Preface: I'm not trying to generalize here. I'm talking about two very specific type of people. Both are same age.

Guy: Nerdy, skinny, socially awkward. Struggled with dating throughout his youth, was constantly rejected. Started working on himself throughout his early 20s, gained more muscle mass, more confidence, got a useful college degree, decent job. Lost his virginity around his mid 20s and started getting much more female attention in his mid to late 20s, in comparison to what he got as a youngster, but is still left with a lingering sadness of having missed out. N count is 2-4.

Girl: Average looking (without makeup). Started dating and lost her virginity in her teens. Had some hookups in her 20s but were mostly in relationships that lasted 1-2 years because she (and her boyfriends) didn't take commitment seriously and weren't willing to work through it. Approaching her late 20s, she's now willing to learn from her mistake and find a good guy to date long term and start a family with. Her count is roughly 8-12.

Just how compatible do you think these people are?