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The BBC History magazine has an interesting article by author Francis Beckett on ten politicans who just failed to become Prime Minister.
These are:
1. Austen Chamberlain
2. JR Clynes
3. Lord Halifax
4. Hubert Morrison
5. Rab Butler
6. Hugh Gaitskell
7. Micheal Foot
8. Micheal Heseltine
9. Neil Kinnock
10. John Smith
No place for Dennis Healey or Micheal Portillo.
Each one has small what-if article on how each became Prime-Minister and how things may have worked out.
Butler's had two what-ifs he becomes Prime Minister in 1957 or 1963.
Any others who could have become Prime Minister?