First appearing in 1912, a Henderson ridden by Carl Stevens Clancy a year later would set both into the history books when he became the first person to circumnavigate the world on a motorcycle. The luster of the Henderson Four would continue to shine brightly more than a century later.

Brothers Tom and William would part company with the company absorbed in 1917 by Ignaz Schwinn of bicycle fame and also the acquirer of the Excelsior motorcycle company. That same year a Henderson smashed the longstanding Cannonball Baker cross-country record by nearly four days further cementing its prestige. Even Henry Ford bought one. Production continued until the sun set on the Henderson Four in 1931.

The Henderson DeLuxe was introduced in 1922, and considered the most refined Henderson model ever produced up to that date and it ensured that the Henderson name continued to grow and prosper. The 1301-cc, 28-hp machine was also a winner with police departments. Capable of 100-mph, they beat out the Harley police models during a famous 1922 Chicago “shoot-out.”

This exceptional example is fitted with a matching “chair” as produced by Goulding, the Detroit company considered the first American sidecar company. It wears the correct blue color as does the Henderson, both showing an earlier quality restoration. A stellar machine from the Sigal collection, its overall condition is primed for easy up and running.