The Past Masters{Site canon only}
The Doctor's incarnations were all televised, but the Master? Not so much... So here he is, all his lives.
Koschei OakdownWilliam Hughs
The Master as a child, before he heard the drums, when he met Theta, and when he was most thoroughly abused by his father.
Koschei / Master 1Travis Caldwell
The Academy days. He is only starting out to hear the drums and get horrible migraines from it. This is also when his mother starts to get a little... "too close". He had this incarnation all the way through graduation and after. He killed a long-time bully, his first murder.... and then The last thing he did in this form was kill his own father, who in turn injured him gravely enough in the struggle that he regenerated.
Master 2Matthew Gray Gubler
This is when the drums start to become more constant. He does his best to hide his madness though. No one knows he killed his father, and he's working as a member of the council, temporarily. This is also when he gets his first Tardis and he tries to find a doctor to stop his drumming. He then tries to reunite with Theta, only to find he has already married. It a fit of rage he takes off in his Tardis, and runs into some Daleks...
Master 3Tyler Christopher
Now fully the Master, he travels the universe, still "loyal" to Gallifrey but more inclined to do his own thing. He avoids Earth like the plague to avoid ever seeing The Doctor and dies when he runs afoul of some Carrionites.
Master 4Ted Danson
This regeneration was greatly effected by the death of his previous incarnation. The Carrionites had tortured him with images and phantom pains that would occasionally creep up on him and wake him in the middle of the night. The only relief from this was allowing the drums to roar in his head, and his madness fully developed. This incarnation died when his Tardis got caught in a time storm and crashed.
Master 5Mandy Patinkin
This Master, though mad, was always by far the most charming. He could weasel his way into or out of anything. This also got him into trouble though. When the king of a planet he was dealing with caught win that he was being had, he ordered the Master's execution. The Master regenerated, the resulting release of energy stunning the guards long enough for him to escape in his Tardis.
Master 6Joe Mantegna
This version of the Master returned to Gallifrey for a short stint on the war council. But even the other Gallifreyans thought he was much too violent, especially after he ordered the genocide of the Krillitanes.
This was when the Master was betrayed by his fellow councilmen. They tricked him and trapped him in a chamber that flooded with radiation.
Master 7Corbin Bernsen
We all know it takes a lot more than -that- to kill a Timelord, but in the time it took for him to regenerate, the fellow councilmen moved him to a secure location. Here he lived out his regeneration as a prisoner, slowly being driven madder and madder, his state going unnoticed by the other Timelords.
Master 8Bruce Campbell
All those years in the prison cell, illegally perhaps, but not the point, the Master came up with a plan. He'd bide his time, play nice, and wait for a chance for revenge. However.... he became a thief in this time. Not too violent in this incarnation, but very smart and crafty. When he tried to steal an object called the Infinite Gauntlet from a timelord museum, he was injured in the attempt and he barely escaped to his Tardis to regenerate.
Master 9Hugh Laurie
At this point, The Master decided he was far too well known on his home planet, and really, -really- started to travel. He caused mayhem wherever he went, got into far too many fights. This is when he made his first "Laser Cane" because well, he needed it. He made a reputation for himself as a bit of what we on earth would call a gangster... a real one.. This one died trying to escape from Judoon officers.
Master 10Liam Neeson
This Master became known as the warlord of the Maraballa Nebula. He frequented the area, conquering planets, waging all out war. He was killed in a battle with a group of Cybermen. But he took out their armada before regenerating.
Master 11Richard Dreyfuss
This Master was captured and taken back to Gallifrey to answer for his crimes. He was allowed to live in exchange for working as a sort of... mercenary for Gallifrey. Unofficially, of course. He did a good job and lived a long time before he was found out and poisoned on a mission. He regenerated and took out the ones that killed him.
Master 12Christopher Lee
This was when the TimeLords sent Rani to work as a spy against the Master. He didn't know any of this of course, after all, he spent nearly 50 years working as a spy before this regeneration. They worked together and were quite a pair. The Master started to think that maybe she could even... but no. He never did.
Master 13Roger Delgado
This is the Master from the series, or his first appearance anyway. He and Rani were sent after the Doctor, but a temptation for a powerful relic was his downfall and Rani was found out to be a spy. He also took on the guise Tremas, his "14th" life.
Master 15Eric Roberts
After possessions and coming back to life half dead, the Master was capture and exectuted by the Daleks, and the Doctor took his remains back to Gallifrey. Only... on the way, the Master, as a Death Worm, crashed the Tardis on earth and possessed a Paramedic. He died by falling into the Eye of Harmony.
{Yana, Saxon, and Blonde!Simm}Things get complicated here. The Master was brought back by the Timelords for the Time War. At first, it looked like he had come back wrong. Physically he was okay. Mentally he was a child. But after a few weeks he recovered, and for three months he was a Colonel in the Time War.
He killed one of his own men when a dalek didn't finish the job. The man's dogtags said he was on his last life. The Master actually thought he was being merciful, only to later find out the soldier was a boy who had stolen his father's identity to fight. This was considered a war crime but they were desperate for soldiers. So they took him off the front for a while and made him the head of interrogation. Still technically crimes.
When we went back out on the front lines, he lost his whole troop to the Nightmare child. He came face to face with it and the only reason he survived was because he was already mad. The fear he faced was, oddly, deafness. At first it was just the drumming that stopped. He was relieved until he realized he couldn't hear -anything- else. It only got worse after that and he blocked out what happened. The next thing he remembered was running into his Tardis to get his fob watch.
Then he because Professor Yana, and it goes from the series from this point. This is his 16th life. Then Harold Saxon/crazy blonde in the hoodie are number 17.
Master 18Benedict Cumberbatch
This is a future incarnation of the Master. The next one he will have after his blonde Simm face. Somehow here, the Doctor has cured him of his drums. He's calmer, more rational... not psychopathic so much as just a Sociopath. He -does- hear the drums when he is angered, though, but -only- then.
****Delgado was 12, Pratt was 13, and then he stole a body for 14 who is Ainley, Roberts 15, Dr Yana 16, Saxon 17