Don Kaufman is options trader and educator. Former CBOE market maker, former Chief Derivatives Instructor at thinkorswim, and former Director of the Trader Group at TD Ameritrade. In 2015 he co-founded TheoTrade to teach traders how volatility, probability, and risk really work.

Good News, And Bonds Still Couldn’t Rally

The bond market got the data it wanted on Wednesday, and it still couldn’t rally. The PCE inflation numbers came in soft, and the prior month was even revised lower. Bonds popped 11 ticks, about a third of a point, which is exactly what you’d expect. Then they gave it all back, right to unchanged, on huge volume in both the 10-year and the 30-year. When a market gets good news and can’t hold a rally, you pay attention.  If the bonds keep selling off, it’s over for the S&Ps. They’ll come for the S&Ps, the Nasdaq, the whole thing. There is one thing I’m watching on the other side.  Bond volatility has soared in the last couple of sessions, and the implied volatility rank on long-term Treasurys is in the 68th percentile, with volume spiking hard. That combination can mark a short-term bottom. The bond market doesn’t often blow

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Why I’m Buying Bonds Before Tomorrow

https://youtu.be/4wTGplX0lEs The 10 year Treasury yield has gone parabolic. It’s sitting just shy of 5.3% on a slope that looks like a launch trajectory. That chart should strike fear into every trader. I’m getting long bonds anyway. Bonds have sold off from 108. They hit the 102 handle today. I think this is the trade of the decade. I’d even call that an understatement. The S&P 500 barely notices any of it. The AI trade keeps ignoring the bond market, and Meta is still a total love affair on Wall Street. Semiconductors rose about 1% today. The S&P 500 still slipped as Apple shattered the lower edge of its expected move. Plenty of stocks are taking dramatic hits underneath the index. The advance decline line has been terrible, and a ton of names sit in bear market territory. Tomorrow morning brings PCE and GDP data. PCE was Jerome Powell’s favorite

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Why Oil Keeps Peaking at 11:30

https://youtu.be/kESTK0ZNPm4 Crude oil has topped out between 11:30 AM and noon Eastern for five straight sessions. Brandon Chapman caught the pattern this week. Every time oil rolled over, the S&P 500 caught a lift. The Iran headlines kept landing in that same window. Brandon calls these headlines interference. They’re overriding the gamma levels traders normally lean on, at least for now. Yet, his real edge starts before the opening bell. He checks one private screen, then makes his trading decision in about 6 minutes. On Thursday, October 1 at 2:00 PM ET, I’m opening that screen live. It’s called THE SWITCHBOARD. All 71 of Brandon’s documented trades go on screen. Save your free seat for THE SWITCHBOARD on Thursday at 2:00 PM ET Now, in tonight’s video, Brandon also shows how to read this week’s headline chop session by session: Thursday’s rally came on talk of a framework toward a

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Stop Paying The Mid-Price On Your Options

You don’t have to pay the mid-price to get filled. This morning, I closed out the Meta calls I sold last week for $3.95. The market on them was 59 cents bid, 67 cents offered. Most traders would just pay 67. The smarter ones would pay the middle, 63. I did neither. I put in a bid at 61, and the market maker moved his bid up to meet me. Somebody else bid 64. So I canceled and replaced my order right at their 64 bid. I got filled, right on the bid. What I’m doing there is shadowing the market maker. Traders call it carping the bid. I match the best bid out there, and when a seller comes in, I get the fill, because public customer orders sitting in the book get priority over the trading crowd at the same price on exchanges like the Cboe. So I

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Nvidia Just Paid For Its Own Buyback

Nvidia just paid for its own buyback by announcing it. This morning, Nvidia(NVDA) said it’s adding another $150 billion to its share buyback, bringing the total to $235 billion. The company called it the largest buyback authorization increase in history, and the stock jumped about 3%. Now do the math with me. Nvidia is worth about $5.5 trillion. 1% of that is $55 billion, so a 3% move is roughly $165 billion of market value. That’s more than the buyback itself. You just financed your entire share repurchase program by stating that you’re going to have a share repurchase program. Even with $165 billion of Nvidia pushing it higher, the S&P 500 was still down about half a percent this morning. How is that even plausible? It tells you how deep the selling is everywhere else. Financials are taking another hit, utilities are getting smoked, and retailers like Nike and

