mdvaden wrote in post #18643643
with portraits and a few weddings in mind.
Canon 85mm 1.2
Tamron SP 85mm 1.8 VC
Zeiss Milvus 85mm 1.4
Tamron 90mm Di Macro 2.8
Keep one of those. Sell the other 3 remainders. Your choice.
Tamron 70-200 2.8 VC
Canon 70-200mm 4.0
Keep one of these. Sell the other. Your choice.
Canon 50mm 1.2
Tamron SP 35mm 1.8 VC (minimum focus distance 7.87 in.)
Tamron 24-70mm VC
Either keep the zoom and sell the primes. Or sell the zoom and keep the primes. Your choice.
Canon 16-35mm 4.0
Canon 135mm 2.0
These are pretty fair keepers. If you keep the 70-200 F2.8, you can sell the 135L frankly and just stick with the ultrawide.
Realistically, if you use the lenses above, keep them. If you have them for the sake of the idea of them but they're not seeing camera time, sell them.
From the above, since you said portrait/wedding, I'd do:
Tamron 24-70 F2.8 VC
Tamron 70-200 F2.8 VC
Canon 16-35 F4L IS
Canon 85L
Canon 50L
Sell the rest.
My reasoning is keeping it simple. If you're doing a wedding, the last thing you need to be doing is changing lenses back and forth. Two cameras, one with the 24-70 the other with the 70-200 will cover almost everything. You break out the specialty lens for specific moments outside of the ceremony where you have time, such as uing the 50L, 85L or 16-35. Portraits in general are not improved by being able to have the thinnest depth of field possible, so I don't see much of a reason to have the longest, fastest telephotos. I've done the 200 F2.8L and 135L and frankly, sold them both. The 85L has a more comfortable working distance and is frankly more versatile. I don't see much point in 35 F1.8 compared to having 35 F2.8, both stabilized. Neither produce thin depth of field, and both are stabilized, so frankly I wouldn't miss the prime there. The only way I'd even consider it would be if it were the 35L II. But again, based on what this is for, portrait & weddings, it's far more important to get the shot than to have the thinnest depth of field option on each lens. This leads to a heavy bag and a lot of lens swapping.
Very best,