Michael Hepburn writes ‘Love Letter’ to Miami, but will voters actually read it?

First in a series of profiles about the Miami mayoral candidates
Miami mayoral candidate Michael Hepburn says he’s “on the verge of making history” as Miami’s first black mayor. That’s a bold and confident statement — and one Ladra has heard before from more than one well-intentioned candidate whose campaign never made it past early voting.
Hepburn, a Miami native whose family roots in the city go back to 1896, is one of the other seven — not one of the six candidates considered frontrunners in a race that will certainly end in a runoff. But he is, arguably, the most exciting.
Running on a working-class platform he calls a “love letter” to his hometown. The non-profit executive, self-proclaimed sports and entertainment entrepreneur and civic advocate says he’s connected with 25,000 Miami households and stands as “the first Black Miamian to ever execute a bonafide viable campaign” for the city’s top job.
That “viable” part is where Ladra cocks her head a little.
Because while Hepburn’s passion is undeniable — his press releases and his website read more like a halftime pep talk than a political announcement — the climb to City Hall is a steep one, lined with big names, big money, and big egos. Hepburn, by his own admission, is “not a millionaire” and “not a recycled elected official.”
Which is exactly what Ladra likes about him — but also what makes this a long shot.
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Hepburn has one notable endorsement — from entrepreneur Maxwell “Max” Martinez, who dropped out of the race before qualifying. Martinez, who placed second in the 2021 mayoral race against Francis Suarez, said he met Hepburn during that race, when Hepburn was running for city commission. He’s not only impressed with his work ethic, he also thinks that Hepburn can help drive policy and he likes that he’s a fresh face.
“The other names on the ballot have all been in office — you’re currently living in the results of their work,” Martinez, a fellow Democrat, said of Hepburn in a story in Florida Politics last month. “Mike fights the right way, and he’s never bowed to developer money or special interests.”
His campaign finance reports reflect that. Of the $36,000 and change he has reported raising, almost $34K comes from himself. The rest are in small donations, no bigger than $100. There are a lot of $44 contributions, to signify that he would be the city’s 44th mayor.
Hepburn, who won a Miami Herald Silver Night at Miami Central High, ran for commission in 2021 in District 5 and came in third, behind former appointed incumbent Commissioner Jeffrey Watson and Commission Chairwoman Christine King, who won that race with 65% of the vote and is up for re-election on the November ballot. This year, you can see many of King’s yard signs with Hepburn’s.
That’s by design.
“Because of District 5 is why I have a path to the runoff,” Hepburn told Political Cortadito. He didn’t want to compete with King for votes. He wants to share them with her.
“If I can cultivate my base and also galvanize those other communities in the city, then I have just as good a chance as anybody else,” Hepburn said, adding that the black vote is underestimated. There were 18,000 Miami black voters in the 2024 presidential election.
“They’re not engaged locally but they’ve never had anyone to vote for,” Hepburn told Ladra. “We’ve always been relegated to our district. I’m the first person who looks like me to run for mayor.”
Hepburn also ran for state rep twice and congress once — so this is his fifth try for public office — and has volunteered with the Miami Parks & Recreation Advisory Board’s Community Emergency Response Team, as a charter member of AmeriCorps and a co-founder of the Allapattah Neighborhood Association.
He is the executive director and principal of Reimagine Miami Foundation, Inc., a nonprofit he founded in 2021 that supposedly helps cover college expenses for public high school graduates — and has reportedly already doled out more than $160,000 to students. Funding sources could not be identified. Ladra could not find the non-profits 990s online, but small charities with gross receipts of under $50,000 are not required to file them.
Among the long shot would-be also-rans, Hepburn is a star. He’s already got some name-rec and he’s hitting the right populist notes: promising to lower the cost of living for working people, stand up to special interests, fire the city manager, and restructure the mayor’s office into five focused functions with 44 policy actions — a level of detail most Miami candidates haven’t even imagined.
He also vows to “take back the power of the dais” and “stand up against corruption,” which in this city is practically a campaign requirement. If you don’t say you’ll fight corruption in Miami, are you even running?
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Hepburn’s plan touches on all the civic buzzwords: affordable housing, climate resilience, neighborhood safety, and uplifting children and seniors. But to break through the noise, he’ll need more than a heartfelt letter — he’ll need cash, coalition, and credibility beyond community boards. He couldn’t even get the 5% needed to be on the stage at the Downtown Neighbors Association’s mayoral debate last month, and called for the community to boycott the event.
He also suspended his campaign for a bit in June to try to recall Commissioner Damian Pardo for sponsoring the ordinance that moved the city elections from odd-numbered years to even-numbered years, which effectively cancelled this year’s mayoral race, where he had already been campaigning for months. Years? Another candidate, former City Manager Emilio Gonzalez, filed the lawsuit that forced the city to rescind the ordinance (it was found to violate the city and county charter) and put the race back on.
That said, there’s something refreshing about Hepburn’s tone. He sounds like someone who actually rides the bus, who has waited at a hot corner for the 7, the 11 or the 27A, and who still believes that City Hall can be fixed from the inside.
Maybe it’s naïve. Or maybe it’s the kind of earnestness this city needs after years of headlines about FBI probes, absentee mayors, and million-dollar condos no one lives in.
Either way, Hepburn is right about one thing: it’s personal.
And if history is made in November — and that’s a big if — it won’t be because of money or dynasty names. It’ll be because enough working-class Miamians decided to believe in one of their own.
The post Michael Hepburn writes ‘Love Letter’ to Miami, but will voters actually read it? appeared first on Political Cortadito.

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