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What's the cheapest way to start selling options?

The cheapest real-money start is a covered call on 100 shares of a low-priced stock you'd hold anyway, or a cash-secured put with a low strike. Cheapest to start isn't the same as cheapest risk, so here's both, with the losing cases.

Options guide · 8-minute read · Updated 2026-10-26

The short answer

The cheapest way to start selling options with real money is one of two trades:

  1. A Covered call on 100 shares of a low-priced stock you'd keep anyway. If you already own 100 shares of something, this needs no new cash at all.
  2. A cash-secured put with a low strike. A $7 strike needs $700 set aside.

Before either, the truly cheapest start is paper trading, which costs nothing. Both real trades are the two halves of the wheel strategy, so whichever you start with, you're learning the whole loop.

What each route costs to start

RouteCash neededApproval usually neededMain risk
Paper trading$0NoneLearning the wrong lessons if it feels too easy
Covered call on shares you already own$0 new cashUsually the lowest options levelThe shares can fall; the upside is capped
Covered call on 100 new cheap shares100 × the share priceUsually the lowest levelSame as owning the shares
Cash-secured put, low strikeStrike × 100Often a basic level; variesBuying shares that keep falling

Brokers name their approval levels differently. See options approval levels explained.

Both trades side by side (an illustration, not a trade idea)

A made-up stock, XYZ, trades at $8. You'd be fine owning it.

Here's every outcome at expiry:

XYZ at expiryRoute A: shares + $9 callRoute B: $7 put
$10Called away at $9: +$100 + $15 = +$115Put expires: +$15
$8Call expires: +$15Put expires: +$15
$7Call expires: −$100 + $15 = −$85Put expires at the strike: +$15
$6−$200 + $15 = −$185Assigned at $7: −$100 + $15 = −$85
$4−$400 + $15 = −$385Assigned at $7: −$300 + $15 = −$285

Route A starts with more money in the stock, so it gains more on a rise and loses more on a fall. Route B needs less cash and has a lower entry, but its gain stops at the $15 premium.

Notice how small the premium is. On a stock this cheap, $15 doesn't cushion much. It's a learning trade, not a payoff.

Why cheapest isn't the same as least risky

A cheap trade has a small dollar size. That's the good part. But cheap stocks bring their own problems.

So the real test isn't "what's the cheapest stock?" It's "what's the cheapest stock I'd honestly be glad to own if it fell 30%?"

If you already own 100 shares

This is often the best cheap start. You already carry the stock's risk. A covered call adds no new downside. It adds a premium and a cap on your upside.

The questions to ask first:

  1. Would you be happy selling the shares at the call's strike? If not, don't sell the call.
  2. Is the strike at or above what you paid? Selling below locks in a loss if you're called away.
  3. Is there an earnings report or an Ex-dividend date inside the trade?

Our covered call strategy guide walks through every outcome on a stock you own.

A first-trade plan that costs little

  1. Paper trade one full cycle. Pick a stock, write down a put or a call as if you'd sold it, and track it to expiry. See wheel strategy paper trading.
  2. Check your approval. Ask your broker which level covers covered calls and cash-secured puts in your account type.
  3. Pick one stock you'd keep. Low-priced, but a real business with active options.
  4. Size one contract. Strike × 100 should be money you won't need soon. See can you wheel with a small account.
  5. Use a limit order near the middle of the bid and ask.
  6. Write the exit before you place the trade: the price where you'd sell the shares if it keeps falling.

A note on accounts. In the US, many brokers allow covered calls in an IRA or cash account, and some allow cash-secured puts. In Canada, covered calls are widely allowed in a TFSA or RRSP, while cash-secured puts depend on the broker. Options permissions differ by broker. For the $1,000 version of this, see the wheel with $1,000.

Questions

What's the cheapest option to sell?

In cash terms, a covered call on shares you already own needs no new money. A cash-secured put on a low-priced stock needs the strike times 100, so a $5 strike needs $500 set aside.

Can I sell options with $500?

Only a cash-secured put with a $5 strike or lower, or a covered call if you already own 100 shares. At that size, fees and spreads take a big share of the premium, so paper trading first is worth considering.

Is a covered call or a cash-secured put cheaper to start?

A put usually needs a bit less cash, because the strike is below today's price. A covered call needs the full share price, unless you already own the shares, in which case it needs nothing new.

Do cheap stocks make selling options less risky?

No. They make each trade smaller in dollars. Cheap stocks often swing harder and have wider spreads, so the risk as a share of the trade can be higher.

The Options Wheel System · $99 · one payment

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22 plain-English modules from complete beginner to running the wheel: covered calls, cash-secured puts, assignment, rolling, the math and the risk rules — with a scored quiz after every part and a daily deals board that applies the same rules to real markets.

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