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Why I’m Buying Bonds at 5.5%

https://youtu.be/VuFnaY5PkbM The 30 year Treasury yield hit 5.44% on Thursday. That’s its highest level since 2004. I’m buying bonds right into it. I’m short bond futures puts at the 104, 103, and 102 strikes. I also bought bonds outright. I see an opportunity few traders get in a generation. I’m also ready for some near term pain. If the 30 year yield climbs to 6.5%, bonds could drop another 10 to 13 points. I’ll load up more if that happens. The stock market gives me another reason to want bonds. A handful of names hold the S&P 500 together, and I expect a wicked rotation back into bonds when they crack. Here’s what I break down in this weekend’s video: Only 45% of S&P 500 stocks traded above their 200 day moving averages on September 24th. A month earlier, 70.57% did. Just 25.44% sat above their 50 day moving averages,

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How Blake Gets Paid To Wait

https://youtu.be/yKDrf9lDr3s Blake Young found a trade that pays 2.76% in one month. Annualize that…and you’ve got a VERY healthy return. Dow (the chemical company) would have to drop 7.5% before he loses a single penny. If Dow does fall that far, Blake owns it at a discount. Then he starts collecting a 4.9% dividend yield. That setup comes out of a market going nowhere. The S&P 500 and the QQQ both gapped down today, filled the gap, and closed right back at yesterday’s level. Blake doesn’t read that as bullish or bearish. He isn’t convinced we break out over the next couple of days or weeks. He went hunting for the next inflection point instead. He found it in basic materials. Materials should normally benefit from higher costs and higher inflation. The XLB has dropped back to long term support anyway. Blake’s one year chart shows that level holding again

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What 42% Negative Beta Is Signaling

https://youtu.be/FOV8YMSiKHs More S&P 500 stocks are moving against the index right now than I’ve ever seen. The last time I saw anything close was the dot com peak. That’s a record share of stocks trading with negative beta. Beta measures how a stock moves relative to the S&P 500. A beta of 1 means your stock moves about 1% for every 1% move in the index. Negative beta flips that relationship. If the S&P 500 rallies 1%, a negative beta stock might drop 1%. I first saw this stat in a post on X. I didn’t believe it. I ran my own numbers all the way back to 1990. The data was worse than the post. The share of negative beta stocks peaked at 42% on August 7th, 2026. It sits at 34% today. The one year beta tells the same story. On that measure, 17% of S&P 500 stocks

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3 Trade For You: 1 Breakdown, 1 Bounce, 1 Gamma Squeeze

A $2 trillion company just priced in a crash to the upside. Go a week or 2 out in its options chain and you’ll see what I mean. The calls are pricing in a bigger move up than the puts are pricing in a move down, and in a company this size, that is just wild. Normally it runs the other way. Puts cost more because people pay up to protect themselves from a crash, and calls cost less because stocks usually grind higher. Traders call this an inverted implied volatility skew, and it’s not something you see in everyday markets. I don’t think it lasts. There’s going to be a day, probably this week or next, when you see sell side activity in the tech names that have been carrying this market, and when that happens, money rotates back into the rest of the economy. I just walked through

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A $2 Trillion Stock Just Hit Stupid Levels

This morning, Meta’s options priced in a crash to the upside. I opened up the chain 9 days out and went $100 away from the stock in both directions, $100 higher and $100 lower. The calls $100 above the stock were trading around $2.57 to $2.70. The puts $100 below were trading for about a dollar. (Calls) (Puts) Those calls are trading for 2 times what the puts are trading for. I know there’s all the talk about cost to carry, but there’s no cost to carry in an option that far out of the money.  That’s garbage! The out-of-the-money calls were pricing a 50 vol. Go all the way up to the 860s and they were still trading for $2 at a 55 vol, on a stock that’s already gone up about $90 this week.  We are hitting stupid levels, people. Meta is a $2 trillion company, and I

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Don Kaufman Don Kaufman

TheoTrade co-founder, former CBOE market maker and thinkorswim Chief Derivatives Instructor.

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