He was a carpenter by trade, but was an adventurer all the days of his life.
When he was thirty years old he married the woman that would be his partner in adventure, Rosa Shepard.
When the gold rush was on Doolittle traveled to the Klondike in hopes of striking it rich. Luck was not on his side on this endeavor however. Six months after arriving a son was born and he took his family and made his way across Canada to Alaska.
Raising a son and caring for a wife in Nome, Alaska held many adventures for Doolittle.
He died in 1918 in Seward, Alaska.
Probate and other estate records suggest he died in Kenai, Alaska in 1917.
1900: Northern district, Alaska Territory; census indicates he came to Alaska Oct 1897, and was from Alameda, California, born Connecticut Nov 1864. His wife was enumerated elsewhere in Nome, Alaska.