The Tisbury Street Fair takes place every year on July 8, a date I remember because it was my father’s birthday. From 6:30 to 9:30 p.m. Main Street and Union Street are closed to traffic, shops and nonprofits set up tables along the sidewalks, bands play live music at both ends of the street, and long lines gather at the booths where food is sold.
It’s the sort of event you look forward to when you’re new on the island but then it sort of fades from your psychic map. During the almost five years I lived off Skiff Ave., in the mid-2000s, I sometimes strolled into town to check out the street fair with Rhodry, who was well behaved in crowds and always attracted plenty of admiration. Trav is not at his best in new situations, and besides, we live up the road in West Tisbury.
This year was different. As I blogged last month, I’ve fallen in with Democrats. For years now Cathy Brennan has done an MV Dems table at the Tisbury Street Fair. Usual practice was to focus on election years, when there’s lots of campaign literature to be handed out, but as non-election years go, 2017 is proving pretty unusual, possibly unique, so it was decided that a table might be a good idea. I volunteered to help.
Cathy has the routine down and had the table set up before I showed up. Here we are:

Cathy on the left, me and my hat on the right. Photo by Kim Hilliard.
Jay Gonzalez, Setti Warren, and Bob Massie — the three names on the sign at left — are the three Democratic candidates who’ve declared so for the the 2018 Massachusetts gubernatorial primary. We heard them speak at the Democratic State Convention last month, and Cathy brought home their literature to pass out.

State rep Dylan Fernandes listens to Mass. attorney general Maura Healey speak at the July MV Dems meeting. Photo by me.
Maura Healey, featured on the sign at right, is our state’s attorney general. She gave a rousing speech at the convention. I’ve now got her bumper sticker on my car. It says
MAURA HEALEY
THE PEOPLE’S LAWYER
As it happened, she and our state representative, Dylan Fernandes, had been the guest speakers at the MV Dems monthly meeting that morning. They both talked about what they and their offices were doing, at the state house and on the legal front — Healey has been a leader in the legal battle against the Trump administration’s many excesses, and other Democratic state attorneys general across the country have also been on the front lines.
In the days since, several people have told me that they felt more encouraged and energized and inspired after that meeting than they have in months. I get it: I did too, and still do.
The gloom-and-doomery out there is contagious. Social media is a hotbed of generalizations about how screwed up the country is, how stupid Trump supporters are, how clueless and/or corrupt the Democratic Party is. You try to keep your guard up but it gets to you anyway.
So it’s encouraging and energizing and inspiring to listen to elected officials doing important work in the real world, and to be reminded how demanding that work is, and how change doesn’t happen overnight. At the street fair I had conversations with people from an array of states, among them Arizona, Wisconsin, Illinois, and Maine, and people from across Massachusetts. I learned a little more about what’s happening where they live; they learned a little more about year-round Martha’s Vineyard.
One guy noticed the I’M WITH HER button on my hat and said, “I’m still with her.” It made my evening.
Summer money lures Democratic politicians from all over the country to Martha’s Vineyard for big-ticket fundraisers. The cheapest option is usually $500. The ridiculous cost of campaigning, made worse by the Citizens United decision, makes these big-ticket events inevitable. Those able to afford them wind up with face-to-face access to candidates and officeholders, while the rest of us are little more than faces in a large crowd.
This is not to knock large crowds. I’m planning to be a face in the crowd that turns out this Saturday morning to hear Elizabeth Warren, our senior U.S. senator, at the high school’s Performing Arts Center.
But officeholders like Maura Healey, who speak to relatively small groups and stick around for coffee afterwards, are so refreshing, and effective representation in state legislatures is so important. In Massachusetts a state rep represents on average about 40K people, a state senator about 160K. The house districts in particular are not large, at least not in population.* Elect a real representative and the chances are excellent that you’ll be able to establish a face-to-face connection even if you never contribute to a campaign.
- Dylan did note that a colleague of his from western Mass. has been heard to complain that his district is so big it takes two hours to drive across it. To this Dylan replied that it took two and a half days to get across his district, which includes the Vineyard, Nantucket, and part of Falmouth (on the mainland). He spends so much time on the boat that the Steamship Authority should give him office space — or maybe a berth.
Let’s hope there is a sound, positive momentum building in the party… Focus is the name of the game and we can’t have a message that is all about not-being-Trump if the Democrats are going to live longer and prosper…we need more platform, a clear message, and a lot more hope and change — all starting at the grass roots, and with people who want to take the country back, district by district.
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Amen. I’m seeing some encouraging signs from the national party about supporting state committees in the 50 states to work on state legislatures and governors’ offices. Long, long overdue, and I think everybody gets it now, at least in theory.
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I’m just a summer visitor but avid lover of all things Vineyard. One of our “friends” frequently refers to our trips to the Vineyard as such… Oh, you’re going to Democrat Island… LOL… as opposed to Nantucket, which he apparently approves of. I’ll take it!
I do think something you said is very true though- The Dems have been clueless in some areas and this was a huge wake up/reality check I think they needed. I am unaffiliated only because I do see points made on both sides of the isle, but the Democratic party of generations past is one I would have stood behind 100 percent. I see new blood coming in that I think sees that bigger picture and am hopeful for a revitalization of the party. Sounds like you are meeting people who fit that bill.
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