Invasive Species Discovered in Key West Election
True Grit. No Agenda. Just the Facts.
A 44-year attorney and former city official sets the record straight — in his own words.
From the desk of
George B. Wallace, Esq.
Retired Assistant City Attorney, City of Key West • Former Planning Board Member
Transparency or Tomfoolery?
There has been a lot said during the current Mayoral campaign about Commissioner Kaufman's removal of a qualified planning board member and his appointment of Sarah Compton to the Planning Board as the replacement member.
Please recall that one of the criticisms of the Grand Jury final report was the lack of proper vetting of planning board members.
To set the record straight, I am the planning board member that was removed.
I had been the planning board's attorney for more than 5 years during my position as Assistant City Attorney with the City of Key West and have practiced real estate law for 44 years.
When I agreed to replace Ed Russo on the Board Commissioner Kaufman declared it to be a "really big deal" and was thrilled that I had accepted the position.
The board was operating very smoothly and meetings were proceeding as scheduled.
Out of the blue, on Friday, August 22, 2025 at approximately 4:45 pm in the afternoon I received a call from the Commissioner. That call went like this.
“Hi Sam, what's up?”
“George, I'm removing you from the planning board.”
Shocked I replied, “Sam, Is there some reason for that? Have I been voting a way you disagree with or failed to keep you up to speed on matters coming before the board in any way?”
“No George, you've done an excellent job but you know all there is to know about the LDR's (Land Development Regulations) and the Comprehensive Plan and have nothing left to learn by continuing to serve on the board, and I've met a young woman relatively new to town who doesn't know how the City operates and can learn a lot by serving on the board and also people need to get to know her.”
So, I asked him, “Who is she?”
“Sarah Compton.”
I said, “I have never heard of her.”
“That's exactly my point!”
I then asked him to give me a minute to consider the opportunity to resign for personal reasons but after discussing with my wife Julie we decided the Commissioner would simply have to remove me for his political reasons rather than my submitting a resignation.
On September 1, 2025 Sarah Compton was appointed to the planning board as my replacement. She is now running for City Commissioner District IV which is my District. When she was told how I was removed in order to place her on the board she acted surprised according to my source. She claimed to have never heard of me. She was given my cell phone number and email address. To this day I have never heard from her.
To the reader, I submit this simply to set the record straight.
Sincerely,
George B. Wallace, Esq.
Retired Assistant City Attorney, City of Key West
Former Planning Board Member
Key West deserves the truth — share it far and wide.
Download the PDF to forward by email. Download the PNG to post on Facebook, Instagram, or X. Every share puts this letter in front of another voter.
George B. Wallace, Esq.
Trial Attorney • Key West, Florida • Florida Bar No. 340189
George B. Wallace is widely recognized across Florida for his expertise as a trial lawyer, with a career spanning over 40 years handling high-profile and complex civil cases in both state and federal courts. He was appointed twice by Governor Rick Scott to the Judicial Nominating Commission of the 16th Judicial Circuit and continues to serve as the Governor's appointee under Governor Ron DeSantis.
George served the City of Key West as Assistant City Attorney from March 2016 until July 2021 — including five years as the Planning Board's attorney — before stepping down to join the Florida Keys Aqueduct Authority. His practice focuses on litigation, real estate law, business law, and criminal matters.
Active in community service since 1984, George is a member of Rotary International, Past President of both the Sanford and Key West Sunrise Rotary Clubs, and serves as Judge Advocate General (JAG) officer for the Navy League Key West Council. He and his wife Julie have called Key West home for over 11 years. A proud fourth-generation Floridian, George is an avid hunter, fisherman, scuba diver — and a devoted Gators fan.
The Watchdog
Why I'm Taking a Stand
Many people in Key West know me as the Jeep rental guy, or the auto repair guy. For years, I played by the rules: I stayed neutral, I focused on my customers and my employees, and I kept my head down. In business, you can't afford to alienate half the town.
But I've learned that there are times when silence isn't neutrality — it's complicity.
