I would say Toccara was successful as well just for being part of the Black issue of VI. That's quite of an accomplishment. Even though other ANTM alumni had more work than her, she was chosen for who she is.
True. She met Steven Meisel at a party. He saw her, and liked her and chose her for the issue.
In terms of contestants who can support themselves modeling, if I had to guess I would say:
Cycle 1 - Elyse (she's retired, but she definitely worked and made model while she modeled), Shannon
Cycle 2 - Mercedes
Cycle 3 - Ann (Eva and Yaya are more actresses than they are models)
Cycle 4 - no one
Cycle 5 - Nicole, Nik, Bre
Cycle 6 - Mollie, Danielle
Cycle 7 - Eugena, Melrose (perhaps), Megg (perhaps)
Cycle 8 - Cassandra (perhaps), Jaslene (I would like to say Brittany since she is still on the boards at Beatrice, but I have no idea what she's up to; it seems like Natasha does more modeling than acting)
Cycle 9 - Chantal, Bianca (perhaps), Lisa (Heather is not focused on modeling)
Cycle 10 - Atalya (perhaps), Allison (perhaps), Katarzyna, Fatima, Anya (I don't think this is true anymore)
Cycle 11 - Lauren Brie (perhaps)
Cycle 12 - Teyona (perhaps), Sandra (perhaps), Natalie (perhaps), Fo
Cycle 13 - Nicole, Brittany