"E.D.B N.Y. Paid". Oval
handstamp on unused buff envelope and similar printed circle on buff
envelope with Aug. 1868 date and "Circular--Catalogue" on address line,
minor faults, Fine, rare, the printed envelope confirms the date and
prepaid status of the handstamped envelope, not much else is known about
"E.D.B." (Image) 
Floyd's Penny Post.
Circular handstamp with sunburst clearly struck on buff cover to principal
of Ogden School, three printed enclosures incl. one for Spencerian writing
method, Extremely Fine (Image) 
Floyd's Penny Post.
Circular handstamp with sunburst on complete copy of General Regulations
of the First Regt. Light Infantry (U.S. Zouave Cadets) of the Illinois
State Troops, this was Col. Ellsworth's regiment, crease in cover thru
marking, otherwise Fine (Image) 
Floyd's Penny Post
Chicago. Sunburst circular handstamp on backflap of cover with 3c Rose
Pink (64b) tied by blue duplex grid and "Chicago Ills. Apr. 7"
double-circle datestamp, to Berlin Wis., small faint waterstain at top
left, Very Fine (Image) 
Floyd's Penny Post,
Chicago. Blue double-oval handstamp on small cover to local street
address, with original part-printed enclosure from Chicago Fire & Marine
Insurance Co. dated Aug. 2, 1861, Very Fine
(Image) 
Floyd's Penny Post,
Chicago. Mostly clear strike of circular handstamp, 3c Rose (65), tied
by "St. Louis Mo. Sep. 28" duplex circular datestamp and target on yellow
cover to Chicago street address, sender's routing "Floyds Penny
Post", note on back indicates the sender was the son of P. R. Spencer,
creator of the Spencerian handwriting method, Very Fine, ex Malcolm (Image) 
3c Rose (65). Tied by
"Saint Louis Mo. May 7, 1863" circular datestamp on legal-size cover to
Chicago, clear strike of "Floyd's Chicago Penny Post" handstamp,
minor edgewear, Very Fine (Image) 
Floyd's Penny Post, Chicago
Ill., (1c) Blue (68L1). Large margins, tied by bold strikes of "Floyd's
Penny Post Chicago" circular handstamp on legal-size cover from St. Louis
to local Chicago address, sender's directive "Care Floyd's Penny
Post", 3c Rose (65) with clipped perfs at top, tied by "Saint Louis Mo.
Apr. 12., 1862" circular datestamp, slightly ragged opening at left, Very
Fine and rare use of Floyd's stamp on inbound mail, ex Golden (Image)
Floyd's Penny Post, Chicago
Ill., (1c) Green (68L3). Original gum, small even margins all around,
bright and freshVERY FINE. NO MORE THAN A DOZEN EXAMPLES OF FLOYD'S GREEN STAMP ARE KNOWN TO US, AND OF THESE ONLY TWO ARE IN SOUND UNUSED CONDITION.
John R. Floyd advertised the start of his Penny Post in July 1860. In June 1861, after the outbreak of the Civil War, Floyd sold the firm to Charles W. Mappa, but continued to assist in managing the post for several months before leaving for war in January 1862. Mappa in turn sold out to Kimball & Waterman in May 1862, and the post continued at least until November 1862 and then closed.
The Brown and Blue stamps were the first issued, and the Blue continued to be issued from 1860 through 1862. The Green stamps are known used only in October and November 1862, thus they appear to be the last printing, probably by Kimball & Waterman before the post was closed. The Blue is the most common, and the Brown is extremely scarce. The Green is by far the rarest, with only two recorded covers, six or seven used stamps off cover, and three unused stamps (two with original gum) known to us.
Ex Golden. With 1999 P.F. certificate (Image)
Floyd's Penny Post, Chicago
Ill., (1c) Green (68L3). Ample to large margins, well-struck "Floyd's
Penny Post Chicago" circular handstamp, light corner crease at top right,
Very Fine appearance, rare, only six or seven used examples known off
cover, signed Sloane (Image)
Floyd's Penny Post, Chicago
Ill., (1c) Green (68L3). Ample margins to well clear at upper left,
lightly cancelled by "Floyd's Penny Post Chicago" circular handstamp, rich
color and fresh, minute tear in lower right margin, Very Fine appearance,
only six or seven used examples known off cover, ex Schwartz (Image)