Getting back into dating. Need advice with a girl.

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Hello /adv/

I got cucked hard this year and it's taken me up until now to get over it(almost anyways). I met a new girl at my work and she seems nice, I'm also planning to quit this job next year at the earliest so I'm not sweating it too much(dating co-workers) thing. There are a few issues though:

A) She's 19. I'm 29.

2) She's in University, very sharp and likes to run(a past hobby of mine) but I've been stress eating the past few months and have gained some weight.

3) As with 2, my confidence is a bit shaky right now.

4) I watched a ton of redpill videos after my breakup to try and find a "why"as to why someone who said she loved me, turned on me so fast. I'm not sure how I feel about women, but I talk to this girl easily.

5) I'm seeing a therapist and Church leaders to try and help me regain myself. Do I need to be 100% first?

6) I'v asked her out twice. Once for coffee over text, she agreed but the day of she didn't reach out. Recently she mentioned to me her love of ice-cream, I suggested we go to a creamery together; she told me she had plans already for family dinner on that date.

I don't know what to do. Getting rejected is whatever, but now I'm worried that she's not interested and I'm going to possibly be hurt by that because I'm not fully recovered.Am I overthinking her responses?