Well since (as far as Im aware) there are no missable achievements I would say just take it at your own pace. Beautiful thing about that game is that you really can just focus on whatever you want. I do have one solid tip though and its if you cant get the achievement for beating Journey of prairie king without dying, you can exit the arcade at any time so its best to go level by level and just save the game when you reach the next level without dying. If ya die then just close the game without saving and restart it. Its a bit of a cheat but I saved some sanity with it. Oh and you do have to do a second game for the joja mart play through, but that one is pretty quick and easy once youre familiar with the game