Will I make it?
Eventually. Sit on your paper losses until then.
If you have some extra cash, buy now to bring the break even price down.
I do, but I also put in ~$25K into bitcoin in the last year, which is a lot already, should I really risk more.... bitcoin price recovering is still uncertain
Just hold it for a few years and forget about it. We've seen this story before. In a few years you could be a millionaire and look back and laugh at considering selling. Work on some other stuff or just help promote bitcoin meantime.