Be more casual. Your look should reflect the vibe you want to project. To project a cool vibe dress less formally and take a more relaxed approach to yourself.
Currently you are a little incongruent coming across to women. You have worked hard to get where you are...and you like good things and being able to afford some status hallmarks...and liking the ability to project status is good...it’s who you are...just know that the way you package yourself to the world at large will communicate things about you, and will create expectations...especially true in your market, which is full of women seeking a provider. You want to package yourself as the high end playboy type...we’ve chatted about that. It’s interesting. There’s a subtle art to dressing down as a high status man. When you are out this Saturday pay attention to how the high status men dress & behave. They might drive high end cars but wear a cool t shirt and jeans/high end shoes, even high end sneakers...these are all personal style preferences but again you are packaging yourself all the time...women read your image cues. A full on suit in a venue where status dudes are wearing t shirts will seem out of place...you’ll look too formal/stiff and too “try hard” relative to other men. Those things can make you appear not the right style for the industry type chicks. Your car is simply your car. Make no apologies there.
A walk is good for a first meet, also inviting someone to join you doing whatever you are already doing, etc...go to a more casual place, happy hour on Taco Tuesday for example...a street fair...grittier venues.
Wear contacts instead of glasses. You are a handsome man & so do not detract from your face with glasses.
Flirt, circulate, enjoy yourself. Create some mystery about who you like based on circulating socially. Don’t park next to a particular chick. Chat, circulate, chat, circulate. Do not miss an opportunity to say hello to girls you like. A simple chill “how’s your night going” is a casual way to say hello & engage. If she’s standoffish. Simply say cool, smile & keep moving.
You are a high status, handsome guy with edge. Relax into that, tweak your look just a bit and your vibe will create mystery & attraction. If any body accuses you of being a playboy or player or something just smile, shrug & own it. Say “I heard that too...isn’t that crazy?” Smile & hold your ground...
You want a gal who has desire for you rather than a gal who is slotting you toward provider mode. Minor tweaks & you’ll get it. Promise
Cheers