The wheel, fundamentals, and getting paid to wait.
Working notes on selling cash-secured puts the way a fundamental investor would — what the numbers mean, where the risk actually sits, and how we build levelbox.ai in the open. Educational, not advice.
Singapore
Wheeling US options from Singapore — the withholding, the estate-tax exposure, the FX and the settlement mechanics that only bite from this side of the world.
Wheeling US Stocks with SGD: FX, Funding and Settlement from Singapore
Wheeling US stocks from Singapore: you don't have to convert SGD to sell a put, but the FX exposure is deferred rather than removed. Collateral, conversion costs, T+1 timing and currency drag.
31 Jul 2026SingaporeSelling Cash-Secured Puts from Singapore: Where the 30% Withholding Actually Hits
Singapore has no US tax treaty, so US dividends are withheld at 30%. But the option premium itself isn't withheld at all — and the exposure that costs Singapore wheelers most isn't income tax.
31 Jul 2026Theme Deep-Dives
Data-anchored scenario planning and SWOTs on a market theme — the bull case and the bear case, with the numbers.
Leopold Aschenbrenner Bought $8.5B of Puts. What Would It Pay to Sell Them to Him?
The most-watched AI fund holds $8.46B of notional put exposure against chipmakers. Every put has a seller. We priced both sides of his book as cash-secured puts on $1M of collateral, and the option market prices the risk the other way round. Infotainment, with real arithmetic and every source dated.
30 Jul 2026Theme Deep-DivesDefense Tech, Four Scenarios: Fat Premium, No Floor (as of 2026-07-13)
Two failure modes for a wheeler: thin premium on the primes, fat premium with no floor on the pure-plays. Four 1-2yr scenarios, with HWM, PLTR and RKLB shown only as worked examples of the wheel maths — CSP max loss and breakeven first. AI-generated; not advice.
13 Jul 2026Theme Deep-DivesWhat Fat Option Premium Across the Memory Names Is Actually Pricing
Memory is the current bottleneck in the AI buildout, and cash-secured put premium is fat across the whole group. Here's what that premium reflects, and why the richest premium in this cluster sits on the name the value screen likes least.
11 Jul 2026Theme Deep-DivesPhysical AI, Three Ways: Scenarios and Example Wheel Candidates (as of 2026-07-01)
A huge story, but the wheel math says own the enablers. Three scenarios for robotics and physical AI, with QCOM, NVDA, GOOGL, ARM and ISRG shown only as worked examples — cash-secured-put max loss and breakeven first. AI-generated; not advice.
1 Jul 2026Theme Deep-DivesThe AI Buildout, Three Ways: Scenarios and Example Wheel Candidates (as of 2026-07-01)
A capex story before a demand story. Three scenarios for the next 1-2 years, with NVDA, MU and GEV shown only as worked examples of how the wheel lens scores a name — cash-secured-put max loss and breakeven first. AI-generated; not advice.
1 Jul 2026General Option Selling
The wheel, cash-secured puts, covered calls and the Greeks — the mechanics, with the risk shown first.
If You Measure Premium Monthly, Measure Risk Monthly Too
A weekly put and a monthly put at the same delta look identical on most risk numbers. One of them runs ten times a month. Here is the mismatch that hides, and what it does to a book.
29 Jul 2026General Option SellingOption Vega and Portfolio Vega: What Premium Sellers Are Really Short
Vega is the Greek most option sellers glance at and move on from. It grows as the trade goes against you, it barely diversifies across a book, and it prices the risk you are actually being paid to take.
27 Jul 2026General Option SellingHow Our Premium Optimizer Picks Which Puts to Sell
Most option-selling tools score one trade at a time. The premium optimizer scores the whole book: it maximises premium subject to a crash budget and an assignment budget, and shows you what each extra dollar of income costs.
27 Jul 2026General Option SellingYou Don't Want the Stock Any More. A Credit Roll Is Rent, Not Income.
When a cash-secured put goes in-the-money and you've changed your mind about the stock, the down-and-out credit roll everyone recommends usually isn't on offer. The arithmetic, and what's left.
25 Jul 2026General Option SellingA Slow Portfolio Goal Needs a Coach, Not a Dashboard
Nobody misses a multi-year income goal in one bad trade. They drift, one defensible decision at a time, until the book they hold is one they'd never have chosen. Why drift is invisible from the inside, and what a real review loop does that a dashboard can't.
24 Jul 2026General Option SellingDelta Is Not Your Chance of Assignment
Delta is the closest thing most option sellers have to an assignment probability, and it is systematically too low. The gap is small on quiet stocks and large on the volatile ones you get paid most to sell.
22 Jul 2026General Option SellingWhen to Roll a Cash-Secured Put — and When Not To
Rolling a cash-secured put only makes sense in two situations: a genuine net-credit improvement, or a warranted defence against real technical deterioration. Everything else is paying to postpone the trade you already agreed to.
