Approximately the same...watering periodically the first few seasons, decreasing frequency over time...
I like to plant and transplant in the fall because the plants can concentrate on root development in cooler weather rather than top growth, until winter settles in. Soil stays warmer than the air for quite some time. (Here we do have a proper winter, with the bulk of our annual precip falling as snow, so winter is not our growing season.) I find that they are much better suited for dealing with the following summer with this 'head start', so to speak, as compared to a plant installed in the spring trying to establish roots and grow and survive summer, which is hot and dry.
I'm also not adverse to planting tiny things--seeds, seedlings, 2 and 4 inch pots, and the like if I've got a suitable competition free, quasi protected area -- my rationale is that young plants are really quite vigorous in establishing themselves and will send their roots where they need to be quite readily, whereas larger potted plants sometimes seem to resent giving up their confines and venturing out of that comfort zone they are so accustomed to...
A lot depends on the plant, too, naturally, but just for example, an unwanted tree sapling grown from a seed is waaaay harder to remove than a comparably sized sapling planted from a 3 gallon pot with two or three years in the ground.