I've stopped looking at the Clear Outside app as I find it overly pessimistic in its predictions, quite often windows of clear weather, admittedly sometimes only for an hour or two, appear which just don't show up on the app. But I agree it can be hard to maintain enthusiasm through long periods of bad weather and/or when you set up late evening in beautiful clear skies and the clouds roll in just as you are polar aligning, this has happened to me twice in the last 2 weeks. However, I'm relatively new to the hobby, this being my third year in total and second year of imaging so lots to learn and practice, which definitely helps during the periods of poor weather, I also have other active sports/hobbies with which to fill my time. I find having something to look forward to really helps, I'm lucky enough to be able to spend a number of months each winter in Spain so take all my gear with me and do a lot of my imaging there, but other shorter holidays or trips to dark skies also help when it feels like its been raining for weeks on end. Ultimately only you can decide if its time to give up, you will have to weigh up the balance of pleasure, contentment and satisfaction when the weather and everything else comes together against the periods of frustration when it doesn't.