Many government officials in Venezuela have direct involvement with various industries, including oil. So it suddenly becomes this extremely complex and dangerous mess when doing any trade whatsoever with Venezuela. This is why their economy completely collapsed following the sanctions.
[1] - https://www.federalregister.gov/documents/2015/03/11/2015-05...
Also, Maduro is willing to trade our natural resources if it gets him more years in power:
https://www.nytimes.com/2025/10/10/world/americas/maduro-ven...
Look at the history of people the US sponsors in regime change operations around the world, and how things turn out. So long as they're loyal to the US, first and foremost, anything goes. Carlos Castillo Armas, Fulgencio Batista, Humberto Castelo Blanco, Augusto Pinochet, Efrain Rios Montt and many more though I'm limiting myself to the Americas. Of course I can fully understand the perspective that 'anything must be better than this shit show.' But it often turns out, in hindsight, that that's not exactly the case.
And in general this is a big part of the reason that I'm highly opposed to the US meddling in countries around the world. There's always such a heavy price to pay in American dollars and the blood of others. And.. for what? Yeah yeah, this time it's different...