William Pynchon - A Shrewd, Business-minded Settler of Cities

A Shrewd, Business-minded Settler of Cities

William Pynchon was one of New England's first and most business-minded settlers. In founding Roxbury, Massachusetts in 1630, Pynchon settled land near a narrow isthmus, which was necessary to cross in order to reach the Port of Boston — thus all of Massachusetts' mainland trade needed to pass through his town. Unfortunately, Roxbury — originally named "Rocksbury" for its rocky soil — was a poor site on which to farm in comparison to the fertile Connecticut River Valley. Thus in 1635, Pynchon carefully scouted out the Connecticut River Valley for its best location to both farm and conduct business. Happily, he discovered that its best location had not yet been settled. In locating the land that would become the City of Springfield, Pynchon found land just north of the Connecticut River's first large falls, the Enfield Falls, which was the river's northern terminus navigable by sea-going ships. By founding Springfield where Pynchon did, much of the Connecticut River's traffic would have to either begin, end, or cross his settlement. Additionally, the land that would become Springfield was inarguably among the most fertile for farming in New England — and its Natives were initially friendly, unlike those near southerly Connecticut River settlements such as Hartford.

Earlier settlers of the Connecticut River Valley — who then resided in the three Connecticut settlements at Wethersfield, Hartford and Windsor — had been primarily religious-minded and did not judge land for settlement in the shrewd terms that Pynchon did. Perhaps most strategically of all, Pynchon's settlement was located equidistant to the New World's (then) two most important ports, Boston and Albany, with Native roads already cleared to both places. Springfield could not have been better situated — and currently, as Springfield is the Connecticut River Valley's most populous city, history seems to have vindicated Pynchon's original assessment of the land.

In founding "The Great River's" northernmost settlement, Pynchon sought to enhance the trading links with upstream Native peoples such as the Pocumtucks, and over the next generation he built Springfield into a thriving trade town and made a fortune, personally. As noted above, after disagreements with Captain John Mason and later Thomas Hooker about how to treat the native population (Pynchon was a man of peace and Springfield's natives were friendly, whereas Hartford's natives were warlike and thus Connecticut's settlers chose to treat them as enemies rather than friends.) Pynchon believed that Connecticut's policy of intimidating and brutalizing natives was not only unconscionable, but bad for business. After Pynchon became disaffected with the Connecticut Colony, he annexed Springfield to Massachusetts Bay Colony, confirming that colony's western and southwestern boundaries.

Pynchon built a warehouse in what was once Springfield, but is present-day East Windsor, Connecticut, known as Warehouse Point — and to this day, it still bears the name. In the years 1636-1652, Pynchon exported between 4,000 to 6,000 beaver pelts a year from that location, and also was the New World's first commercial meat packer, exporting pork products. The profits from these endeavors enabled him to retire to England as a very wealthy man.

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