AAccording to the Doctor Who Wikia, between "The War Games" & "The Day of the Doctor", which, because of his above-mentioned working for the CIA, takes place before "The Five Doctors" & "Spearhead from Space".
AThis and the 2005 series are the same show, with season 26 ending in 1989 and season 27 starting in 2005. The BBC and all other companies involved, classified the show, when is started up again in 2005, as a new, separate show, calling the 27th season, season 1. This was done to avoid confusion for new viewers. They mainly achieved the opposite, because, by classifying the 2005 pickup as a new show, they confused the large fan base that was already familiar with the old series. Many questions were raised with this "new show", some of them include:Is this a reboot?Is this a different Doctor?Is this an alternate timeline?When does this take place?Is this a different actor playing the same Doctor?The answer to most of those questions are: no. The 2005 series is completely canon, and a direct continuation with some time having passed between the 26th and 27th seasons. To avoid as little confusion as possible, without having a bunch of stuff explained to you from outside sources, this is how the shows and movie should be interpreted; There are seasons 1-26, following the first 7 Doctors' adventures, then, what one could call, season 26 1/2, which would be made up of the 1996 tv movie "Doctor Who", the mini episode "The Night of the Doctor", and an edited version of the episode "The Day of the Doctor". With "Day of the Doctor", having some of the scenes with exclusively Matt Smith and David Tennant chopped down or removed. A tiny bit confusing, but then we continue with season 27-33 and onward. Even if TV stations count the new seasons as different shows, websites like wikipedia and imdb need have them as the same show, it'd be a lot less confusing and a lot more convenient. Lots of shows have stopped for a while and continued later, one example is Futurama, that show ran from 1999 to 2003, then from 2008 to 2013. that was classified as one continuous show, and so should doctor who.
AThis is never stated within the show.According to the Doctor Who Wiki (Tardis Data Core), the First Doctor was taken from a point in time between "The Time Meddler" and "Galaxy 4", and the Second Doctor was taken from between "The Invasion" and "The Krotons".With confirmed information, however, if you take into account that Jamie McCrimmon was originally intended to appear alongside the Second Doctor, then it may be inferred that the Second Doctor came from a point in the series during which Jamie was his only companion. If this is taken into account, then the candidates are either between "The Faceless Ones" and "The Power of the Daleks" or between "Fury from the Deep" and "The Wheel in Space." Since there is no gap between the latter couple of serials, that is most likely from when the Second Doctor arrives. However, there are no clues as to when the First Doctor arrives from.