When Portland, Oregon was first settled in the early 19th century, its initial name was The Clearing. Two of its initial founders -- Asa Lovejoy (from Boston) and Francis Pettygrove (from Portland, Maine) -- each wanted to rename it after his respective hometown.
In 1844, the two men left the decision up to the flip of a coin. When Pettygrove flipped two heads, the selection was made. The Clearing would become known as "Portland" from then on.
Thanks to the Portland Penny, Boston just barely avoided having a West Coast twin city.
Today's email comes from Bostonology co-founder Peter Gorman, who bicycled to Portland (Oregon) from Boston. If you haven't seen his campaign to help others travel, watch the video here.