The truth is even stranger. Nobody really even knows definitively who exactly Monty is. He is hiding behind a series of legal name changes and nobody has ever been able to definitively establish his real backstory.
The best ending is where Monty proves that he was an undercover national hero this whole time, right before disappearing to rescue more Americans from foreign capture. Then Nick goes bankrupt.
While it's undeniable Nick is a grifter, I don't know if you're right on this particular one. His brain is so cooked nowadays, I'm doubtful he can demonstrate the level of foresight you're suggesting anymore. He's been making absolutely horrendous decisions this past year, and exposing who he really is and what he actually believes.
A pattern has emerged of him taking any stance that the media/most people wouldn't like.
Depp v. Heard: Depp's side
Rittenhouse: Innocent
Tazer cop: Innocent
That crazy bucket lady: She's hot so we gotta give her some slack
Darryl Brooks: The judge is bad so he might go free
We overlooked it at the time because he would mix legitimate criticism, humor, and exaggerations into his commentary.
It's the fact that he is also a parent with a lack of interest in having children/adolescents protected from sexual predators that is concerning (especially given the circles he runs in). Nick may verbally make an exception for his own kids, but he is notoriously shortsighted and tends to err on the side of degeneracy, even at his kid's expense, and even hail it as a virtue in some cases.
Now, this has my almonds activating.
I think we have been too distracted by Vito, Masterson, and Drexel. In all reality, we're too late to raise the alarm for Nick's family.
Nick has advertised for all the world to see that he is fine with relations between "mature teens" and middle aged men. He has advertised that he believes that his children should be exposed to sexual relations (it would be "good" for his children to know his sex life is healthy) and that children should already be desensitized to the stigmatization surrounding sex.
Nick also talks frequently about his children's schedules, when they will be taking trips, occasionally where these trips are, and most importantly, has disclosed when he and the Lady are not around to monitor them. Hell, he has even disclosed their vices.
What I am saying is, Nick has advertised his family as easy targets to people
besides the obvious trio. He's begun taking everyone else down with him.