Just gonna stick up for the underdog here. In the business world you actually do have enemies. I don’t know if that applies to PUA though.
Depends on the business, there are fields of business activity where one day you are thinking how to get upper hand on the market, and another day you cooperate with rival because it is easier to act together e.g. to deflecf consequences of new regulation or instant change of market conditions. That's why I used world rivalry. But yes, in small business (having grocery shop, bar, restaurant) or illegal business you may have enemies.
However I doubt if he thought about "business enemies" only...
Anyway my point is instead of telling him he’s crashing into an iceberg, help him steer the boat.
Lol. I already wrote how to recalibrate in this situation (change object of interest to older women, change tactic/approach/read PUA materials) , the main issue is that his targets are unachievable for him - 20 something hotties DGAF about your money unless you have a lot of them or you are famous, they DGAF if you are educated man, they DGAF if you train box, taekwondo or whatever he is training in the free time - they want hot dude to rock their world, preferably push-pull them into craziness about the guy, if they are interested in older guys, they usually look for € and travel/adventure/career boost opportunities through such guy (therefore their interest is purely opportunistic) - while dude is already too old & too awkward for such a chicks and don't have hand strong enough to win this game - if bouncer is called on the guy once he sweeps through the bar, what are his objective chances to pick up HB 8/10, 21 old? They all probably call him "Mister" when he aproaches them lol. His own field reports state that mothers of girls he is approaching go into "must rescue my pretty flower mode" when he goes with the approach. How much intuition do you need to understand the real chances the guy has to pull it off?
Tbh most of us would fail if target would be to pick up attractive 20-year old chick at our age and maintain the relationship - exactly because of lack of interest on the side of girl.
Old PUA books/materials have a lot of information about IOIs - add basic knowledge about psychology to that - no IOIs, no wet pssy ever unless you will lube it with €. Ignoring this and repeating approaches w/o recalibration is like hitting the wall with your head, arguing in the meantime with others that after several hundreds of hits, your head will make a crack on the wall lol.
This website is partially about pick up and relationships, not necessarily about encouraging irrational behaviour. The best chances dude would have (with that attitude & assumed targets) in Utah, converting to mormonism and striking a deal for some chick with her father lol otherwise its a dead-end. Even if he will eventually, somehow, succeed, I get the feeling the chick would harm him eventually on psychological lvl (i.e. he would meet crazy chick and face the consequences).
Btw. Being 40 years old myself - I am aware it means my life may last 42, 45, 50, 55, 60, 65 and more years if I am lucky. WTF with chasing stupid college girls tails at this age? Isn't it better to get a woman you can actualy form a healthy relationship and that will be actually happy watching sunsets together with you?
Being smart is being mature, being mature is about being smart.