Pirates got me thinking: The Gasparilla parade and Florida politics – Florida Politics

Pirates got me thinking: The Gasparilla parade and Florida politics

There’s one event for which this proud St. Petersburg native will always cross the bridge.

It’s Robert and Nancy Watkins‘ party, held in conjunction with the Children’s Gasparilla Extravaganza, an alcohol-free event celebrating the pirates’ return to Tampa Bay.

Gasparilla is an annual celebration that began in 1904. Held each year in late January or early February, it celebrates the legend of José Gaspar (Gasparilla), a mythical Spanish pirate who supposedly operated in Southwest Florida. There is the main parade one weekend and a night parade held the following week. But to kick it all off, there is the family-friendly children’s parade.

To those who may not know them — and very few people operating in Florida politics DON’T know them — Robert and Nancy may be two of the most essential players in the state’s political universe.

Through their South Tampa accounting firm moves tens (if not hundreds) of millions in political contributions and expenditures. Additionally, Nancy serves as treasurer for dozens of candidates and committees. Among her too-many-to-name Florida clients are several A-list members of Congress and the Florida Legislature.

As we have the past five years, my wife, daughter, and I gladly accepted an invitation to view the parade from the Watkins’ beautiful home. And while my daughter was there for the beads and the floats, I attended for the politics, as the party draws many of Tampa Bay’s leading politicos.

With Bloody Mary in hand most of the day, my conversations with those participating were not for attribution. Nevertheless, I was able to glean several insights into state and local politics.

But first, a quick note about two of the children at the parade.

The first is about Lizzy Brandes, the amazing seven-year-old recently adopted by Natalie and Jeff Brandes. I say “amazing” because that’s precisely what she is. She is so much more acclimated to American life than what you could believe can happen in such a short period.

And think about, Lizzy knows nothing about our traditions, like a parade idolizing a mythical pirate. Think about how that must look through her eyes. Yet there she was, catching beads with the best of them.

The second note is about Maverick Griffin, the surprise addition to Melanie and Mike Griffin‘s lives. He’s just as cool in person as his name would suggest and it’s just incredible to see Melanie and Mike, perhaps the city’s best known young professional couple, embrace parenthood with as much enthusiasm as they have the other aspects of their lives.

Now, on to politics.

First and foremost, the attitude of the decidedly Republican crowd was less celebratory than it was in 2017. Last year, the party took place at about the same time as Donald Trump‘s inauguration and so there were plenty of folks sporting red “Make American Great Again” hats. This year, however, with the parade taking place just hours after the federal government officially shut down, there were very few, if any, outspoken supporters of the president.

Speaking of which, it’s astonishing to think of the transition one guest has made since I last blogged about the Watkins’ Gasparilla party.

I’m referring, of course, to former U.S. Rep. David Jolly.

Two years ago, Jolly held a sizable lead over his rivals for the Republican nomination for Florida’s U.S. Senate seat. Today, he is among the most prominent critics of Trump. In fact, he may be THE most prominent Florida-based Trump critic.

It remains to be seen what Jolly will do in 2018 and beyond. I doubt he runs for office. And I know Jolly would like to book a full-time gig with a cable network. But can he make that happen?

Jolly also had an impressive set of comments about the #NeverTrump movement. He spoke about what will happen AFTER the fever breaks. And about how those Republicans who did not stand up to Trump may be judged. I agree with the former congressman that reckoning will come for the Paul Ryans of the world who not only did not stand up to Trump, but enabled him.

He’s not exactly a #NeverTrump’er, but he’s close enough: Will Weatherford was missing from the Watkins’ party, although his lovely wife, Courtney, stopped by.

I guess Will’s just too busy making money in the private sector to stop what he’s doing for a parade.

State Sens. Jeff Brandes and Dana Young both made appearances Saturday.

While Brandes has yet to draw a Democratic opponent, Young learned last week that Bob Buesing would run against her again in 2018.

In a way, Brandes and Young’s fates are intertwined. It’s like that Florida Democrats do not have the resources to fund a candidate against both Brandes and Young, so now that Buesing is in against Young, Brandes may be closer to being off-the-hook.

Yet the upside for Young is higher than it is for Brandes: if she can get past Buesing, she has a better-than-even-money chance to be the first female Senate president in decades. There’s no doubt Young faces a stiff challenge from Buesing, but I think the book on him is still the same as it was in 2016, no matter how much the political environment has changed. He’s a smart man and, by all accounts, a solid lawyer and valuable member of the community.

But is he a good politician?

Young, meanwhile, has beat back everything opponents have ever thrown at her. And if she could beat the late Stacey Frank in 2010, I wager she’ll be able to get by Buesing this year.

Hard at work on the campaign trail is political consultant Anthony Pedicini, who is always one of the first to arrive at the Watkins party. He also brings much of his extended, parade-loving family to the event. And they’re great.

Of course, Pedicini spent much of the day on the phone, working on the special election in House District 72. Pedicini and his partner, Tom Piccolo, are on a tear, winning one special election after another in 2017-2018. But there’s something afoot in HD 72, despite advantages Republicans hold in that seat.

For several reasons, Democrats are excited about Margaret Good‘s chances in this seat. They’re raising serious money, although Republican James Buchanan is too. For some time, the fur has been flying in this race (no doubt part of what Pedicini was working Saturday), so keep this contest on your radar.

Finally, if there is one takeaway I want to impart about Saturday, it’s about how, um, interested Bob Buckhorn might be … could be … in the running for, um, Florida Governor … in 2018.

Hizzoner always comes to the Watkins party after working the parade route and, even more so than in years past; he was a man in full. Buckhorn knows what kind of job he’s done in Tampa and really, really would like to do the same for Florida.

I joked with him about how great it would be if he could give a speech years from now and say “Florida has its swagger back” just the way he was able to say the same thing about Tampa.

Lobbyist Ana Cruz and I spent thirty minutes practically begging Buckhorn to reconsider not running in 2018, primarily since John Morgan — who would’ve clogged the same lane Buckhorn would run in — has taken himself out of the running.

Buckhorn’s problem is that while he would almost certainly do well in a general election, he would struggle to escape the identity-based politics of the Democratic nomination. It probably won’t be the year for another middle-aged white guy — no matter how great his story — and Buckhorn’s story in Tampa is great. That is a damn shame. Because, in Buckhorn, you can literally see the same appeal Joe Biden has at the national level.

There is at least one upshot to Buckhorn not running in 2018. We’ll be able to see him swagger down Bayshore Boulevard one last time in 2019.

Tampa Mayor Bob Buckhorn greets a boy along the parade route of the 2018 Children’s Gasparilla Experience.

Peter Schorsch is the President of Extensive Enterprises and is the publisher of some of Florida’s most influential new media websites, including SaintPetersBlog.com, Florida Politics, Orlando Rising and Sunburn, the morning read of what’s hot in Florida politics. Schorsch is also publisher of the quarterly INFLUENCE Magazine. For several years, SaintPetersBlog was ranked by the Washington Post as the best state-based blog in Florida. In addition to his publishing efforts, Peter is a political consultant to several of the state’s largest governmental affairs and public relations firms. Peter lives in St. Petersburg with his wife, Michelle, and their daughter, Ella.
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