I'll give you some of my thoughts and experiences.
#1 When I was 18, I was obsessed with the Dodge Viper. So I saved all my money and rented it one day. And I rented this one:
Absolutely outrageous right? This was back in 1998 when this car was popular too. Anyway, the day I had it I got so much fucking attention in LA it was unbelievable. Girls stopped me driving - one started screaming how she loved the car from the sidewalk. I was trying to make a left on a side street and oncoming traffic (3 lanes) all just stopped for me without a light or anything, they just gave way. I drove on Sunset Blvd. at night and people were clapping and hollering from the patios of restaurants and bars. It was insanity, like being a celebrity.
#2 My friends had picked up two girls at a club in Miami. They were walking back to their hotel when I get drove up next to them in a convertible Lambo and asked the girls if they wanted a ride. The girls turned to my friends, said "Sorry" and jumped in the Lambo dude's car.
That said, I probably would not do that. You are talking dropping 1M+ on the car and pad. What I would do is one of the following:
1. Tell him to stop being such an idiot and go travel. Go to Russia/EE and see what being rich is really like.
2. What I really would do...spend that money to try and figure out how to become famous. Or pay someone to do it. Just being mildly famous will get you much more than a car or condo. Think about it...you just stand there and girls approach
you. Fame is the only way that happens consistently.