Our framework

Getting paid to wait: cash-secured puts

How selling cash-secured puts at prices you would happily buy at turns a limit order into income, why the maths matters over 20 years, and the one risk to respect.

Most investors keep a list of stocks they would buy at a lower price, and wait. A cash-secured put turns that waiting into income: someone pays you to stand ready to buy.

This is an educational explanation of a strategy, not a recommendation. Options carry real risk.

The idea

  1. Set aside a reserve: money you are genuinely willing to use to buy shares. One approach is to earmark around 10% of portfolio equity.
  2. Sell put options on stocks you already want to own, at strike prices you would happily buy at (for example 15% to 25% below today's price), and keep enough cash to buy every share if you are assigned. That is what cash-secured means.
  3. Choose expiries of roughly three to six months. Annualised premium tends to peak in that window: the sweet spot on the curve.

The two outcomes

  • The stock falls to your strike: you are assigned and buy the stock you wanted, at the price you wanted. That is an opportunity, not a loss.
  • It does not: you keep the premium. That is your rent.

In short, you turn a low limit order to buy into someone paying you while you wait for your price.

Why a small yield is not small money

Suppose the puts earn an annualised 12% to 13% on a reserve worth 10% of equity. That adds roughly 1.2 percentage points a year to the whole portfolio, without changing what you own or why.

Over 20 yearsAnnual returnEnding multiple of capital
Portfolio alone15.0%16.37x
Portfolio plus put income16.2%20.14x

The gap is 3.78 times your starting capital, or 23.1% more final wealth. This is the counter-intuitive part of compounding: the 1.2 percentage points are not added once on top of 15%. They lift the base from 1.15 to 1.162, and that difference is compounded 20 times over.

The one risk to watch

The danger is correlation. If the stocks you sell puts on are high-beta names that move together (say, two momentum stocks riding the same AI narrative), a real risk-off sell-off can push both below their strikes at the same time. Splitting the puts across two tickers does not diversify that risk away.

So the discipline is:

  • make sure the reserve covers every assignment, even if they all happen at once (truly cash-secured);
  • never rely on margin to take delivery;
  • keep a safety buffer even after a double assignment.