The Francine version (aka Jenna #2) was the most put-together, but also didn’t align with the backstory/timeline at all..
Somehow she’d given birth to Charlie in Rome (and stayed there for at least a couple of years, you’d think), had an amicable divorce/separation from Naldo, then made it back to the US and managed to become quite established in a professional career.. all within a few years at most, as a single mother.
Jenna #1, a socialite who’d grown up wealthy, expecting to have a healthy “never have to work” trust fund, drops her even wealthier childhood sweetheart for a charming Italian con man, who portrayed himself as old-money nobility. She gets married and has a child in Italy, finds out the guy’s a con man, and ends up back in Dallas - a single mother with no family, no money, and no obvious career prospects.
Of course she’d cling to older wealthy men like Maynard Anderson and make a play for her childhood sweetheart (who thought he might be the father of her child) when he appeared in her life again..
Jenna #3 is at least plausible as an older Jenna #1, who has settled into a modest but self-sufficient independent life. No career training so she’s a waitress, but she’s making it now without depending on someone else’s money.