Advanced · Longer horizons

Cash-secured puts, calendars, credits, covered calls & LEAPS

More structure, more time. Many discretionary traders prefer 45+ days to expiry so theta is slower at entry and there is room to manage.

Why target 45+ DTE?

This is a common teaching guideline, not a rule. Weekly options and 0-DTE products exist and behave very differently (high gamma, fast theta).

Theta decay — sample shape

Typical teaching picture: with other factors fixed, time value often falls faster in the last weeks before expiry than early in the life of the option. Long options usually pay theta; short premium often collects it — with risk attached.

90 DTE 60 30 15 0 (expiry) Time value → More time value Little left Decay often accelerates near expiry →

Static illustration only — not a live pricing model. Actual theta depends on strike, IV, and moneyness.

Sample only — real theta depends on strike, IV, rates, and moneyness. Use the Builder’s Days Remaining slider on a live template to see your structure decay.

Mindset: “Advanced” means more structure, not “guaranteed income.” Every strategy below can lose money. Prefer stocks you understand, size small, and use the Builder to see red vs green before risking cash. Educational only.
Bullish-to-neutral · income

Cash-secured put (CSP)

You sell a put and keep enough cash in the account to buy 100 shares at the strike if the buyer exercises. You receive a credit (premium) up front.

In plain English: you are paid to stand ready to buy the stock at a lower price. If the stock stays above the strike, the put often expires worthless and you keep the credit. If the stock falls and you are assigned, you buy the shares at the strike (your broker uses the cash you set aside).

Example: Stock $100. Sell the $95 put for $2.00 → +$200 credit. Reserve $9,500 cash.
Stock stays above $95 → put expires → keep $200.
Assigned at $95 → you buy 100 shares for $9,500; effective cost ≈ $93/share after the $2 premium.
P/L Stock price at expiry → Max profit = premiumLoss if stock falls
Green = profitRed = loss

Short put at expiry: continuous line from max loss through breakeven to flat max profit (premium).

Why many learners use ~30–45+ DTE

Risk: Only sell puts on stocks you are willing to buy. A CSP can lose far more than the credit. Educational only.
Load Cash Secured Put in Builder →
Income cycle · CSP + covered call

The Wheel strategy

The Wheel is a loop, not one option. It connects cash-secured puts and covered calls: collect premium while waiting to buy shares you accept owning → collect premium while you hold them → shares sold when a call is assigned → start again.

  1. Sell a cash-secured put on a stock you are willing to buy. If it expires worthless, keep the premium and you can sell another put. If assigned, you buy 100 shares at the strike (cost basis ≈ strike − premiums kept).
  2. Sell a covered call against those shares. If the call expires worthless, keep the premium and you can sell another call. If the call is assigned, your shares are sold at the call strike.
  3. Restart — with cash again, return to step 1 and sell a new CSP.
Risk stays real: a falling stock still hurts while you hold shares. A strong rally can force the sale of shares and cap upside. Educational only.
CSP in Builder → Covered Call in Builder → Covered Call lesson
Stock + short call · income

Covered call

You buy (or already hold) 100 shares and sell 1 call against them. You collect a credit. Upside above the call strike is generally capped; downside on the shares remains — the premium only softens losses a little.

Buy stock at $100, sell the $105 call for $2 → +$200 credit.
Stock at $110 at expiry → shares sold at $105; total gain ≈ $5 + $2 = $7/share.
Stock at $90 → loss on shares about $10, offset by $2 premium ≈ $8/share loss.
P/L Stock price at expiry → Capped profitStock downside
Green = profitRed = loss

Covered call: line rises with the stock through breakeven to the short-call strike, then stays flat at max profit. Red = stock downside; green = profit zone.

Load Covered Call in Builder →
Defined-risk verticals

Debit spreads vs credit spreads

A vertical spread is two options of the same type (calls or puts) and same expiry, different strikes. One is bought, one is sold. Risk is defined — you know the max loss at entry (before fees).

Bull put spread (credit example)

Sell a higher-strike put, buy a lower-strike put. You receive a net credit. You want the stock to stay above the short put strike.

Sell $100 put / buy $95 put for $1.50 credit → max profit $150; max loss ≈ ($5 − $1.50) × 100 = $350.
P/L Stock price at expiry → Max profit = creditMax loss = width − credit
Green = profitRed = loss

Bull put (credit): flat max profit if stock stays high; limited max loss below the long put.

Bull call spread (debit example)

Buy a lower-strike call, sell a higher-strike call. You pay a net debit. You want the stock to rise toward (or above) the short call.

Buy $100 call / sell $110 call for $4 debit → max loss $400; max profit ≈ ($10 − $4) × 100 = $600.
P/L Stock price at expiry → Max profit = width − debitMax loss = debit
Green = profitRed = loss

Bull call (debit): flat max loss (debit paid), then rises to flat max profit (width − debit).

Bull call spread → Bear put spread → Spreads lesson
Time spread

Calendar spread (horizontal)

Same strike, different expirations: typically sell a nearer-term option and buy a longer-dated one (net debit). You want the short front-month option to decay faster while the back-month keeps more value — often when price stays near the strike.

Sell 30-DTE $100 call, buy 90-DTE $100 call for a debit. Ideal sketch: stock near $100 at the first expiry so the short call is cheap to close and the long call still has time value.
P/L Stock price at expiry → Peak near strikeFar move → lossFar move → loss
Green = profitRed = loss

Calendar (illustrative near front expiry): continuous tent peaking near the strike. Green near the money; red when the stock moves far away. IV also matters in live markets.

Load Calendar (Call) →
Long-dated options

LEAPS

LEAPS are options with expirations often one year or more out. A long LEAPS call is a long-term bullish view with a defined max loss (the premium). It can still go to zero if the thesis is wrong or time runs out.

P/L Stock price at expiry → Max loss = premiumUpside if stock rises
Green = profitRed = loss

Long call / LEAPS at expiry: flat max loss (premium), then rising profit if stock is above strike.

Start from Long Call (set DTE long) →
Neutral · defined risk

Iron condor (recap)

An iron condor combines a bull put spread and a bear call spread. You collect a net credit and want the stock to stay in a range between the short strikes. Both sides have long options so risk is capped.

P/L Stock price at expiry → Profit in the rangeLimited lossLimited loss
Green = profitRed = loss

Short iron condor: flat max profit between short strikes; limited losses outside the wings.

Load Iron Condor →
Risk: Longer DTE is not automatically safer. You can still lose the full debit, or the maximum on a credit structure. LEAPS can lose most of their value if the thesis is wrong or IV collapses. Education only — not advice.
Open Builder ← Spreads

IV, earnings, and assignment

IV when selling premium

CSPs, covered calls, and iron condors collect premium. Higher IV can mean richer credits — and more risk of large moves. Compare credit size to wing width or stock risk, not IV in isolation.

Earnings

Holding short options through earnings can produce gaps through your short strikes. Many learners avoid short premium through binary events until they understand assignment and gap risk.

Assignment

Short puts → may buy shares. Short calls against stock → may sell shares. Pin risk and early exercise exist; defined-risk spreads still need monitoring near expiration.

Practice: Load CSP, then covered call. Walk price through assignment zones and read max profit vs max loss on the solid line.

Support the site

Lessons and the Builder stay free. If they help, you can buy a coffee.

☕ Buy me a coffee