18 Jul 2026General Option SellingYour Stock Positions Are Tail Risk, Too
A concentrated stock portfolio carries a fatter tail than most option positions — you just can't see it on a per-position screen. A worked example of a $1M book, and why a share is a short put struck at zero.
17 Jul 2026General Option SellingPortfolio Margin, Explained: The Math Behind Your Buying Power — and Why It Rises in a Crash
How portfolio margin actually works: a risk-based stress test, not a formula. Why netting makes it efficient, why the requirement climbs exactly when the market falls, and why simulating drawdowns is the only honest way to know your headroom.
9 Jul 2026General Option SellingYield on Capital, Not Yield on Premium: The Number That Actually Matters
The premium looks like the return, but the cash you tie up is the real trade. How to measure a cash-secured put on yield on capital — the number that lets you compare strikes, expiries and tickers honestly, and the one the fat-premium trap hides.
4 Jul 2026General Option SellingYou've Been Sold This Before — It Was Called an FCN
The fixed coupon note your private bank offered you is a cash-secured put wearing a suit — and for hands-off capital, that's a feature. Here's what an FCN actually is, why the coupon looks so generous, and how the DIY wheel compares: the control you gain, the convenience you give up, and the risk that's the same either way.
4 Jul 2026General Option SellingCovered Calls After Assignment: Getting Paid to Hold the Shares
You sold a put and got assigned — now what? How to sell covered calls on the shares you own, with the exact breakeven, max-profit and max-loss maths, and the two risks to respect.
4 Jul 2026General Option SellingThe Options Greeks, Explained: Delta, Gamma, Theta, Vega (and Rho)
A plain-English guide to the options Greeks — what delta, gamma, theta, vega and rho each measure, and exactly which ones work for you and against you when you sell a cash-secured put.
2 Jul 2026General Option SellingCash-Secured Puts, Explained: How Selling a Put Pays You to Wait for Your Price
What a cash-secured put is, the exact premium, breakeven and maximum-loss maths, and why it's the income strategy a patient, fundamentals-minded investor reaches for. Risks included.
25 Jun 2026General Option SellingThe Wheel Strategy in 2026: Get Paid to Buy Stocks You'd Actually Own
A plain-English guide to the wheel — selling cash-secured puts to get paid while you wait for your price, then covered calls once you own the shares. With the risks shown first.
23 Jun 2026Fundamentals
Valuation and quality — the questions that sit underneath every wheel trade.
Insider Buying and Superinvestor 13Fs Are Social Proof, Not a Trade Signal
Form 4s and 13Fs carry real information. It just accrues over quarters, not days, which makes them useless as trade triggers and genuinely useful on the one question a put seller has to answer: would I be content owning this?
24 Jul 2026FundamentalsA Cheap Price Is Not a Margin of Safety: The Value Trap and the Wheel
A value trap is a stock that's cheap because the business is deteriorating. Here's why it's the wheel seller's worst assignment, and how to read it.
6 Jul 2026FundamentalsFundamental Analysis Through Three Lenses: What Buffett, Lynch, and Ackman Each Look For
Warren Buffett, Peter Lynch, and Bill Ackman analyse the same companies differently. A guide to what each one prizes — moat, GARP, and catalysed quality — and the checks behind them.
30 Jun 2026Technical Thoughts
How we build levelbox.ai in the open — the systems, and the honest gaps.
Your Option Book Is a Knapsack Problem (The Hard Kind)
Allocating capital across option positions makes portfolio optimization a knapsack problem, of the multi-dimensional, integer, class-constrained kind that has no efficient exact solution. Here is what our optimizer gives up to answer it anyway.
3 Aug 2026Technical ThoughtsA Mechanical Way to Pick Which Stocks to Wheel
Most wheel candidate lists are habit, not analysis. Here's what happened when I made the selection mechanical — scored on diversification, not on premium.
20 Jul 2026Technical ThoughtsWheeling a Toppy Market — and a Bottomy One: What Actually Changes
When the market feels toppy, the danger isn't the premium — it's complacency. When it feels bottomy, the premium is fear. Here's what a wheeler changes in each, and what to leave alone.
11 Jul 2026Technical ThoughtsMarket Regime for the Wheel: The Weather You're Selling Into
Every cash-secured put quietly bets that the market stays buyable. Here's why the market regime matters for the wheel, and the regime detector we built to read it — four pillars, a volatility overlay, and an honest, no-lookahead design.
5 Jul 2026Technical ThoughtsWheeling Is Fundamental Investing. Here's How levelbox.ai Gives the Research a Headstart
How levelbox.ai turns a market theme into a data-anchored deep-dive: fan-out research agents, deterministic scoring that scales across the whole universe, scenario planning and SWOT for a narrative you can actually read, and composable skills. With a system-design diagram, and an honest list of what's still early.
1 Jul 2026