I wouldn't say that money matters (well except for the true golddiggers) but it matters what money can make for you.
It can take you to places, it allows you to do awesome stuff. I'm not saying you cannot be awesome without money, it's just easier with it.
But still, from my experience, beside the fact that money pays for my bills it only matters for traveling when it comes to women.
Basically my game plan is:
1. To be my playful self, the guy I found on my trip down the PU lane
2. Make it sexual (shows you are a. a sexual being, she starts to see her having sex with you as a possibility and b. confident enough about yourself )
3. Make as much kino as possible while I show her the pictures from that awesome trip I've been to with my friends
Having photos on your phone (or via facebook on your phone) is just pure gold. Why? It gives you a legitimate reason to get close to her; even if you are in a 10-set and she is furthest away from you you can go "Waaait, i just HAVE to show you pictures from/You might be interested in this, check this out!" and you can move in.
When I do that, I usually sit next to her and when i show her the pictures, i put the phone in her lap (while holding the phone with my hands). When I show her few pictures, kino is no problem (you can grab her leg, poke her while you are stating multiple facts, ANYTHING). And the best thing is, SHE WILL NOT OPPOSE TO THAT. In her logic thats just the way you are showing her the pictures.
Wow, waaaayyy off topic.
I'd say money matters if she is looking for a provider. Personally I don't look for that kind. Money wise I'm fine, don't drive a fancy car, don't have a fancy flat or anything. I do spend my money on my hobbies so i have interesting stories to tell but that's it.
If I see that girl really doesn't have money, I have no problem paying for everything. But that is after the fact she is willing to spend the last few bucks to go on a coffee with me

I would go as far as convincing her to pay for everything because she is already benefiting from spending her time with me, but then I would pay for everything. It has better effect than just offering to pay for everything.
I try to keep my life in the frame of a guy who has enough, could afford more but chooses not to and has strong stand about why he chose this way while still being able to randomly "throw" some money away- like buying a new piece of electronic, art work, instrument, furniture, anything - and to do it in a way: Daaamn i could really use a new tv. And then get it in an hour. Not to do that every day, but few times a year.
This frame keeps me personally on the ground and able to work my ass of if necessary. And being modest is attractive, if you know why you buy "price/performance" stuff and not always the best. Be enthusiastic about why you chose Prius over a bmw m6 and how many trees and penguins you save that way. If you really mean it, girls have a way of seeing right through you
