Is he worth dating..?

[FeistyFrankie]

I am divorced, late 30s, child free. I’ve been dating for six years and so far haven’t had any luck meeting anyone I’d like to be in a relationship with.

But just recently I’ve started talking to a guy I matched with online. He’s gorgeous and we really click. We can talk on the phone for 2-3 hours easily.

Heres my issue. He’s younger than me and doesn’t seem very career driven, however he has said that he’s retraining and has a vision for what he’d like to do in the future. So part of me feels like it’s probably because he’s younger than me that it feels like we’re not truly on the same page. I get the impression he’s doing ok for himself, has his own place etc but so far I haven’t sensed that he’s particularly ambitious, and for me that’s something I’m looking for.

Everything else about him seems fantastic though so now I’m feeling torn!! What would you do in my position, is it worth pursuing something, or not?

If someone's worth dating, you don't feel the need for MN's advice about dating them.

Some people prefer to aim for happiness in life rather than being ambitious. You can spend your whole life being ambitious and trying to chase the most money etc but that doesn’t equal happiness.
some would rather find out what makes them happy even if that means earning less, living a more modest life etc.

Life's short, grab all opportunities with both hands, go out with him, it could be the start of something wonderful or it could be just a pleasant interlude.
You already sound like you're somewhat on the same page (maybe not career wise) as you're talking for hours, you must have something in common or you wouldn't have anything to say to each other
Age and ambition doesn't matter, enjoy life, go for it and I'll be here awaiting an update!

You haven’t even met him yet

It's just a date, no obligation to see him again if he's not for you, but if you really think it's a waste of time then don't go, I only go dates that I'm excited to go on, if I've changed my mind between talking and meeting and having doubts, then I let them know I won't be meeting.

Ambition is great but it doesn't make a person any better than someone less ambitious. I'd settle for sure and steady rather than someone overly ambitious.

If I was in your position I'd stop talking on the phone for hours and just meet him. What a waste of time and overly familiar and intimate for someone you don't know.

I'd also question why you want someone 'ambitious'. Why is that important to you.

I would stay open minded and agree to meet him.

Some people can sound fantastic on paper but come across as bores in real life, or they could sound different maybe to what your used to but you just really click and brilliant chemistry.
Just like the saying " If you never try you never know"
Good luck.

“You haven’t even met him yet”
😂

edited sorry

Another in the meet him then see camp.

I matched with a guy on OLD. We chatted every night for a week for 2-3 hours and hit on brilliant. Then we met and it was the worst, most awkward date I’ve ever had and I couldn’t get out of there quick enough.

Not saying it’ll be the same for you at all. Just saying that talking without meeting is wasting time and until you’ve spoken face to face you can’t even think about it’s worth pursuing a relationship or not. Meet for a drink without any pressure and go from there.

Why is 'ambition' so important to you?

What does it look like to you?