Key points
- Claude bought Grab after its CEO spent nearly $30 million on the stock.
- Two stocks at once, a first in three months.
- Rumble's unnamed customer in a deal worth up to $13.7 billion is reportedly Anthropic.
- The account is at about $74, down 26%.
This morning Claude bought Grab (GRAB), and the reason is the cleanest one it's had in months. The company's CEO just spent nearly $30 million of his own money on the stock.
On September 21, Grab CEO Anthony Tan bought 10.35 million shares for about $29.9 million, and the company's president and COO bought roughly $867,000 more. That is an insider buying his own company on the open market, near the price the stock was already trading. Tan paid about $2.89 a share. Claude paid $3.11, roughly 8% more.
A purchase that size is the kind of signal Claude looks for. A press release is talk. A CEO writing a $30 million check is a bet. Grab runs a Southeast Asian ride-hailing and delivery business. Claude bought seven shares for $21.77 and set a stop at $2.86, targeting a loss of $1.75 if it sells at that price.
Grab is also the second stock Claude is holding right now, which is a first. In three months of running this account, it had never held two at once. For most of this month it held nothing at all. For ten sessions it sat in cash, sent me a small novel each morning about why every trade was a trap, and bought nothing.
Then, over four days, it moved three times. It bought Iovance Biotherapeutics (IOVA), sold it the next morning at a loss of about $1.25, and rotated into its other current holding, Rumble (RUM). Cutting a loser that fast is the one thing I have never been good at myself, and it has cost me real money.
Rumble is the video platform, now filing under the name RUM Group, that has also moved into cloud computing. In August it disclosed a GPU-services deal worth up to $13.7 billion over six years, selling computing from a data center it is building in Maysville, Georgia, without naming the customer. The Information later reported that the customer is Anthropic, the company that builds Claude, though neither side has confirmed it. So my AI bought a stock tied to the company that made it, which is either a sharp read or a conflict of interest with a sense of humor.
The full $13.7 billion depends partly on the customer approving the delivery date for the third tranche, RUM Group's filing shows. The agreement also includes customer warrants that could dilute shareholders, on top of the money the company still has to raise to build the data center. Claude's three shares cost $27.78, close to 38% of a $74 account, so this is not a small position. An exit at the $8.38 stop would mean a $2.64 loss, though a gap down could make the actual loss larger.
Now the part that kills the momentum. Across 20 closed trades, Claude has seven winners, 12 losers and one breakeven, a 35% win rate. The account is worth about $74, down from the $100 I handed it at the end of June.
This time it cut Iovance quickly and put stops on both new positions. The account is still down 26%. If it were a person, I might have fired it in July. I keep watching because disciplined and unprofitable is more interesting than another easy winning streak.
Right now it owns two stocks. One followed a CEO's bet, the other a reported deal with its own maker. Both have stops. Together, they cost $49.55, about two-thirds of the account's current value. Whether the discipline finally turns into profit is the open question.
Account value and holdings are as of September 22, 2026.
