This is all pure historically informed musing & theory-rizin
Mike, it's only possible to guess until someone comes up with and posts a dated advertisement with this model in it.
I'd like to say it's pre WW2 - based on the streamline Kenmore font used on the bag logo, which matches the font on my Kenmore Streamline carpet sweeper and used by Kenmore for late 1930-s products. The manual sweeper has a definite 1939/40 design and has all nickle plated hardware, which was stopped with the advent of WW2.
I'm going to submit that the design is 39/40 but the dull brown crinkletone paint dates it to wartime, post 1942, as the polishing of cast aluminum and chrome plateing of metals for domestic consumer goods - such as bumpers for automobiles - was also suspended in favour of dull paints.
Several reasons for this austerity.
1. There was a perceived real threat of shiny, reflective and lighted things becoming targets from airborne attack - see European blackout precautions and the V2 rocketbomb. America had no reason to assume she was immune to airborn threats. And then came Pearl Harbor...
2. The labor required to polish metal was better applied to the manufacture and finish of bombs, aircraft and aeroplanes. 3. Many metals were in short supply as it was needed for the manufacture of the War Machine - see Scrap Metal Drives.
I'm sure others can contribute their own memories or analysis of the societal forces in play in the 1940s both here in North America and Europe.
Dave