An employer. As an adjective, principal.

1

1806.  May 26…. By the time I had finished the letter, I had completely forgotten the errand I was sent on; so I had to return, make an awkward apology to boss, and look like a nincompoop.—W. Irving, ‘Life and Letters,’ i. 171 (1862). (Italics in the original.)
  [Irving’s “boss” was Josiah G. Hoffman, a N.Y. lawyer.]

2

1818.  Now I reckon you do not know that my boss would not have a single ugly or clever gentleman come to his store, if he cut coloured men; now my boss, I guess, ordered me to turn out every coloured man from the store right away, and if I did not, he would send me off slick; for the slimmest gentleman in York would not come to his store if coloured men were let in; but you know all that Sir, I guess, without my telling you; you are an elegant gentleman, too, Sir. [A negro barber in Broadway loquitur.]—H. B. Fearon, ‘Sketches of America,’ p. 59 (Lond.).

3

1822.  Master is not a word in the vocabulary of hired people. Bos, a Dutch one of similar import, is substituted for it.—J. Flint, ‘Letters,’ p. 9. (N.E.D.)

4

1839.  “Why don’t you get in, boss?” said one of the men on the dock.—Charles F. Briggs, ‘Harry Franco,’ i. 31.

5

1840.  The fifer was no other than Charley Moggs, long known as the boss loafer of Bickerbray.—John P. Kennedy, ‘Quodlibet,’ p. 244 (1860).

6

1841.  The boss had been in for a few moments; but, finding his hands absent, he had left.—Mr. Benton of Missouri, U.S. Senate, July 13: Congressional Globe, p. 191.

7

1845.  The prefix Boss was doubtless acquired from the fact of his affecting to be a leading character in his settlement.—W. T. Thompson, ‘Chronicles of Pineville,’ p. 43 (Phila.).

8

1847.  I swow to man, I thought he’d strike the boss.—‘The Great Kalamazoo Hunt,’ p. 44 (Phila.).

9

1848.  “How d’ye dew, folks?” said the stranger, puffing away at a long cigar; “is the boss devil to hum?”—W. E. Burton, ‘Waggeries,’ p. 63 (Phila.).

10

1850.  Mr. Gouch, the boss of the gang, was a middle-aged, middle-sized man, with a heavy face and a dull eye.—S. Judd, ‘Richard Edney,’ p. 48 (Boston).

11

1862.  

        An’ so we fin’lly made it up, concluded to hitch hosses,
An’ here I be ’n my ellermunt among creation’s bosses.
Lowell, ‘Biglow Papers,’ 2nd Series, No. 3.    

12