From one of the comments:
(not counting spaces, short scale, no "and")
1103323373373373373373373373373 is 323
323 is 23
23 is 11
11 is 6
6 is 3
3 is 5
5 is 4
4 is 4

4 is the magic number.

That's the longest possible chain without making up more names for numbers (the wikipedia article on large numbers only goes up to vigintillion)

Oh that is an interesting one. Observing this controller, it seems there are fifty-three million, nine hundred and fifty thousand stars in the night sky.