In theory, age is just a number, but … at what point is age the problem?

I’ve (F/58) had a few dates with a sweet guy roughly 20 years younger than me (37). Things would be much clearer if he wasn’t the only kind, gentlemanly guy I’ve met through OLD in the past year.

Thing is, after some life issues and career and financial missteps, I’m thinking way ahead to catching up on and planning my financial future and those other things people close to 60 think of. He on the other hand is experiencing financial and career insecurity.

What’s the widest age span a relationship can withstand?

Anyone success stories?

I deserve to be treated well and I’m enjoying the attention, but that alone is only part of things working.