Spy Eye: Obama for President in Chestertown


In the remaining months of 2008, I was still infrequently commuting between California and a small second home in Chestertown. While I had decided to permanently move back to the Eastern Shore, I was still wrapping up a thirty-year career in the Bay Area and would not be a legal voter in Maryland until the following year.

That was the primary reason I wasn’t entirely up-to-date on the hyperlocal presidential politics of Chestertown. The national drama of having an African-American running for president was compelling enough without the outside chance that Obama might win Kent County that year.

So when I made a trip back that early fall, it was not only the sight of hundreds of Obama lawn signs but what it said about Chestertown and why so many love it so much.

This video is approximately three minutes in length

About Dave Wheelan

Letters to Editor

  1. I hope you are aware that Republicans live in Chestertown as well. There are not many of us but we will be heard. Most of the people at our yard sale today we’re glad to see our Trump bumper sticker.. I consider that a positive sign….

    • Deirdre LaMotte says

      I was a Republican too until Trump was elected. He is
      indecent, unkind and was elected with Russian help. I will never vote Republican again. Out nation is suppose to be a democracy. Trump is changing that.

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