A local farmer owns some land, but rents a bunch more here. He always has newer machinery and one day when he was across the road working, I walked over and talked to him... He constantly scours the machinery sales across the country. He buys low, uses a few years and sells it, often for more than he paid. He has a trucker(s) friend that he trusts to inspect equipment and haul it. He has been doing this for years, before the internet made it easier (easier for others to bid also).
His son is working with him, but doesn't have the skills yet for operating or maintaining... They make it work though. They farm the 40 acres across the road from us and when wheat is ready to harvest, they come in with 2 big combines, 30-40' headers, only takes a few hours. The have a large truck to service equipment in the field with compressors, welders and all the tools you would need. They also have their own semis to haul with, at least 3 that have double trailers... it is a sight to see for sure..