2010 - Abbott and Ed Miliband
Miliband wasn't really seen as a candidate of the Left at the time so much as a candidate of the centre who was reaching out in their direction. Which of course is the key thing here: as factions have become less rigid (Neil Kinnock's greatest gift to the Labour Party, perhaps), crossfactional candidates have become more common in leadership elections.
1994 - Prescott and possibly Beckett too
Both of them were.
1992 - Was Gould a leftie then? I think I heard that he was a moderniser in the 80s but then became something of a Bennite.
Mostly Gould was a weirdo.
1988 - Benn (Kinnock being the right-winger by default)
The Right backed Kinnock but he was never one of theirs.
1983 - Kinnock and Heffer...Shore was also a soft left type was he not?
Shore's candidacy was the (distressingly feeble) last stand of the old Bevan/Wilson Left, although some of his support actually came from the workerist Right.
1980 - Foot, Shore (?), don't know much about Silkin
Silkin was soft Left.
1935 - Attlee was on the soft left, right? And Greenwood was leftier?
1935 is long ago and far away in terms of Labour factionalism, but Attlee was effectively factionless (and that's why he won). His predecessor George Lansbury (1932-5) was the most left-wing leader Labour has ever had o/c. Greenwood was generally seen as a puppet of Ernest Bevin's.
1922 - MacDonald was a leftie then (lol)
He wasn't, but he was still thought of as being one. Which is why he won.