't protect against a gap through your put. A put gives you the right to sell at the strike, but if the stock gaps down hard overnight on news, you're still exposed to any slippage between the strike and where you can actually exit if you need liquidity before expiration.
- It caps real upside. If the stock rips 40% on an acquisition rumor or blowout earnings, you only participate up to the call strike. That's the cost, and it's a real one.
- Rolling isn't free. When expiration approaches, re-establishing the collar means paying the bid-ask spread and commissions again, and strikes may reset at less favorable levels if implied volatility has changed. Check the implied volatility primer before rolling into a richer or cheaper environment than you started in.
When a collar is the right call
A collar tends to make sense when most of these are true at once:
- You have a large unrealized gain and selling outright creates a tax event you're not ready to trigger.
- You're restricted from selling — a blackout window, a lockup, or a vesting cliff you're waiting out.
- You'd rather give up some upside than risk a large drawdown over the next few months.
- You're using the collar as a bridge to an actual plan — a diversification schedule, a 10b5-1 plan, an exchange fund — not as a permanent substitute for one.
It tends to make less sense if you're highly convicted the stock is about to run, or if the position is small enough that the complexity and cost of managing two option legs isn't worth it relative to just sizing down.
The takeaway
A collar doesn't answer "what should I do with this concentrated position." It buys you time to answer that question without an uncushioned crash deciding for you.
If your collar expires in six months and the stock is flat, will you have used that time to actually build a diversification plan — or just be back here setting new strikes?
Options involve substantial risk and are not suitable for every investor. Nothing in this article is a recommendation to buy or sell any security, and it is not tax advice — consult a qualified tax professional before structuring a collar around a position with a large unrealized gain. Before trading options, read the OCC's Characteristics and Risks of Standardized Options.