First part is great, I will use that. The Great Taking is way too much for him to handle.
Discussion
You could still plant the seed.
"Do you really think you own that stock & the money in your bank account? The govt froze the accounts of truckers in Canada when they opposed vaccine mandates. The US seized crowd funding donations."
If he likes steak you could ask what if they decide your steak consumption is too large of a carbon footprint & want to limit your purchases, the Palantir surveillance system makes this possible. Find anything he likes that might not be popular under a different admin, Palantir can punish that.