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 Additional information

 Episode Freefall: 

Robert Beltran as  a side kick for an evil General Manuel Borbon

Famous for: Commander Chakotay on Star Trek: Voyager

Episode: Hostile Takeover

Matt Frewer  as Cliff King
Bad guy starts out as Sonny's partner in crime while Crockett had amnesia. 

Matt Frewer best known for
Max Headroom, Doctor Doctor, Honey I Shrunk The Kids, and Psi-Factor.

Matt Frewer is most famous as his Max Headroom character which went from a Coke ad to a tv show on ABC.

 Episode: Freefall
Greg Germann as Johnny Raymond 

Famous for: Ally McBeal 
almost didn't make it to play on Ally McBeal, he shouldn't have mouthed off to Crockett.

Episode: World Of Trouble
Dennis Farina as Al Lombard,  his last appearance on Miami Vice

Famous for: Crime Story tv series

Vice insinuated that Al Lombard was killed in the first season but never actually showed him get killed. A couple of thugs drove after him the last time he appeared on Miami Vice and in true Vice style it ended with mystery, as it pointed toward an assumed ending of Lombard's death without even firing a shot. Unfortunately for Al Lombard he does definitely die on the episode World of Trouble.

Many thanks to the fellow vice fan who contributed most of the info you see here.

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Additional Guest Star Info

Episode: Hostile Takeover:
 Matt Frewer (Max Headroom, Doctor Doctor, Honey I Shrunk The Kids) as Cliff King
Jon Polito (The Crow, Blankman, Bushwacked) as El Gato 
Debra Feuer (Homeboy) as Celeste
 Paul Lazar (School's Out, Mickey Blue Eyes) as Miguel Carerra

 Redemption In Blood: 
Matt Frewer [see Hostile Takeover] as Cliff King
 Jon Polito [see Hostile Takeover] as El Gato
 Debra Feuer [see Hostile Takeover] as Celeste 

Heart Of Night:
Rosalind Chao
(Deep Space Nine, The Joy Luck Club, I Am Sam) as May-Ying [the former bride of Castillo]
James Saito (see Golden Triangle) as Mao-Sek
Michael Lombard (Network, Crocodile Dundee, The Thomas Crown Affair) as Malcolm Gray
Bob Gunton (The Shawshank Redemption, Patch Adams, The Perfect Storm) as Rivas

Bad Timing: 
Melissa Leo (Young Riders, Homicide) as Kathleen Gilchrist 
William O'Leary (Home Improvement) as Scotty 
Gary Farmer (Smoke Signals, Blown Away) as Wilson Pruitt
 Taylor Vince (Wild At Heart, Mumford, The Cell) as Cruz
 Jermaine Stewart (R&B singer) as prison entertainer [not named]

 Borrasca:
 Juan Fernandez (Crocodile Dundee, Iron Eagle) as El Martillo 
Brion James (48 Hrs., Blade Runner, The Fifth Element) as Reese

 Line Of Fire: 
Justin Lazard (Species) as Joey Hardin (alias: Keith Mullace) 

Asian Cut:
 Cary Hiroyuki-Tagawa [see The Rising Sun Of Death] as Tagoro
 David Schramm (Wings) as H.G. Haliwell

Hard Knocks:
Ed Waters
(See Smuggler’s Blues) as Goodman

 Fruit Of The Poison Tree: 
Steven McHattie (Beauty & The Beast[tv series], Beverly Hills Cop) as Sam Boyle 
Tony Sirico (Copland, The Sopranos) as Frank Romano
 Amanda Plummer (The Fisher King, Needful Things, So I Married An Axe Murderer ) as Lisa Madsen

 To Have And To Hold:
 Miguel Ferrer [see Death And The Lady] as Ramon Pendroza 
Belinda Montgomery (see Calderon's Demise) as Caroline Crockett Memorable moment: After finding out his ex-wife is expecting (and that it's a boy), Sonny asks So, whada ya say, name this one Sonny? 

Miami Squeeze:
 Justin Lazard [see Line Of Fire] as Joey Hardin 
Paul Provenza (Empty Nest) as Ricky
 Rita Moreno ( West Side Story, The Electric Company) as Congresswoman Madelyn Woods 
Memorable moment: Recovering from his gunshot wound, Castillo begins to berate himself about his mistake. Sonny reminds Castillo is the glue that holds us all together.

 Jack Of All Trades: 
David Andrews (Graveyard Shift, From The Earth To The Moon) as Jack Crockett Jesse Borrego (New York Stories, Tecumseh, Con Air) as Octavio Escondero
 John Santucci (Ladyhawke, The Wedding Band) as Harry Grubbs 
Robert Miranda (Chips The War Dog, Eraser) as Ray Soliz

 The Cell Within: John P. Ryan (Delta Force, Hoffa) as Jake Manning
 Maria Pitillo (Bye Bye Love, Partners, Providence) as Anna
 Richard Gant (Raven, The Posse) as Barry
 Robin Barlett (Dangerous Minds, City Of Angels) as Rhoda King

The Lost Madonna:
Michael Chiklis
(The Commish, The Three Stooges, The Shield) as Det. Jeffrey Whitehead, NYPD

Over The Line: 
Tomas Arana (Gladiator) as Capt. Highsmith
 Anthony Barrile (Friday The 13th, Hamburger Hill) as Johnny [Dr.D]
 Martin Ferrerro [See Made for Each Other] as Izzy

 Victims Of Circumstance: 
John Leguizamo (see Sons And Lovers) as Angelo Alvarez
 William Hickey (Forget Paris, Mousehunt) as Hans Kozak 
Xander Berkeley (Air Force One, Amistad, NetForce) as John Baker 

World Of Trouble:

Dennis Farina [See One-Eyed Jack] as Al Lombard
Vincent Schiavelli (The People Vs. Larry Flynt, Tomorrow Never Dies, Man On The Moon) as Lawrence Fowler

Miracle Man:
 Zach Grenier
(Cliffhanger, Fight Club) as Eric Terry
 Martin Ferrerro [See Made for Each Other] as Izzy


 Leap Of Faith: 
Justin Lazard [see Line Of Fire] as Joey Hardin 
Laura San Giacomo (Just Shoot Me) as Tanya Lewis 
Cameron Dye (The Last Starfighter, Fraternity Vacation, Men At Work) as Zach Andrews
 Keith Gordon (Legend Of Billie Jean, Back To School, Wild Palms) as Ray 
Jennifer Rubin (Nightmare On Elm Street, The Doors) as Claire (Songs:Paradise City Guns N'Roses, What I Am The New Bohemians)

Too Much, Too Late:
Pam Grier
[see Rites Of Passage] as Valerie Gordon
C.C.H. Pounder (ER, The Shield) as Yvonne
Malinda Williams (High School High, The Wood) as Lynette
Martin Ferrerro [See Made for Each Other] as Izzy

 Freefall: 
Ian McShane
(The Lovejoy Mysteries) as Gen. Manuel Borbon
 Greg Germann (Ally McBeal) as Johnny Raymond
 Elpidia Carillo (Mi Familia) as Sister Felicia 
Martin Ferrerro [See Made for Each Other] as Izzy (Song: Ship Of Fool's Robert Plant)

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