There is no need to focus on this achievement as it should be obtained by just playing the game. However, to ensure high profitability, make sure to plant:
Spring: Potatoes, Cauliflower, Kale (All highly profitable; buy in bulk what you can afford)
Summer: Blueberries
Fall: Cranberries
NOTEThis achievement is related to:
Cowpoke: Earn 50,000g
Homesteader: Earn 250,000g
Millionaire: Earn 1,000,000g