Splitting 1 into 4 (two consecutive splits 6 weeks apart with purchased queens) is about all I have had luck with. I did 1:10 over one season (also with purchased queens) but this had me making the last split in August. The resulting nucs/single deeps were too weak to winter over and I ended back up with 1 hive.
I also had good luck 'splitting' a double into a 2 queen hive with excluders in between. It zoomed up quickly into an incredible hive but then lower level queen swarmed - I should have split it down sooner.
I will admit that on the 1:10 splits I was still trying to feed with quart jars on top of nuc covers with a round hole. While these worked well it was hard to keep the jars filled. I switched to hive top boxes with screen slots that allow me to feed by the gallon not quart.
1->2 late April
2->4 early June (tough one as July/Aug are scarce on nectar)
4->10 early Aug
"Beware of all enterprises that require new clothes"
Henry David Thoreau, Walden