[1] At the start of the American Civil War, the Board of Police Commissioners began plans to raise four regiments to send out to the front.

He saw action at Port Hudson, Marksville Plains, Fort Bisland, Cross Roads and Vermilion as well as engagements along the Red River.

He was put in charge of a number of precinct houses throughout Manhattan and, as well as serving with the famed "Steamboat Squad", he "broke up dens of vice and crime" along Chatham Street.

His campaign against the Slaughter House Gang, a group of river pirates based at Johnny Dobbs's saloon at Water Street and James Slip, eventually resulted in the breakup of the organization with the help of the "Steamboat Squad".

In a desperate attempt to lure him out of hiding, Allaire sent a letter to McFarland imitating his brother's handwriting and signature allowing him to set up a trap to capture him [1] at the Westmoreland Hotel on the corner Seventeenth Street and Fourth Avenue.

[5][6] In 1877, Allaire declared war upon a vicious gang of criminals active in the east side area between Houston and Fifth Street known as the Dutch Mob.

Only recently assigned to the local Eighteenth Precinct, Allaire led a "strong-arm squad" to drive the Dutch Mob out of the area.

[1] Allaire was also responsible for capturing the infamous forger gang headed by Joe Elliot, Charley Becker and Clem Harris after they had attempted to pass a worthless $60,000 check on the New York Safe Deposit Bank.

On October 7, 1902, after 42 years of service, Allaire was retired on a pension by Police Commissioner John Nelson Partridge after being found unfit for duty by the Board of Surgeons.