Loss DogInverse Relationships, Corrections, Crypto & Calendar Spreads 9.03 One Lucky Dog
synopsis
Tony and Scott open a broadly green tape — stocks, gold, oil, silver and bonds all higher — and read it as a market unworried about Friday's jobs report; once Tom joins, the theme becomes that nothing on the tape is concerning, but the near-total absence of volatility is. The show moves between viewer mail on trading mechanics, Tony's trade ideas, caller questions, and a genuine disagreement over whether calendar spreads carry any structural edge, closing on mortgage rates and crypto as further evidence that most market moves are just noise.
Stocks, bonds and correlation. A viewer asks whether a correction is needed to restore the historic inverse relationship between stocks and bonds, last seen decades ago before low rates pushed the two together. Tony expects the old inverse pattern — flight to quality in a selloff — to return now that rates aren't artificially suppressed, though he won't say when. Scott disagrees, arguing risk-on/risk-off behavior now runs through crowded trades like chip stocks rather than bonds, so reversion isn't guaranteed.
Mechanics mail. The hosts endorse the long call / short put "synthetic stock" substitute (both 50 delta, 100 net long deltas) as capital-efficient, especially in an IRA, though it needs active rolling unlike actual shares. On skew, IV rank is the simplest tell — high IVR with call skew on individual names, put skew on ETFs — and a call trading roughly twice the equidistant put catches Scott's eye. Both insist position size stay consistent regardless of conviction, though Scott admits breaking that rule when a credit improved intraday. They marvel that a single Meta fine ($16–17 billion) reads as one month's revenue, and expect IPO valuations to keep resetting higher. Tony calls trading a game he enjoys, unlike gambling sites that sell speculation with odds stacked against the player. On startups, both say the founder matters as much as the concept, citing a health-tech founder "going to kill himself to make it work."
Tony's trades of the week. Hood (IVR 51) and Tesla both moved too far intraday to fit the setups he'd prepared. In Apple he keeps a 295/355 strangle roughly unchanged, IVR near 44–46. The featured trade is Boeing, "a dog with fleas": a back-ratio spread (long two 210 in-the-money calls at 70 delta, short one 200 call at 50 delta) for about a $1,950 debit — a near defined-risk stock substitute. Selling a further 230 call would cap upside but cut the debit to roughly $1,550. Tony flags this as his least favorite of the four, since it's only a 50/50 shot.
Caller questions. Errol asks whether sizing should track buying-power reduction or max loss in a margin account; both answer buying power, unambiguously. A caller from San Diego asks whether a short put should be rolled exactly at the mechanical day-count or opportunistically on a down day; the hosts say a day or two early or late is immaterial so long as it isn't dramatically off schedule. Brian asks why NASDAQ (NQ) options quote such wide spreads; the hosts explain market makers widen quotes deliberately because the underlying can move 50–100 handles in seconds, making tight autoquoted markets too easy to pick off — patience and working the mid is the workaround.
Tom's trades and product notes. Tom describes shorting crude oil futures near 92.24 and rolling bond and note positions to October ahead of 21 days to expiration, cutting risk roughly 30% ahead of the jobs report. He calls a proposed Nvidia LEAPS bull call spread (225/285, September 2027) reasonable for a bull; says SPY, XSP and MES are functionally identical products; and argues iron condors work best at market extremes rather than in quiet, range-bound stretches. Asked about shorting Snow after a 22% earnings pop, both say wait two to three days rather than fade the move. A caller's question about the show's agentic AI tools becomes a product pitch: tools meant to catch mechanical mistakes before an order routes — illiquid strikes, mismatched durations, selling premium when IVR is too low.
Jobs report and complacency. With Friday's payrolls forecast at just 50,000 — a bar Tony notes has fallen from roughly 200,000–250,000 in past years for "zero growth" — a poll shows 54% expecting a beat. Tom argues the report itself isn't the worry; today's joint stock-and-bond rally already signals the market isn't scared. What concerns him is how little the VIX has moved on recent down days — "a little scary" — and upside surprises in bonds, yen and gold worry him more than a soft print. He frames the Fed's next move as mechanical: bonds below 108 argues for a hike, a rally back to 109–110 gives room to pause.
Side arguments. On congressional stock trading, Tony argues politicians are too unsophisticated to meaningfully exploit inside information and should be free to trade; Scott counters that officials with committee access to material information should be barred, though he agrees the optics, not the substance, are the real problem. On Bitcoin and Ethereum, both call the day's rebound essentially random, driven by price rather than geopolitics or oil; Tom treats his crypto holdings as a permanently uncorrelated asset class traded on level alone. The 30-year mortgage near 6.75% prompts a similar read on housing: Tony calls today's over-asking bidding wars a possible warning sign, and argues from decades in Chicago real estate that stocks have consistently outperformed housing for him.
Calendar and diagonal spreads. The show closes on a genuine disagreement: Tony argues calendars carry no structural edge because retail traders can only buy them (selling ties up too much capital), leaving them "priced to perfection"; Tom flatly rejects this, insisting there's a real edge when front-month implied volatility sits at or above back-month volatility. Both agree calendars are useful mainly as a learning tool, hard to convert into other structures beyond skipping a month, and that sizing them in expensive underlyings like SPX — targeting a 10–20% profit — beats a spread so cheap a "win" is a few cents.
- One host says stocks and bonds will "categorically" resume their historic inverse relationship. He argues today's positive correlation came from artificially low rates the Fed is now unwinding, and a real correction would trigger a flight to quality into bonds. The other calls that "completely random," arguing risk-on/risk-off flows now go elsewhere, like chip stocks, since there hasn't been a sustained downturn to test it.
- Both hosts call Bitcoin and Ethereum's moves essentially random, unrelated to geopolitics or macro events. They describe crypto as a non-correlated asset class traded purely on price — one host trimmed a position from roughly 3% to 1% of holdings while staying net long Bitcoin, Ethereum, Solana and Ripple, which traded near $81,000 and $2,460 respectively during the show.
- Rising 30-year mortgage rates, near 6.75%, are framed as a bond-market repricing rather than a housing-specific problem. One host argues buyers who've known only near-zero rates for two decades wrongly see 5–7% as abnormal when it's closer to the historical norm; he also says 50 years of Chicago real estate never made him money versus stronger stock-market returns.
- The hosts split sharply on whether calendar spreads carry a genuine structural edge. One insists there is one, "150%," when front-month implied volatility is equal to or higher than back-month; the other argues there is none, since retail traders can only buy (not sell) calendars for capital reasons, pricing them "to perfection" — with any profit coming from execution, not edge.