Based on my experience, it is important that the checklist should match with your level of yiras shomayim and good middos BUT it is equally important that once you date, you ENJOY spending time with the person and look forward to their companionship.
One person I dated was a match for me hashkafa wise, and I could think of no good reason to turn it down hashkafa wise so I thought I will probably marry him. I told the news to a close friend of mine, without mentioning names and she looked at me and said so why do you sound resigned? I don’t think that’s how you’re supposed to approach getting engaged. Bh bh he turned me down after the next date, because it was only after that that I realized, no. I shouldn’t spend my life making it work with someone I don’t really enjoy. Better to be single than have a depressed marriage. (Now that I’m actually married and see older girls who aren’t and how hard it is I would probably change that to better to be single LONGER, than endure such a marriage, but the point is the same…)