I am hideously bored, so my choices in some major categories at the Tonys from 2000-2007. A * means they actually won.
Best Musical
2000: The Wild Party
2001: The Producers *
2002: Urinetown (best new musical of the 2000s)
2003: Hairspray *
2004: Avenue Q *
2005: hard to call. Spamalot *
2006: Jersey Boys *
2007: Spring Awakening * I guess. They all kinda suck
Best Director of a Musical
2000: Susan Stroman, Contact
2001: Susan Stroman, The Producers *
2002: John Rando, Urinetown *
2003: Baz Luhrmann, La Boheme (yay Baz)
2004: Joe Mantello, Assassins *
2005: Mike Nichols, Spamalot * (maybe?)
2006: John Doyle, Sweeney Todd *
2007: John Doyle, Company
Best Revival of a Musical
2000: Kiss Me Kate *
2001: 42nd Street *
2002: not sure. Neither was very good. Oklahoma! because it's much lesser material.
2003: Nine *
2004: Assassins *
2005: Sweet Charity
2006: Sweeney Todd
2007: Company *
Best Lead Actor in a Musical
2000: Brian Stokes Mitchell, Kiss Me Kate *
2001: Nathan Lane, The Producers *
2002: John Lithgow, Sweet Smell of Success * (or maybe John Cullum in Urinetown. Jeff McCarthy and Hunter Foster in Urinetown were better than both of these, though.)
2003: Brian Stokes Mitchell, Man of La Mancha
2004: Hugh Jackman, The Boy from Oz *
2005: Norbert Leo Butz, Dirty Rotten Scoundrels *
2006: Michael Cerveris, Sweeney Todd
2007: Raul Esparza, Company
Best Lead Actress in a Musical
2000: Audra McDonald, Marie Christine
2001: Blythe Danner, Follies
2002: Sutton Foster, Thoroughly Modern Millie *
2003: Bernadette Peters, Gypsy
2004: Donna Murphy, Wonderful Town
2005: Victoria Clark, The Light in the Piazza *
2006: Patti LuPone, Sweeney Todd
2007: possibly Christine Ebersole, Grey Gardens * and possibly Audra McDonald, 110 in the Shade
Best Featured Actor in a Musical
2000: I think Stephen Spinella, James Joyce's the Dead
2001: Gary Beach, The Producers *
2002: Shuler Hensley, Oklahoma! *
2003: Dick Latessa, Hairspray *
2004: Michael Cerveris, Assassins *
2005: Matthew Morrison, The Light in the Piazza (MUCH better than all the nominees but pretty blatantly lead, and Christian Borle in Spamalot and Michael Benjamin Washington in La Cage aux Folles [I think it was him, anyway.] were better than all the other nominees)
2006: Manoel Feliciano, Sweeney Todd
2007: John Gallagher Jr., Spring Awakening *
Best Featured Actress in a Musical
2000: Eartha Kitt, The Wild Party
2001: Cady Huffman, The Producers (I think) *
2002: Laura Benanti, Into the Woods
2003: Jane Krakowski, Nine *
2004: possibly Anika Noni Rose, Caroline, or Change *
2005: Sara Ramirez, Spamalot * (thank God Kelli O'Hara didn't win. Totally a lead, and a flat-out bad performance)
2006: Beth Leavel, The Drowsy Chaperone *
2007: Orfeh, Legally Blonde (oh yes...)
That was...pointless. Yay.