Assuming spelling variations are acceptable:
Eliot Ness (crimefighter)
Elliott Yamin (American Idol contestant)
Elliott Roosevelt (war hero, author, son of FDR)
Grant
Grant Wood, Painter, American Gothic.
Grant Shaud, Actor, Murphy Brown.
Grant Tinker, Co-Founder MTM Enterprises, former husband of Mary Tyler Moore.
Connie.
Mack (the baseball manager, the Senator from Florida, or the Congressman from Florida, as you prefer)
Boswell (singer, varied between “Connie” and “Connee” during her career)
Hawkins (basketball player)
While we’re on gender-neutral first names:
Meredith.
Burgess Meredith
Meredith Baxter Birney
Meredith Grey
Brett
Favre, as unto a god hearabouts
Maverick, an, um, maverick
Somers, comedienne
Talulah
I’ll play!
Talullah Bankhead, actress
Talullah West, protagonist in the book, Talullahland by Lynne Messina
Talullah Willis, daughter of Demi Moore
(that was hard).
I gotta do it:
Eleanor
Eleanor Holmes Norton, D.C. Delegate to Congress.
Eleanor Clift, Columnist, Political Commentator.
Eleanor Roosevelt, First Lady, Civil Rights Activist.
Rosalind.
Russell
Chao (Asian-American actress)
Cash (African-American actress)
Next: Brittany (difficulty: must be spelled the same way as the region in NW France)
Brittany Murphy, actress
Brittany Brower, model
Brittany Bock, football player
Andrew.
Young
Cuomo
Sullivan
Next:
Howard
Hughes (business magnate, weirdo)
Cosell (sports commentator)
Stern (radio shock-jock)
Horace (all variations accepted)
Greeley, editor
Walpole, author
Slughorn, wizard 
Crystal
Crystal Gayle, singer
Crystal Bernard, actress
Crystal Shanda Lear, perennial of “I swear I knew someone with this name” threads
Dwight
Yoakum, country singer
Schrute, Dwight K., proprietor of Schrute Farms
Eisenhower, former president
Amber
Stern–Radio Shock Jock
K. Stern–Thought he impregnated Anna Nicole
Cosell–Sports commentator of MNF and WWoS fame
Dick
SSG Schwartz
Dammit, disregard previous.
SSG Schwartz
Nah, I’ll run with it…
Nixon, unindicted co-conspirator
Clark, American Bandstand, New Year’s Rockin’ Eve host
van Dyke, TV funnyman
Amber.
Tamblyn
Valletta
Waves (name of porn actress played by Julianne Moore in Boogie Nights)
Minerva
McGonagall, shapeshifting instructor at Hogwarts
Urecal, Tugboat Annie actress
Garrido, noted Spanish dancer
Martin.
Martin Luther King, Jr., Iconic Preacher Who’s Exactly 40-Years Dead.
Martin Scorcese, Iconic Director Who’s Exactly One Oscar.
Martin Hyde, Iconic Doper Who’s Exactly 4,844 Posts.
Malcolm.