While I would NEVER ask a first date (or my husband) about his 3, 5 and 10 year plan…(although with my husband, it might not be a bad idea, we just started a business and are both self employed), there is an important point here.
It isn’t just women who go looking for a sugar partner. I’ve been married for a long time, but I remember a lot of guys looking at me and figuring I’d be the one earning money and they could move out of their mom’s basement and get sex and still have someone do their laundry - UPGRADE!
Figuring out what a guy does, and what his ambitions are keeps you from wasting time. And it isn’t that I want someone to support me (although I HAVE called myself a trophy wife for the past year and it was SWEET) but that I want someone who is going to hold up his end of responsibility - a marriage is a partnership - and like I wouldn’t go into business with someone who was going to let me run it while he went fishing every day and took 50% of the profits, I wouldn’t marry someone who was happy delivering pizza to fulfill his WoW need (but other women might be). And, after about nineteen or so, I didn’t bother to date guys when I discovered I wouldn’t marry them. Why bother? (Sex is really not worth the bother, unless the guy in question was super hot - never met one of those - it was easy enough to find with guys who are more sympathetic to my life goals).
Now, subtlety is important. And a powerpoint presentation on goals is NOT subtle.