There are three categories of women:

1) Moneydiggers: The false positives. I want to minimize my chances of winding up with them.

2) The category you suggested: Those who are mildly interested in me and don't mind having a dinner and getting to know me better, as long as I'm paying. My chances of winding up with a long-term relationship with them are say 1 in 10.

3) Those who are so attracted to me they will date me anyways even if I insist we split the bill or I force them to pay. They will find the whole issue trivial compared to the comfort of being around me. My chances with them are say 1 in 2.

4) Those who will not (or are less likely to) date you if you insist on paying but do want to date you when split or otherwise arrange approximately equal expenditure.

I am not going to waste my time and money dining someone unless there's at least a 1 in 2 chance she will remain with me.

If intended literally rather than as an illustration I suggest your figures may be unrealistic.