Shape Portfolio Losses Derivatives | EI Blog

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The collar restructures the cost problem. Own a stock at $100. Buy a $95 put for $2 and sell a $110 call for $2. Net cost: zero. Downside is protected below $95, while upside is capped at $110.

Early 2020 example: an investor holds a stock at $185 and implements a collar with a $175 put and a $200 call for a $50 net cost. The March crash hits and the stock drops to $150. Without protection, the position is down $35 per share. With the collar, the loss is limited to $10 per share. The drawdown is contained at 5.4% instead of 18.9%.

By June, the stock recovers to $195. The investor captures most of the rally, with gains capped below $200. The result is minimal crash loss and strong recovery participation, at a $50 cost versus more than $200 for puts alone.

Collars work when you are genuinely willing to accept upside caps, like in these situations:

Appreciated positions held long term. Substantial gains, not sold for tax or conviction reasons, with discomfort around full volatility. Trading some upside for needed downside protection is reasonable.

Portfolios with natural return constraints. Endowments targeting 7% to 8% real returns don’t need unlimited upside. Capping at 12% to 15% while protecting below -8% aligns with objectives.

Favorable option premiums. Volatility skew can make out-of-the-money calls expensive relative to protective puts. You’re getting paid to sell upside you don’t desperately need.

Critical discipline: Be honest about the tradeoff. If you’ll be furious watching your stock rally 40% while capped at 10%, the collar is the wrong structure.

Measuring Protection at the Portfolio Level

Most institutional discussions focus on the P&L of the derivative itself rather than portfolio outcomes. Wrong question.

If you bought puts for $20,000 that expired worthless, did you lose $20,000? Only if measured in isolation. If your portfolio gained $150,000 while those puts prevented panic-selling during volatility, protection was worth it.

Right metric: Cost of protection divided by magnitude of loss prevented in scenarios where protection actually mattered.

Example: a $10 million portfolio, 80% in equities, with quarterly 5% out-of-the-money puts costing $120k annually.

Three-year results:

Year 1: Market +12%, puts expire worthless, cost $120k

Year 2: Market -18% in Q1, puts limit the loss to -7%, saving $880k that quarter. Full year -8%, puts save ~$400k, cost $120k

Year 3: Market +15%, puts expire worthless, cost $120k

Total cost: $360k. Losses prevented: $400k. Net benefit: $40k.

But the real value wasn’t the $40k. It was staying invested through Year 2 instead of selling at the bottom, enabling capture of Year 3 recovery. That behavioral advantage often exceeds direct P&L benefit.

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