Charles Sears McCulloh became a successful New York City accountant with a reputation for honesty. He was one of the first public accounts in Manhattan and joined the firm of Haskins and Sells in 1898, eventually making partner. After practicing on his own for a time he joined the firm of F. W. Lafrentz & Co, where “for seventeen years Charles was chief examiner for the State of New York.”
He courted his future wife, Kate Monteith Mayo for nine years before marrying her April 23, 1889. Early in their marriage they rented an apartment at 206 West 69th St in Manhattan. They later purchased what we would today call a condominium at 223 W. 139th St. where they lived for the next 15 years. After his second marriage, Charles moved to 1105 Park Ave. and bought a summer home in Florida near Miami on Sunset Island No. 1.
Charles loved sailing and was a member of the Cherry Diamond Yacht Club, serving as treasurer in 1892. He owned two different yachts (a 50 footer and later a 70 footer) on which they spent summer vacations sailing around Long Island Sound. He also had a small sailboat moored in Flushing Bay that was used regularly.
Besides sailing, Charles was an avid bicyclist. An interesting article in the New York Tribune describes a parade in 1896:
The “parade last night held under the auspices of the McKinley and Hobart Wheelmen’s League was inspiring. Many prominent wheelmen were in line… and it is said that almost every member of this club is a Republican… The alignment of the parade on its long journey through the streets was excellent all the way to the reviewing stand at Madison-ave. and Twenty-sixth-st. The marshal’s aids were experienced cyclists who had acted in that capacity at other bicycle parades and they handled their charges like well-drilled soldiers.
The McKinley League, which is composed of 2000 enrolled riders had the right of line. Following them came the New-York Republican Bicycle Brigade, numbering 300. The Sound Money Club Wheelmen of Tarrytown came next numbering nearly 400 and bringing up the rear there were possibly 1000 unattached wheelmen and wheelwomen. The marshal’s aids and officials wore white uniforms with blue and gold trimmings and golf stockings. On their heads they wore gilded helmets, some of which had pictures of McKinley on the front and others being decorated with a golden eagle… Marshal of Third Division, John B. Yates. Aids – Peter Burkhart, Charles S. McCulloh and George G. Cook.”
Charles walked to work every day. At 80 he was healthy and going strong until he fell on some ice and broke his hip. From there it was a downward struggle and after a two year illness he died December 26, 1940 while at his Miami Beach home.
 “Charles S. McCulloh,” obituary, New York Times, 27 December 1940, author’s clippings.
 1900 U.S. Census, New York County, New York, pop. sch., Manhattan, ED 462, p. 18A, dwelling 33, family 457, Charles McCulloh, citing NARA T623, roll 1103; 1910 U.S. Census, New York County, New York, pop. sch., Manhattan, Ward 12, ED 525, p. 11A, dwelling 38, family 274, Chas S McCulloh citing NARA T624, roll 1021; 1920 U.S. Census, New York County, New York, pop. sch., Manhattan Assembly District 21, ED 1435, p. 4B, dwelling 17, family 69, Charles McCulloh, citing NARA T625, roll 1224; 1930 U.S. Census, New York County, New York, pop. sch., Manhattan, ED 541, p. 3B, dwelling 122, family 138, Charles S McCulloh, citing NARA T626, roll 1566, all at http://www.ancestry.com.
 Interview with grandson, Grant Scott, Jr., in 1990; “Charles S. McCulloh,” New York Times, 27 December 1940.