September 25, 2026
Bonus Content: $20 Billion in ‘Cash-Like’ Options Funds Isn’t Cash
The download link for my Simple Options Trading For Beginners book is about to expire.
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This is one of those things where the people who grab it in the next sixty seconds will have it on their computer forever. The people who don’t will be staring at an order page tomorrow, wishing they’d taken the twenty seconds.
It’s a quick read that finally explains options in plain English. No Greeks. No textbook charts. Just the actual mechanics with step-by-step trade examples.
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Good Trading,
Bill Poulos
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$20 Billion in ‘Cash-Like’ Options Funds Isn’t Cash
Volume is not depth. That distinction, often ignored in calm markets, arrived this week in capital letters. On Wednesday, the Treasury sold $70 billion in 5-year notes. On Thursday, $44 billion in 7-year notes followed. Both auctions were weak. And sitting in the background, holding roughly $20 billion of investor capital on the premise that options can replicate T-bills, are box-spread ETFs, funds whose plumbing most of their owners have never examined.
The 5-year note auction on September 23, 2026 priced at 5.033%, producing a 3.1-basis-point tail and the weakest bid-to-cover since December 2018. The bid-to-cover came in at 2.21 against a 2.33 average, with indirect bidders taking 54.3% of the offering versus a 65.2% average, while primary dealers absorbed 15.8%. The 3.1-basis-point tail was well above the six-auction average of 0.6 basis points. The session after, the 7-year auction cleared at 5.085%, tailing 0.7 basis points, with indirects at 57.2% against a 64.6% average. Two consecutive misses. The deepest sovereign debt market on earth is showing structural cracks in demand.
The Box Spread Machine
This is where BOXX and its peers enter. The box spread strategy combines four options at two strike prices, one bullish call spread and one bearish put spread, mostly on the S&P 500 Index, to create a market-neutral position whose fixed value at expiration delivers a predetermined return to the buyer. Total assets under management across at least three ETFs tracking this trade, the biggest being Alpha Architect’s roughly $14 billion to $15 billion 1-3 Month Box ETF (BOXX), now stand at roughly $20 billion.
Reportedly, open S&P 500 box-spread notional has reached a record $146 billion, while average daily notional trading exceeded $2.3 billion over the prior month, up 26% year over year. Investors can earn roughly 50 basis points more than Treasuries using an options structure, and because gains on SPX box spreads may qualify for capital-gains treatment rather than ordinary income, the after-tax math looks even better for certain investors. That premium, plus tax efficiency, is why the category exploded. The question this week’s auction results force onto the table is what happens if the math stops working cleanly.
What Box Spreads Actually Are
A box spread ETF does not hold Treasury bills. It holds contractual claims. Unlike directly held securities, the fund’s holdings consist primarily of contractual claims against counterparties, making it particularly vulnerable to counterparty failure, even temporary disruptions in a counterparty’s ability to perform could significantly impact fund performance.
Exchange-listed options, including FLEX Options, are issued and guaranteed for settlement by the Options Clearing Corporation. The fund’s investments are at risk that the OCC will be unable or unwilling to perform its obligations under the option contract terms. That risk is remote. But remote is not zero, and in a week when the benchmark for global risk-free rates is itself swinging auction to auction, remote deserves its own line item.
The execution risk is more immediate. The value of a box spread is sensitive to execution quality. Because the strategy involves multiple option legs, the fund may be exposed to legging risk, where individual components are executed at different prices. Quoted prices for box spreads may also deviate from theoretical values due to supply and demand imbalances, market volatility, or constraints in the options markets. The fund’s ability to utilize box spreads effectively is dependent on the availability and willingness of other market participants to sell box spreads at competitive prices. In a stress event, that availability is exactly what compresses first.
Sector Signal: Small Caps Are Already Showing the Exit
IWM recorded $3.3 billion in outflows last week, marking its second-largest weekly withdrawal of 2026 and third-largest in nine years. The Russell 2000 has fallen 7.3% since mid-August, reaching its lowest level since June 10. Small caps are where exit liquidity runs thinnest. Their recent performance, giving back months of gains in three weeks as long rates pushed higher, signals that the rate-sensitive portion of the equity market is already treating the Treasury rout as a liquidity event, not just a repricing.
Options Framework
With 10-year yields near multi-year highs and IV elevated across rate-sensitive instruments, the options market is pricing in continued volatility in both fixed income and equity.
Bull case (rates stabilize, auction demand recovers): For traders expecting the Fed to signal policy restraint that arrests the yield climb, a defined-risk long on TLT via a bull call spread with 45-60 DTE captures a mean-reversion in duration without uncapped downside. Keep notional modest given the macro uncertainty.
Bear case (auctions continue to fail, rates ratchet higher): If you believe structural demand destruction in the Treasury market is now the base case, a put spread on IWM targeting the $265-$270 range reflects the small-cap credit sensitivity most directly. The elevated IV environment makes defined-risk structures preferable to naked puts.
Neutral/hedge case (BOXX holders specifically): A defined-risk position is not the same as a cash position. Investors using BOXX or similar instruments as a T-bill proxy inside portfolios should model the scenario where options market liquidity narrows sharply mid-term. A partial rotation into actual short-duration Treasuries (3-month bills, not 5-year notes) preserves the yield without the four-leg execution dependency.
Risk and Forward Outlook
Two consecutive weak auctions make the structural demand destruction thesis considerably harder to dismiss. The longer-horizon question is whether the Fed steps back in. If auctions keep failing, the policy options narrow fast: accept the higher rates and absorb the fiscal damage, or restart asset purchases and explicitly monetize the deficit.
Neither is a benign backdrop for an instrument whose implicit yield derives from the same options market being used to replace those Treasuries. The crowding itself is the risk.
Action Checklist
- Audit any position in BOXX, XBOX, or comparable box-spread ETFs for true liquidity characteristics. These are not T-bills. They are OCC-cleared, four-leg option structures with legging risk, execution risk, and implied financing rate sensitivity.
- Watch the next 10-year auction for indirect bid participation. A third consecutive sub-average indirect allocation confirms structural foreign demand loss, not a one-week anomaly.
- Monitor IWM options flow for put/call ratio shifts above 1.3, which would signal institutional hedging, not retail fear, a more reliable directional signal in this environment.
- If you believe rates stabilize below 5.25% on the 10-year, a bull call spread on TLT at current elevated IV offers defined upside with known max loss.
- If you believe the rout continues, a bear put spread on IWM captures the rate-sensitivity most directly, with lower cost basis than SPY equivalents given the sector’s higher beta to borrowing costs.
