Help with a guy????

Ok so last month a guy from my past high school days started personal messaging me on Facebook just out of the blue. His mother and mine were good friends and she recently passed. So now he’s all like maybe we could get together and take a day off from work and enjoy each other’s company. To be honest I always had a crush on him and part of me is all giddy but part of me is skeptical since I just got out of a bad relationship 4 months ago and I’m afraid of getting hurt. Any advice of should I go out with him or just wait it out a little longer???