Co 14300-D - Mike Gann has added the original labels. The last Jan13/May23 label in the 14000-D series is 14249-D (14248-D is Martha Copeland, Nobody Rocks Me, but its A-side has possibly the Jan/RE label on all copies). 14250-D has Jan13/RE, and is Bessie's Mean Old Bed Bug. So the exact month of the change is known for this series, but might be slightly different in the main popular series. The West Coast still used up the remaining old label stock. 14351-D/52-D (Sam Morgan/M.Copeland) have Jan/May on the West Coast labels; 14353-D Ethel Waters has Jan/RE.
Bridgeport labels also were die-cut at 89.5mm (3.5236") at the time, being as when pressed onto the record, they'd shrink to about 89.0mm (3.5039"). I presume the labels on Oakland's pressings were about a millimeter less (i.e. originally at 88.5mm, but when pressed appeared 88.0mm)?
The small deep groove, meanwhile, was roughly 28.5mm (1.122") on the inner edge and between 31.5mm (1.2402") and 32.0mm (1.2598") on the outer edge.
Also, Bridgeport's use of 10 point Gothic Condensed No. 1 dated to the mid-1910's. It was around 1927 that it popped up again on these labels.
Images 3501770 and 3501771 show the song titles on both sides set in a larger serif font, 12 point Century Expanded, which is typical for Oakland, CA pressings (from Fall 1926-1936 or later), cf. W.B.lbl’s comments at here.
On images 3502132 and 3502135, in contrast, the song titles are set in the smaller sans-serif typeface 10-point Gothic Condensed No. 1, which the Bridgeport pressing plant began to use in 1927, see W.B.lbl's comments at here.
The variant label is a 1928-1929 Viva-tonal style label marked as "Viva-tonal Recording" with one patent date (Jan. 21, '13) and patent nr. RE. 16588 at bottom.
The original is a Feb. 1927-1928 Viva-tonal style label marked as "Viva-tonal Recording" with three lines of registration text in English and Spanish under the Columbia logo and with two patent dates (Jan. 21, '13 and May 22, '23) at bottom.
Infos per M. Sherman & K. Nauck, "Note the Notes," page 32.