How the Steamship Authority saved Christmas (just kidding)

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Photo illustration by Dave Plath

It arrived at the North Pole like a damp envelope that had been through three ferry decks and an argument.

A nearly 60-page stocking-stuffer from the Massachusetts Office of the Inspector General, explaining — politely, for a document with such sharp teeth — that the Steamship Authority’s grand website adventure was “doomed from the start,” and that “millions” went overboard somewhere between optimism and oversight.

Santa read it with the same expression he wears when a reindeer returns with a “minor” sleigh ding and a suspiciously fresh pine-scented air freshener. Because the timing — oh, the timing — was divine.

Up there, in the frosted sprawl of workshops and unionized whimsy, the elves were mid-crisis on their own website redesign.

Not because they wanted one. Because somebody in “North Pole Communications” insisted the sleigh reservation system “felt dated,” and what the public really needed was a homepage with snowflake animations, a carousel of smiling children, and a photo of Santa staring thoughtfully into the aurora like a tech CEO pretending to love humanity.

And just like that, the elves were about to make the same fatal mistake the Inspector General described down here: confusing the shiny front — the public-facing website — with the ugly, essential back — the reservation system that actually gets the job done.

Because, let’s be honest: Nobody cares how pretty your sleigh looks on the landing page when the back end coughs up the wrong chimney at 2:03 a.m. and sends a bicycle to a dentist in Edgartown, while the kid in Vineyard Haven gets a heartfelt “Page Not Found.”

Picture it: December 24th. The sleigh dispatch is glitching. Reservations crash during peak periods. Parents everywhere begin the ancient seasonal ritual of pulling their hair out, not in peace, but in rage — while children stare at the fireplace like it’s buffering.

Meanwhile, Santa’s help desk is melting down:

“Ma’am, have you tried clearing your cookies?”

“Yes, I’ve cleared my cookies, I’ve cleared my conscience, I’ve cleared my entire holiday spirit — where is my kid’s Disney Stitch Puppetronic?”

And then — thanks to the Vineyard’s own grand saga of maritime mismanagement — the North Pole got the warning label in time. The Inspector General’s report didn’t just scold; it mapped the whole slow-motion pratfall: website first, reservation system later; not enough questions; no meaningful oversight; a cascade of failures anchored by not understanding how the parts fit together.

So, Santa did what any competent logistics professional would do after reading something like that: He walked straight into the workshop, held the report aloft, and said, “Nobody touches the homepage until the sleigh reservation system works. Also, whoever suggested snowflake animations is on stocking-stuffer duty for a week.”

The elves wept with gratitude. Somewhere a spreadsheet sang.

And — here’s the part the Steamship Authority will never put in its annual report — the Vineyard didn’t save Christmas alone. Because if you want credit assigned where it belongs, you have to mention the citizens who’ve been standing on the dock for years, raising hell with the steady patience of people who know exactly what they’ve been told to ignore.

The Steamship Authority Citizens’ Action Group — those glorious public-service naggers — have been banging the alarm bell for ages, and when the report landed, they said what needed saying: that residents across the port communities have raised these concerns for years, and the findings validated the need for accountability, transparency, and structural reform.

In other words: The sleigh didn’t just dodge a digital iceberg because of a report. It dodged it because people kept pointing at the iceberg while everyone else admired the paint on the ship.

So, yes — this year, when the sleigh lifts clean into the night, when the routes hold, when the reservations don’t evaporate into a spinning wheel of despair, when no parent is left screaming into a seasonal void, take a moment to thank SSA for saving Christmas. Not on purpose. Not gracefully. But by accident, naturally.

Neither Rudolph nor Bob Davis could be reached for comment.

3 COMMENTS

  1. 36 years ago on Christmas Eve, I was travelling to see family in Maine. The SSA waived the fee as a holiday gift. Times have changed and will change again.

  2. The SSA did save the spirit of giving, celebrated at this time of the year, for us that day. A little more information about the generosity of the free boat ride on Christmas day to go see family in Maine. My eldest daughter, a graduate of MVRHS and UMASS, was expecting her first child. I was driving a 1961 Plymouth Fury, with a 318, and expecting my last child. The boat was the M/V Islander and it was full.

  3. On behalf of my fellow friends on the Steering Co of the Steamship Authority Citizens’ Action Group, I’d like to thank the entire editorial staff at MV Times for always being the first to listen to us and publish our letters outlining many of the same concerns as the IG. You do a great service to the people of MV with your clear, accurate and fair reporting.
    We have a lot more work to do – we are analyzing the WH terminal and OSV spend next. We believe the fiscal overspend on these two projects may well eclipse the reservation system.
    Thank you and Happy New Year!

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