It’s always good to discuss a serious date with a mentor. Sometimes someone objective hears things differently and can spot red flags. Don’t push your concerns under the carpet bec of excitement. Voice your concerns to someone you trust (s/o experienced, not your 20 yr old friend) to see if they are indeed valid.
Remember that Yom Hachuppa is a tremendous day and affects your whole life. There are some pple that didnt have the rosiest engagements but then went on to be very happily married. I am no prophet, but this for sure can be attributed to the tefillos on the Yom Hachuppa.