I guess it depends on how you look at it. Lena is pretty and confident, sure, but she's also just a waitress / amateur model, somewhat aimlessly going with the flow. Ian on the other hand already strives for greatness with his book writing that he takes seriously while being crushed on both by Holly and Alison (and desired by Minerva) at the same time. If Lena is mostly guided by her Charisma and Lust (by default), Ian is proficient in Wits and Money (fewer expenses, support from family). So I'd say they're in the same league thanks to their different strengths that could compliment each other.
I will add a little more, they have different problems and challenges. And, accordingly, a different reaction to them, maybe that's why they use different strengths.
Ian wants to be a good writer and his only problem is his bitch boss. Ian is not in a financial hole.
Lena has a much stronger lack of money. Her father has cancer, she has a crappy job, and Seymour is spinning his own web...and it's very tempting to go down the path of Lust to make a quick buck. So to speak, go to the Dark Side, and it is much easier, as Master Skywalker said. Especially for an attractive girl, this is a very easy way - Onlyfans, naked modeling, influencing...
Two people and such different paths.
Of course Ian can also give up his dream and use his body like a man - in kickboxing. The game seduces to easy paths..