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There once was a time when I actually admired Donald Trump. I had never liked him before – for all the obvious reasons – yet on August 18, 2006, I was watching a Friday night Red Sox game against the Yankees and there he was, throwing out the first pitch in hallowed Fenway Park. There was a different vibe to the usual, let’s say, ungracious response from the crowd to the hated Yanks that evening – it was the kick-off to the annual, late summer Jimmy Fund telethon. The Jimmy Fund is one of those great organizations that make you proud to be a Sox fan. They support the Dana-Farber Cancer Institute, raising millions of dollars to help save lives and give hope to cancer patients everywhere.
It was a brutal day for the home team, losing the first game of a double header by double digits, then later in the second game, which the Yankees won 14-11, The Donald visited the broadcast booth and he had a very good appearance with announcers Jerry and Don. They yakked about baseball stuff and then Trump had a lot of nice things to say about the Red Sox organization and the Jimmy Fund. That went a long way with me, and I found myself thinking, “Hey, maybe he’s okay.“ He was funny, engaging and even came off sounding a little humble.
After raising $2.3 million in 2005, they were aiming to reach a target of $2.6 million that year and were only $60,000 away from reaching their goal. Like a golf ball teed high, Trump struck – I’ll cover it! He said without hesitation. PING! It was one of those perfect moments that will be part of the Trump Presidential Library collection, I assure you (admission fee required). It was as if the billionaire from New York swept the broadcast booth and the audience off their feet while his team swept the Red Sox off the field. The Sox would go on to finish third in the AL that year, 11 games behind the first place Yankees.