Parshat Matot-Masei - 2026

Chevre, this week’s parsha is Matot-Masei (מטות-מסעי). Toward the beginning of the parsha this week, the Israelites go out to battle Midian. After the battle, Moshe was angrey because the officers had saved the women. These were the same woment that seduced the men previously and caused one of the princes to sin in the Tent of Meeting. While it is not explicitly stated that the women shouldn’t have been taken prisoner, Moshe expected the officers to know.

How many times do we expect our AI to know what we are thinking? The more I use my personal AI, the more I’m amazed about how much it’s gathered about it. It knows so much and now gives tailored recommendations based on my searches and questions. Google has been doing this for years in their search engine results, but now I have this tailored experience. And when it doesn’t understand my perspective and I have to explain it, I get annoyed.

This week I had 1 AI generate the prompt for another because 1 was better at analyzing and the other had access to the required data. When the data results came back, the 1st AI was annoyed (that’s my personifying) because the data it got wasn’t what it asked for. It made me a little happy to see that the AI also struggled to get the right results from another AI.

When it comes to our interactions with each other, the parsha is telling us that we need to have a Rosh Gadol (strictly a big head, but really Think Big). The officers should have understand the situation (context) and done the right thing. This was especially upsetting to Moshe, who knows that he’s getting toward the end of this time. And the people were not yet where he expected they needed to be (in Amazon we would say they were below the bar). Given the ticking clock in Moshe’s ear, we can understand why he was upset.

May we all have the context and insight to always do the right thing and see things with the proper Rosh Gadol. Shabbat Shalom.