Long term the Tillable idea won't fly. I worked with farmers as a fertilizer company agronomist for twenty years. If I understand it correctly Tillable is trying to insert themselves in the middle, acquire the right to sublease large amounts of land and mark it up.
Say you own a farm and lease it out. The family you lease your land to might be a neighbor. In the winter they might plow your driveway gratis. They add fertilizer and lime as needed. I've known farmers to even add small amounts of drainage tile at the beginning of a lease.
Now consider I'm a super large farmer who has rented your land through Tillable. Farming is a super thin margin business. I live two counties over so I am not going to plow out your driveway or look after your farm for you. I will pay top dollar, I will in effect mine your land to make a profit.
I won't put on fertilizer if levels are high and skip the lime. I will make a nice profit for a few years and then when yields drop I will drop the lease. Over time the price of the lease will drop sharply. So in effect the landlord will gain a few bucks short term but lose big time over the long term.
On a small scale I've seen this happen. When the landlord offers it back to the original renter he will be shocked and angry when he either refuses or offers a pittance.
The landlord either has to invest his own money on lime and fertilizer building the farm back up or have a series of short time renters from outside the county who take a chance on the land.