No, a gold digger is a woman that pursues a relationship with a rich man purely for the money - that's not what Jenna does with the MC, she loves him. When they were still together, she nagged the MC about working too much and not spending enough time with her, a gold digger wouldn't give a shit about that. If anything, she whores herself out to the MC after finding out he already has a new girlfriend. Ellie and Samantha aren't gold diggers either because they both have feelings for the MC. You could argue that Emma is a gold digger - she only stays with her boyfriend because he buys her things but even then, i don't think the relationship started that way.
I am afraid we are running in circles. Gold digger is stereotype for women chasing men for their affluence. It never had common and precise definition. Portrayals of gold-diggers in mass media vary. Sometimes they are vilified, sometimes represented as tragic heroines. Sometimes they are represented as genuinely in love with men they chase (Marylin Monroe in few of her films). So, I am sorry, but I don't think genuine romantic feelings exclude gold digging. Am I hash, maybe, but this game after all is not romance, as pointed above. Most importnantly I don't say Jenna, Stephanie, Ellie, not even twins are attracted to MC solely for money, but it is strong point in their attraction.
Second, I don't know if you read my previous comments, but saying Samantha has genuine feelings for MC, is way to much off the mark. She comes first day and flirts very openly with MC. (I will be better employ than Ellie in every way, I can be very productive with bit of extra motivation.. ). Then, second day she barges in to change in front of him). Pure romantic feelings...
PS, Jenna is constantly mentioning how much MC earns, when you chose her as Girlfriend.
Ironically, Lydia married rich man who can be her father , and she is not with MC for money...