Frequently asked questions

A plain-English introduction to the strategy, the YieldGen workflow, and the risks that belong in the same conversation.

Trade strategy

What is wheel trading?

Wheel trading is an options-income approach that commonly begins by selling a cash-secured put. If the put expires, you may sell another put. If you are assigned shares, you can hold them, sell them, or sell covered calls against them. If the shares are later called away, the cycle can begin again.

What is a cash-secured put?

It is a put option sold while keeping enough cash available to buy the shares if assignment occurs. You receive a premium for taking on the obligation to buy at the agreed strike price. The cash is not free capital while that obligation is open.

What is a covered call?

A covered call is a call option sold against shares you already own. You receive a premium in exchange for agreeing to sell those shares at the strike price if the option is exercised. It can create income, but it also limits upside above the strike price.

Why compare yield as well as premium?

A premium dollar amount alone does not say how much capital is tied up or for how long. A yield view can make contracts with different strikes and expirations easier to compare. It is one input, not a promise of a result: the underlying stock and the risks of the promise still matter.

What is a put spread?

A put spread combines a sold put with a lower-strike put purchased for protection. The protection costs some premium, but it places a defined lower boundary on the loss from a severe decline. YieldGen treats the two legs as one logical position when presenting the risk and return picture.

The product

What does YieldGen do?

YieldGen is portfolio software for people using options-income strategies. It organizes a repeated workflow: see available cash, evaluate option opportunities, size and execute a trade through your brokerage connection, then follow the positions and their exposures across the portfolio.

What do I need at my brokerage to use YieldGen?

Ask your broker for options approval that includes cash-secured puts and covered calls. That is enough for almost everything in YieldGen. Spreads need the next spread-capable level (at Schwab, Level 2). Naked / uncovered writes need a still-higher approval and are not available in IRAs.

Schwab: also turn on thinkorswim for that account (install the app and sign in once). Schwab does not fully enable real-time quotes and trading on the API YieldGen uses until thinkorswim is on the account. The app repeats these steps on Connect your brokerage.

Does YieldGen place trades or give investment advice?

YieldGen helps organize information and workflows. It is not a source of investment, legal, or tax advice, and it does not make a trade suitable merely because the numbers look attractive. You make your own decisions and execute trades through your regular brokerage platform.

Why does YieldGen focus on many small trades?

One small option premium can seem insignificant. The strategy becomes operationally demanding when there are many positions, expirations, and decisions to manage. YieldGen is designed to make that repeated work more visible and more manageable without losing sight of the whole portfolio.

What does the option-chain view show?

It puts annualized yield and dollar premium together for each available strike and expiration, so you can scan opportunities in a consistent view. The contract detail then lets you go deeper before choosing whether to act.

What is vol-adjusted yield on the option chain?

It is the usual cash-secured yield (including interest on pledged cash), built from the time-value part of the premium only, then divided by the option’s implied volatility. Ordinary yield uses the full premium; vol-adjusted yield strips out intrinsic so deep in-the-money puts are not favored just because most of the premium is already “in the money.”

Use it after you have narrowed candidates on other grounds (stock, strike distance, liquidity, portfolio fit). Treat about 1.0 as a soft floor (yield roughly in line with IV), and among an otherwise similar short list prefer the higher figure. It is a final check or tiebreaker, not the first filter of the whole grid.

What are exposures?

Exposures are the ways open positions can affect the portfolio: capital committed, dates when obligations may come due, positions that may move together, and concentrations that are harder to see one trade at a time. Seeing them together can help you avoid mistaking a collection of individual trades for diversification.

What is “recycle advantage” on the Exposures screen?

It answers the question every open position eventually raises: would the cash tied up here do better somewhere else? Selling a put pledges collateral, and that collateral is either still earning its keep or it is sitting out the rest of the term waiting for a payoff that has already mostly happened.

Leaving a position alone is not free money and it is not nothing: you still collect the premium that has yet to decay, plus interest on the pledged cash. Closing frees that same cash to back a fresh contract instead. Recycle advantage compares those two futures, subtracts what the round trip costs to trade, and paints the answer on the position.

  • Green — the days left pay little more than cash, so the collateral looks better redeployed.
  • White — break-even. Closing and holding are worth about the same.
  • Red — the remaining days are still out-earning a fresh trade, so the position is worth keeping.

Because white sits exactly on the break-even line, there is no threshold to memorize: green means recycle, red means leave it alone, and the further from white, the clearer the case. And since the tiles are already sized by the dollars at stake, the largest green tile is your largest opportunity rather than merely your best rate.

Why it will not chase a nearly worthless contract. Trading costs are spread across the days remaining, which matters more than it sounds. A contract quoted at a few cents with three days to run looks almost free to buy back, but there is barely any yield left to rescue and you would still pay a full round trip to go and get it. That position reads red, not green.

