If there’s a six figure debt , it sounds like things do need changing , especially if it’s an owned farm .not wanting to be a dick but it’s a common theme that the son that’s been away from home earning a decent living want to return home during fathers final years but is hell bent on changing everything,better cash flow,diversification Modernizing up grading and a slew of other big ideas. The OP said he wants to farm with his father but what I read is your wanting to change everything. As said milking cows is a 24/7 365 days a year commitment with or without a robot. Do you have experience in dairy, you mention tillage as you main interest and reducing the workload and make a good living. is it possible to crop every acre or are the cows there to graze unploughable/crop able acres. I sincerely wish you the best in farming with your father but I’d expect there to be some major power struggles if your trying to change everything that he’s achieved.