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nostalgic

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I had fun over my lunch break trying to figure that out - my best guess is Richmond and York, looking northeast. Queen Street would be at the other end of those billboards.

Clues:
- three-way streetcar tracks at a four-way intersection (check - Richmond was two-way at that time)
- age and size of the factory in the background
- background - probably low-rise buildings of The Ward. Note the poles marking a dense network of streets behind. The metal tower in the background is likely on top of one of the Eaton's buildings behind [Old] City Hall.
- the Victory Bond car was probably making circuits of the downtown core on a publicity run

Bernard Cairns was at 134 Richmond St W according to Might’s Directory, 1943.

Bernard Cairns.jpg
 

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AlbertHWagstaff

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Bernard Cairns was at 134 Richmond St W according to Might’s Directory, 1943.

View attachment 139837

Excellent, thanks for your help! For some reason Richmond & York totally escaped me. I had thought of College & McCaul, King & George/Frederick, Adelaide/Richmond at Church but none had the parking lot at the corner and I don't have the directories bookmarked to search that factory. The tower made me think of Toronto General Hospital or one of the office buildings around King & Yonge but again, that parking lot didn't make sense.
 

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Swansea Cash Grocery - Lavinia Ave. at S/E corner Morningside Ave. ...1913 TPL
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Aerial photo of Edwards Gardens ........ c.1950s
Looking east along Lawrence Ave. E. towards intersection of Leslie St.
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Goldie

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School of Aeronautics, Royal Air Force at U. of T. ...1918 ...LAC
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Goldie

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Peace Movement demonstration ...1947 ...LAC
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School of Aeronautics, U. of T., studying Curtiss J.N.-4 fuselage .....1917
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