Is it worth pursuing a girl you don't like that much if her dad is a billionaire?

I started seeing a girl whose dad is very wealthy, and whose grandpa made a huge fortune back when a certain country was industrializing. I'm not really into the girl that much. I think I was a little enamored with her uniqueness and mannerisms at first, but it got old really quick. She wants me to talk with her on the phone for at least an hour every day, which is draining. She was living in my apartment for a couple weeks, but now she's out of town for a week because of a surgery.

I think it's just not a great fit in terms of personality and wants in the relationship. She always wants me to do really over-the-top romantic things for her, and gets upset when I don't talk sweetly to her. It's too much for me. She's not chill at all. It's hard to explain but she can't do normal things that people do, like chill and watch television after work or go out to a bar. She mostly just wants to have deep conversations all the time, and she gets upset when I don't give her enough attention. I took her out to a club with my friends when we got a table, and she didn't talk to anyone and was asking me to go home after twenty minutes, which really ruined my night. I guess that's a good quality in a girlfriend, but I really need someone I can let loose with after work and on the weekends. 

I was partly drawn to her because of thinking about her parent's net worth and connections, but now I'm starting to think that it's not worth it. It sounds like her family is pretty old-school anyways, and doesn't understand tech, so it would be a hard sell to get him to help fund my start-up or something like that. What do you think? 

14 Comments
 

If you don't have similar expectations of a relationship, especially at the beginning, then let her know it might now be a great fit.  Tell her where you stand and that you don't see it working out.

A long time ago I had a situation where I was introduced to a very attractive, nice young lady who was interested in me. We started spending time together and eventually I found out that she has different expectations. She didn't want to have children (ever) and only wanted to be married for appearances. I said "no, thank you" and we parted ways.

 

Just keep her on retainer for when you want to settle down, if that's your plan. Girls who won't go to the clubs/bars are rare, and in my view a huge upside for anything long term.

 

I'd rather have someone that parties too little than someone who gets wasted all the time.  I'd also rather have someone who is too into discussing complicated issues than someone who can't understand them.  But I'm not really the type of person who goes out a lot, so you might have a different type.

 

Dated a princess like this too, she was relatively high maintenance and expected me to do a lot of romantic things too, got really taxing. At the time I was also broke but because she was raised rich the expectation was kind of there for me to pay for most meals and get her nice gifts which sucked. I assume you're decently paid so that's less of an issue, but I also didn't date a billionaire.

Ask yourself if you could realistically see yourself spending the rest of your life with her, will you be content on your deathbed with you marriage/ family, and what your other options are. Are you good with girls? Young with time to spare?

No one can ultimately make this decision for you, you need to decide.

 

Ignoring her wealth and family connections, do you actually like her, in the slightest way possible? If your answer is a categorical No, then I would say that no amount of financial benefit will counter the misery that will likely plague your relationship. However if there are aspects of your relationship, however small, that truly make you happy, or parts of her personality that you feel genuine attraction to, then yes, this relationship--or any, for that matter--is worth fighting for, and it sounds like she likes you (?)

 

It’s not worth it for me. I’ve seen it play out a couple of times. Another thing to remember is you will 100% be getting a prenup if it gets to that point. Also not worth it for connections because all it takes is you glutei having a massive fight where you slip up and say you never liked her or were using her for connections and she will tell her dad and the dad will 100% mention it to his friends and all your connections will be gone:

 
Most Helpful

Enim ipsam ratione voluptates provident quia molestias. Incidunt et fuga possimus nisi totam aut. Ut autem voluptatem ratione. Consectetur laudantium in enim esse harum perferendis.

Career Advancement Opportunities

July 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.9%
  • JPMorgan 01 98.3%
  • Guggenheim Partners 01 97.7%
  • Morgan Stanley 07 97.1%

Overall Employee Satisfaction

July 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Morgan Stanley 02 98.9%
  • Evercore 01 98.3%
  • BMO Capital Markets 12 97.7%
  • Banco Santander 01 97.1%

Professional Growth Opportunities

July 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.9%
  • Morgan Stanley 06 98.3%
  • Goldman Sachs 01 97.7%
  • JPMorgan No 97.1%

Total Avg Compensation

July 2026 Investment Banking

  • Vice President (15) $434
  • Associates (45) $258
  • 3rd+ Year Analyst (8) $210
  • 2nd Year Analyst (22) $179
  • Intern/Summer Associate (13) $156
  • 1st Year Analyst (79) $150
  • Intern/Summer Analyst (73) $101
notes
16 IB Interviews Notes

“... there’s no excuse to not take advantage of the resources out there available to you. Best value for your $ are the...”

Leaderboard

1
redever's picture
redever
99.2
2
Secyh62's picture
Secyh62
99.0
3
BankonBanking's picture
BankonBanking
99.0
4
kanon's picture
kanon
99.0
5
GameTheory's picture
GameTheory
98.9
6
CompBanker's picture
CompBanker
98.9
7
Betsy Massar's picture
Betsy Massar
98.9
8
DrApeman's picture
DrApeman
98.9
9
dosk17's picture
dosk17
98.9
10
Linda Abraham's picture
Linda Abraham
98.8
success
From 10 rejections to 1 dream investment banking internship

“... I believe it was the single biggest reason why I ended up with an offer...”