No. But does he need twenty?
Let's say 15 of them are different sizes, and the rest may be the most usual sizes but have different handles- for example, one might have a 90 degree handle and one has an extra long handle. But you probably get the point.
If I just take only the compressor plugins for just a rock band mix as an example...
LA2A-styled for smooth compression for vocals and bass.
1176-styled for direct drums, bass and sometimes vocals if you want more aggressiveness.
LA3A- styled for guitars and anything that needs to be brought even more in your face.
Fabfilter Pro-C for extremely transparent work (very uneven vocals for example).
Cubase's own compressor for quick and easy sidechain purposes.
Kush Audio's Novatron for mastering and fattening the bass with harmonics.
Waves Renaissance Compressor for giving vocals transparent evening BUT with some character and aggressiveness.
API2500, dbx or SSL-styled for drum bus punch and glue.
SSL-styled or Vari-Mu for master bus glue.
And this is just a tip of the iceberg. Many of the compressors have completely different characteristics, some bring more harmonics, some may even EQ things a bit, but technically there are your "monkey wrenches" and then there are those specific tools for sound and tone shaping. And knowing how to use them all is the key to something sounding good instead of just sounding ok.
Personally, I don't buy plugins anymore that often but I do have quite a lot of them. Some of them I refuse to work without, some I can live without (but achieving the results without them is slower and more inefficient) and some are completely obsolete due to the fact that some other plugin does the job better nowadays.