My ties to Key West didn't start in 2014; they started in 2011, when I bought a small Jeep and RAM dealership in Michigan City, Indiana. Michigan City was on the verge of being dropped from the Key West based Superboat Race circuit. The loss would have been devastating for Michigan City, as their entire summer festival was built around the annual Superboat races.
The Michigan City Tourism board was looking for sponsors. I secured RAM Trucks as a sponsor, brokered a meeting between the Michigan City tourism board, the Blue Chip Casino, and Key West's own Superboat race promoters. The meeting was in Key West. The end result: a five-year contract that kept racing alive and saved the summer waterfront festival. I made many Key West friends during their annual visits to Michigan City. While everybody else was talking, I got busy getting things done. I got the right people in a room and hammered out a win-win deal. That's what I understood business to be all about.
But I've also seen the side of politics that doesn't build — it only takes.
I spent seven years, 1997 to 2004, locked in a brutal eminent domain battle in Illinois against a mayor who used his office to line his own pockets. I didn't have political connections; I had the truth. I fought a "quick-take" legislative bill sponsored by the state's most powerful politicians, and I won — not because I was a "political operative," but because I refused to let the big shots bully me or my neighbors.
That fight led me into the belly of the beast. I've been in the backrooms and the boardrooms of local, state, and even federal election campaigns. I've sat in rooms where self-styled "progressives" spoke with genuine, venomous hate for half the country — people who find joy only when their opponents are suffering. I have zero tolerance for people who build their careers on hatred, and I have even less patience for those who claim to be "victims" while they dismantle the communities they invaded.
I know what a predator looks like. I know what a political machine looks like.
I have seen some of the ugliest things this world has to offer. In 2004, with four children of our own to raise, my wife and I took in five children from a broken, drug-addicted home, including a blind girl and a boy shattered by trauma. Nieces and nephews from a half-brother I wasn't raised with. We didn't turn our backs. We fought for their health, education and future. Today, those children are thriving adults. We did the right thing, even when it was the hardest thing.
I'm telling you this because you deserve to know who is behind this site. I am not a political hack. I'm just a regular guy.
Having been involved in politics I know who Chris Massicotte is and who he isn't. He's not just a political opponent; he's an invasive species. Chris has over 20 years experience at the highest levels of liberal, progressive national and international political advertising campaigns. Chris remains a partner in the attack ad firm DSPolitical to this day. He is a man who thrives on the unhappiness of others, and he is methodically working to change Key West into his worldview, rather than let Key West be Key West.
I've survived the some of the worst this world has to offer, and I'm not going to let this island be dismantled by a man who hates half the people he's supposed to serve. I'm a regular guy who's seen the Good, the Bad, and the Ugly side of politics — and I'm here to make sure the ugly side doesn't take root here.
"If you like what political activists like Chris Massicotte have done to the United States and the United Kingdom over the last 20 years, you are going to LOVE what he and his Gang of Four have in mind for Key West and the Florida Keys for the next 20 years."
Evidence Comparison
Python Speaks with Forked Tongue
The Python Hisses
What he shows Key West
He claims to be an accountant.
He markets himself as an auditor.
He touts his time at PricewaterhouseCoopers — the world's second-largest and most prestigious accounting firm — as the gold standard of his experience.
He highlights his Master's degree in Government Administration as his primary qualification.
He implies these credentials make him uniquely qualified for the Key West Commission.
He downplays his Washington D.C.-based 22-year career in the high-stakes world of divisive political messaging through social media and data mining, where he is recognized as a top-level innovator.
Hides in the Open
The Python's Real Colors
28 years ago he achieved a BS degree in accounting.
No evidence of CPA certification.
No evidence of continued professional education in accounting.
He identifies as an IT auditor — a distinct role from a financial auditor.
No mention of his tenure at PWC on his professional LinkedIn page — a firm he markets as the "gold standard." Why?
No evidence of employment in a role utilizing his Master's degree in Government Administration.
