Help from the Button Pros please...2 to I.D.

HIGH SCHOOL REGIMENT. THE OTHER FIRE DEPARTMENT.
 

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I will address you second button first. The backmark book says the following: "Cumner, Jones & Co, Boston began in the 1850s as D.J. Foster & Co and in 1866 as Sibley, Cumner & Co. H. W. Cumner & N.P. Jones were listed from 1879 to at least 1910 as tailors and trimmings dealers at 71 Summer Street and 90 Chauncy." About the most I can tell you about the first button is that it is post civil war.
 

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