The balance between full-time dirtbag and 60-hour week office drone

Find a woman with either a huge trust fund or a really high paying job. As long as she doesn,t mind supporting your climbing/dirtbag lifestyle and lets ya go traveling all over the world.....marry her! This is the ticket.

Marry a high-earning professional, carve out a part-time++ career in your field.

If you don't mind traveling and hard work there are tons of labor opportunities that are out there. Commercial fishing is seasonal, I know lots of folks that work 4 months out of the year and do whatever they want the rest of the time. If you don't mind raping the land you can travel to North Dakota and kill it in the oil fields for a bit. There are tons of well paying seasonal jobs, they are just hard work and typically crappy places.