Voter Beware!
Can you spot the snake in the grass?
He is qualified to pursue public office because he got an accounting degree 28 years ago, but did not pursue a career in accounting?
Would you trust this guy to prepare your tax returns?
He has a Master's in Gov't Administration, yet he has no work experience inside any city hall or public office in the country, and leaves this completely off his resume?
If this guy applied for the job of City Manager, would he make the cut — given his complete lack of experience?
He has a stellar, lifelong Washington D.C.-based career in the highly divisive world of winning political campaigns through digital advertising — recognized as one of the all-time greats — yet he downplays himself as just a small-town political consultant? Why?
Investigative Dossier
Beyond the Auditor: The Real Career of Chris Massicotte
From D.C. Power Player to Key West Candidate. A breakdown of the career he doesn't want you to know about.
The Credibility Check
Nationally Recognized, Locally Misrepresented.
In 2015 Massicotte was named a "40 Under 40" leader in D.C. political consulting. This accolade confirms his status as a nationally recognized expert in progressive digital messaging — a far cry from the "small town accountant" image he presents to Key West voters today.
Key Takeaways from the Press Release
"Professional accounting's loss was professional politics' gain —
Massicotte never looked back."
Ed: Massicotte entered divisive politics in 2005 at age 29.
Congratulations Chris!
🎉Bravery Above and Beyond the Call of Duty: The D.C. Ad Grant Award
Chris Massicotte, the mastermind behind DSPolitical, has been named the top recipient of his own firm's 2024 Ad Grants program. The award? A recognition of "bravery above and beyond the call of duty" in his unsuccessful campaign for Monroe County Commissioner.
"I never thought I would win, and I am so, so honored by this award," Chris said, reportedly choking back tears of joy.
"I want to thank my business partners, my employees, and all the 'little people' who continue to operate the multi-million dollar political ad agency I spent 20 years building at DSPolitical."
DSPolitical is the world's leading political ad agency dedicated to promoting progressive and liberal messaging.
Click here to see all our proud 2024 award winners!Ed: They aren't local — they are the D.C. machine that spends millions to influence elections across the country. Chris isn't just an employee — he's a partner. He helped build this firm. He ran this firm. And then his firm handed him a grant to run for office. If he's this comfortable awarding himself insider deals in broad daylight — and issuing a press release to brag about it — ask yourself: what does he intend to do with a seat on the Key West Commission?
The Python is a political animal that adheres to the law of the jungle: it shows no mercy, consumes everything in its path, and is fueled strictly by partisan ambition.
Evidence File
The Career Breakdown
Three roles. Three organizations. One consistent pattern.
DSPolitical
The Digital Powerhouse.
- Hey Google, who are the biggest liberal progressive digital advertising firms in Washington D.C.?
- DSPolitical is widely recognized as one of the largest and most influential progressive digital advertising firms in Washington, D.C.
- Hey Google, how long has Chris Massicotte been COO of DSPolitical?
- Massicotte served as COO of DSPolitical for 11 years and 2 months — from January 2012 until March 2023 — and continues to hold his partnership stake in the firm.
Catalist
The Data Engine.
- Hey Google, what is CATALIST?
- "We are Progressives who live our values. For 20 years, CATALIST has been the data utility powering the progressive community." Source: catalist.us/who-we-are/
- Hey Google, who are the top investors in CATALIST?
- George Soros provided an initial $1 million anchor investment to help secure the company's $11 million in launch capital in 2006. In 2015, the Soros Foundation added an additional $2.5 million.
The Strategist
The Messaging King.
- Hey Google, what does DSPolitical have to do with CATALIST?
- DSPolitical uses Catalist's premier voter and consumer data to power its digital ad campaigns, allowing Democratic and progressive campaigns to precisely target voters across the internet, streaming TV, and mobile devices.
- HEY VOTERS, ARE YOUR EYES OPEN YET?