The rate it compares against. The comparison has to assume something about what a fresh trade would earn you, so it uses the redeployment rate in Settings — the same opportunity-cost rate the recovery ledger uses, 10% a year unless you change it. Raise it if you reliably find better trades, and more positions will start to look worth recycling.

Why one number instead of several. Earlier versions of YieldGen showed the exit decision as three separate bars. Working through the arithmetic showed they were not independent readings of the position: “capital freed per dollar of closeout” turns out to be the remaining yield restated without adjusting for how many days are left, and “yield improvement on close” is mathematically bound to that same quantity, so it can tell you a trade is running ahead of plan but never whether what remains is worth keeping. One properly framed number does the work of all three, and spares you reading them against each other.

As with every figure in YieldGen, it is one input rather than a recommendation. It does not know your tax position, your view on the underlying stock, or whether you actually have a better trade waiting for the cash.

How are “clusters” of stocks determined, and what use can I make of cluster information in my trading?

Clusters exist so you can avoid hidden concentrations: several tickers that look different in a list but often rise and fall together. Holding five names that all live in the same cluster is closer to one big bet than five independent ones.

The Calculation YieldGen calculates the correlation between all pairs of stocks. Correlation is always between −1 and +1:

  • +1 — the two stocks’ daily percent changes move in lockstep (same direction, proportional sizes).
  • 0 — knowing one stock’s daily move tells you nothing useful about the other’s.
  • −1 — the two stocks’ daily percent changes move in opposite directions.

How the six clusters are built. Once a day, YieldGen starts from the eleven major U.S. sector funds (the familiar SPDR sector ETFs). It glues funds together only when they have been moving alike, and only as pairs:

  1. Find the two still-unglued sector funds whose correlation is highest (the two that move most alike) and combine them into one mega-sector, keeping both names — for example Tech & Comms.
  2. Repeat until six mega-sectors remain. A pair never accepts a third fund: if another sector looks as if it would join an already-glued pair, it stays its own group instead, because it was not as close as the two that already merged.

Every other stock is then assigned to exactly one of those six mega-sectors: the one it most resembles. For a glued pair, that means the stronger resemblance to either leg — so a telecom name can join Tech & Comms through the Comms side rather than being forced to look like Tech alone. (A brand-new name with too little price history to measure stays on its own until enough data exists.)

What you can do with that. Use clusters as a diversification tool:

  • On the Watch list, prefer symbols from clusters that are little- or un-represented in your book—so a new put candidate is less likely to amplify the concentration risks you already carry.
  • On Exposures in cluster view, check whether capital and pledge are piled into one or two groups even when the ticker list looks diversified.
  • On a stock’s detail page, read the correlation matrix: it shows how that stock tends to move with (or against) each of the six mega-sectors, so you can see which concentrations you would add to—and which you would not—before you sell options against it.
What does recovery tracking mean?

When a sold put is assigned and shares are purchased, the position can continue through stock ownership, dividends, covered calls, and a later sale. YieldGen follows those related events together so the investor can see the full recovery picture rather than only one isolated trade.

What if the app doesn't work (or doesn't work correctly) in my browser?

First, try refreshing the page or clearing your browser’s cache, as web updates can occasionally conflict with saved site data. For the best experience, we recommend using the latest version of Chrome, Edge, Safari, or Firefox on a desktop device. If you are experiencing rendering issues, freezing, or layout glitches, disabling browser extensions (especially ad/script blockers) or opening the app in a Private/Incognito window will often resolve the problem. If issues persist, please let us know your device and browser version so we can investigate.

Risk and important context

Does selling options guarantee income?

No. Premium is received when an option is sold, but the overall position can lose money if the underlying stock moves adversely. A high quoted yield can be the market's compensation for taking on substantial risk.

Can a cash-secured put lose money?

Yes. If the stock falls below the strike price, you may be assigned shares at a price higher than their current market value. The premium received reduces the effective purchase cost, but it does not eliminate the loss from a large decline.

Why do volatility events matter?

Events such as earnings, legal decisions, product announcements, and other uncertainty can change option prices. Higher premium around an event may reflect a greater possibility of a large stock move. YieldGen marks volatility patterns so that timing choice is easier to see, not so that risk disappears.

Is a high annualized yield automatically better?

No. Annualizing a short-term premium can make a number look very large, but the figure does not capture every risk: the chance of assignment, the quality and volatility of the stock, concentration, liquidity, and whether the trade fits the rest of the portfolio. Compare the whole proposition, not one number.

Who is YieldGen for?

YieldGen is for self-directed investors who understand options or are prepared to learn their risks and mechanics. Options involve risk and are not suitable for every investor. Consider whether a strategy fits your own circumstances and seek professional advice where appropriate.