I know some CPAs that do tax work the first half of the year then just piece together some odds and ends and quarterly stuff the rest of the year mixed with a crap ton of golf or hunting or whatever you fancy. I think you could line that up to have pretty much all hunting season off if you planned correctly.
Point being, I don't think there are very many [legal] jobs where you can earn enough to support a family on 1,000 hours a year but there are some where you can jam 2,000+ into a part of the year. That's a lifestyle choice you have to make, but I know I don't enjoy hunting enough to sacrificially work 80 hour weeks in May, that's prime fishing season. You name a time of year and I can give you about 15 things I'd rather be doing than working, my passions go beyond hunting quite a bit.
Sure you can get into the passive income type stuff too, I won't say I am an expert on the concepts but I'll say a lot of it is just that...concepts. If you want passive income to work for you full time be prepared to work full time on generating passive income.
I know it's not very millennial of me, but I've never been a big believer in that whole "love your job" thing. My job has fairly minimal headaches, pays me well. Bores me routinely and pisses me off once in awhile. But I show up, do my job, I go home and live my life. I have a family and I have bills to pay. I think in another life I could have lived like a hobo and done way more cool hunting and fishing pursuits, but my family is everything to me. I love to cook, fish, and hunt, and I think if I made any of those my job I would do great at it....and cease to love it pretty quickly.
I have a pretty decent job for hunting in terms of flexing hours to hunt evenings and I don't ever work weekends. The worst part of my career is just the highly sedentary nature. In another life I would pick something a little more active. I would like to someday have a little more vacation than my 3 weeks. I think my goal is to kinda semi retire early and work part time into the sunset. Depends a lot where health care goes the next couple decades, that's the big retirement wildcard for our generation.