re: What’s a good college degree for working outdoors?

Look into a “practical” degree or certificate program in business management, entrepreneurship, or something like that. Use that knowledge to scale your existing business where you have multiple crews working for you. You then get to check on their work and go quite new business. You don’t necessarily want to try and compete with the huge companies- you want to find a niche between what you have now and the big ones. Large enough to make you money, have some redundancy/backup, etc and small enough that your customers still feel like they are getting personal service.