How do you feel about dating someone who is much more successful than you?

It seems I match and date only women that have their sh*t together with a great career and good income, while I'm stuck with my current accounting entry level job. I feel like the women I meet play in a different league. Sometimes I have such a low self-esteem, that I have to cancel a date, or not propose a date at all even if hitting it off on the dating app. I think I would feel much more comfortable dating someone who's on a similar financial level.



Submitted December 31, 2019 at 11:50PM

It seems I match and date only women that have their sh*t together with a great career and good income, while I'm stuck with my current accounting entry level job. I feel like the women I meet play in a different league. Sometimes I have such a low self-esteem, that I have to cancel a date, or not propose a date at all even if hitting it off on the dating app. I think I would feel much more comfortable dating someone who's on a similar financial level.
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