hipper
Banned
I we imagine we could rerun history from say December 1940 a number of times I think Singapore in most reruns would stay British. The OTL Japanese victory appears a single string of unlikely events. Possible but not likely.
The PoDs to change outcome are numerous:
1. Churchill must take a large part of the blame. He had literally scared the shit out Brooke-Popham, telling him to under no circumstances provoke hostilities with Japan. B-P had good intel. on Japanese movements before 7th of Dec, but didn't dare act on them. I do not suggest we remove Churchill, that's really incomprehensible, but putting Alan Brooke in command as CIGS some time before OTL (Dec 1941) will probably mean a much more sound British strategy. If anyone could filter Churchill's silly ideas it was Brooke.
Regards
Redbeard
That's not actually true Brook Popham had orders that allowed him to take offensive action against the Japanese prior to any declaration of hostilities.
("They're going to make me responsible for starting the bloody war" was I believe his comment)
Granted his Hudsons were ill equipped (no torpedo's) and Wildebeests (obsolete) poor aircraft to attack the Japanese fleet.
To effectively defend Singapore There should have been an effective maritime attack capability backed by long range fighters
also required would be an RN fleet able to take on the KB in a one to one brawl
The ships just existed to fight the Japanese, However the RN had to keep the KM and Italian navies in check and severe losses could not be replaced.
so to answer the Question I suspect that the creation of the RAF (no focus on anti shipping tasks) and late rearmament in the 1930s doomed Singapore.
regards
Hipper