- Chris the Python built DSPolitical into a vicious political force; DSPolitical is inseparable from CATALIST; George Soros provided CATALIST's seed and expansion money! Now they're in the Keys. Thanks, Python Chris.
The Infection Map
BITTEN.
Chris Massicotte moved to Key West and began spreading his DC political hateful venom almost immediately. This is the infection map.
Chris Massicotte
Python Massicottus (DC variety)
Republicans make my skin crawl.
The Real Story
Twenty years D.C. political advertising executive; built the pre-eminent progressive ad agency — DSPolitical. Catalist. Soros money. Now running for Key West office — and he brought his venomous hidden agenda with him.
Sam Kaufman
Python Kaufmanicus
Sammy did a bad, bad thing.
The Real Story
A long-serving commissioner. Once a good man. My neighbor. But he has been bitten. Political venom flows in his veins.
Flashback September last year. Sam kicks to the curb the highest qualified Planning Board member — a man who served as attorney to the Planning Board for 6 years. Sam installs his novice political partner Sarah Compton. Why? She is eager. She wants to learn. She needs exposure. Sweetheart backroom political deal.
Sam put personal political ambitions before the people's business. He crossed a line. Voters, do Sam a favor. Send him home to his family and his law practice. He desperately needs anti-venom therapy.
Sarah Compton
Python Eagerbeaverous
Eager Beaver has big dreams.
The Real Story
Sarah Compton is not a Key West success story. She is a Chris Massicotte plant story. Relatively new to town, new to politics, new to who's who in this small town — but eager. Sarah is very eager.
Sam Kaufman made a sweetheart backroom deal to push Sarah's political career along. Sam kicked the most qualified Planning Board member to the curb — a man who served as the board's attorney for six years — and installed questionably qualified Sarah in his place. She must be a fast learner though. After attending two, count 'em two, Planning Board meetings, Sarah decided, all on her own, to file for the big leagues.
Sarah's excited to be part of the Gang of Four looking to take control of the Board of Commissioners to bring their liberal progressive change to Historic Key West — which somehow, someway, was able to survive 200 years without Sarah Compton in charge.
Why Sarah? Why not somebody more qualified, more connected to the city? Because Sarah will do what she is told to do, say what she's told to say, and most importantly Sarah will vote the way her political mentors tell her to vote.
The Verdict: Do Sarah a favor. Send her back to reality.
Bobi Lore
Python Fibberocious
I will not tell a lie.
I will not tell a lie.
I will not tell a lie.
I will not tell a lie.
I will not tell a lie.
I will not tell a lie.
I will not tell a lie.
I will not tell a lie.
I will not tell a lie.
I will not tell a lie.
The Real Story
The Python needed a candidate for District 2. Bobi bit the apple, though the geography didn't fit. Bobi lived in District 1 — at 119 Simonton, his home since 2019. To run, Bobi had to move. Pronto.
The Web of Lies
- November 11, 2025: Bobi publicly claims to reside on a houseboat in District 2.
- November 14, 2025: Bobi signs a federally funded mortgage for 119 Simonton, describing the townhome as his primary residence.
- November 19, 2025: Bobi signs a lease for a District 2 houseboat slip, effective December 1st.
- May 25, 2026 (1:53 AM): Bobi is cited for speeding. The address on his license? 119 Simonton. He fails to update his Driver's License for six months, despite Florida's 30 day rule
- June 11, 2026: Bobi signs an affidavit under oath, swearing his permanent residence is in District 2.
The Verdict: A campaign founded in lies. Lies about where he lives, lies to the bank to obtain a favorable rate on his “former” home in D1; Lies to the DMV as he illegally postpones updating his DL to his D2 rental address for over 7 months. This is no way to start a campaign promising integrity.
With malice towards all — keep Key West safe from invasive species from DC like these four. Vote August 18th.
Meet the Gang of Four
Sarah Compton for Key West Office
#all4all4keywest — all four names. one post. one slate.
Jeffrey Siegel
"Working on our slate endorsements" — first to make the big announcement, before Bobi went house hunting in District 2.
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