Hi Kirby,
Since we've already discussed this bike a bit on PM, I thought I'd put up what I'd found, so that others don't need to repeat the same research, or they can modify or build on what I've done. There's still much to find out.
A little research on your bike shows:
From 1892 onwards JOHN S. LENG'S SON & CO., were based at 4 Fletcher Street. NEW YORK, and were importers of weldless cold drawn steel tubes, (as used in bicycle manufacture, amongst other things).
The references are from The Wheel and cycling trade review, with a search for Leng's here:
The Wheel and cycling trade review : Free Download, Borrow, and Streaming : Internet Archive
Vol. 26, no. 4 (Sept. 6, 1900) = whole no. 654 LIC
archive.org
This link tells us that the Gloriana was a Leng's product in 1903 -
3365 bicycle brands
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Also, the:
Greyhound, 1903
Storm King 1903
Armstrong 1903
Fay 1903
Fletcher 1903
Fay 1903
Geneva 1903
I'm not sure from the document what the original sources are, and I think the year is a 'first year of manufacture' or something, since looking up better known makes gives a single year also. But 1903 seems a reasonable earliest date for the bike.
Sorry I can't help more,
Best Regards,
Adrian