Susan Wiles: The Trump Ally Who Could Fuck Him With No Lube

Like Jessica Denson has……..

Susan Wiles, Trump’s trusted political strategist and campaign insider, might seem like a loyalist through and through. After all, she’s been one of his go-to people for running high-stakes campaigns and navigating Republican power circles. But here’s the kicker: Wiles isn’t just a fixer; she’s a wild card with a history of controversy, questionable loyalty, and connections that could blow up in Trump’s face. While Trump might see her as a strategic asset, her baggage could turn her into a major liability for his next administration.

Let’s break down how Susan Wiles climbed to her influential position in Trump’s world, why her presence could create chaos, and why even Trump should be sweating about having her so close to the action.

How Susan Wiles Got Here: A Master Networker with a Shady Resume

1. Political Royalty in Florida

Wiles isn’t just some random political operative—she’s fucking Florida Republican royalty. Her father, Pat Summerall, was a famous NFL broadcaster, and her political connections run deep. Over the years, she’s built a reputation as a savvy strategist who knows how to win in Florida, a key battleground state for Republicans.

Her Claim to Fame: Wiles played a pivotal role in getting Ron DeSantis elected governor of Florida in 2018. Yep, the same DeSantis who’s now one of Trump’s biggest rivals. This connection alone should raise some red flags.

2. Joining Team Trump

Wiles first got involved with Trump during his 2016 presidential campaign, helping him secure Florida’s crucial electoral votes. She later managed his 2020 re-election campaign in Florida, delivering the state for Trump even as he lost nationally. This solidified her as one of Trump’s most trusted political operatives.

3. Rising Through the Ranks

Thanks to her success in Florida, Wiles became one of the few people in Idiot Trump’s orbit who could navigate the chaos of his campaign and still come out on top. She’s now one of the most influential figures in Trump’s political machine, helping him strategize for a potential second term.

Why Wiles Could Be a Major Problem for Trump

1. Her Loyalty Is Questionable

Wiles might be in Trump’s inner circle now, but her history suggests she’s not exactly a ride-or-die loyalist. Remember, she helped Ron DeSantis get elected in 2018. Wiles has since distanced herself from DeSantis, but her past work with him could make her a target for suspicion among Trump’s die-hard loyalists.

The Risk: If Wiles sees an opportunity to further her career by jumping ship—or worse, sabotaging Trump—she might not hesitate to do so.

2. She’s Got a Track Record of Controversy

Wiles isn’t exactly squeaky fucking clean. Her career has been marked by allegations of ethical lapses and backroom assfuckery that have raised eyebrows among both Republicans and Democrats.

The Florida Scandal: In 2019, Wiles faced accusations of improperly lobbying for foreign governments ( guess for who?) while working as a political consultant. While no charges were filed, the controversy tarnished her reputation and highlighted her willingness to play fast and loose with the rules.

The Big Picture: If Wiles brings this kind of baggage into Trump’s administration, it could fuel investigations and scandals that distract from his agenda.

3. The DeSantis Factor

Wiles’ past work with DeSantis is a ticking time bomb. If DeSantis decides to air any dirty laundry about her—or if Trump’s allies start digging into her connections—it could create a shitstorm of infighting within the Republican Party.

What’s at Stake: Trump’s administration thrives on loyalty, and any hint of divided allegiances could undermine his ability to govern effectively.

How Wiles Could Sabotage Trump

1. Strategic Missteps

Wiles is a skilled campaigner, but running a campaign and running a government are two very different beasts. If Trump relies on her for policy advice or administrative strategy, her lack of experience in governance could lead to major fuck-ups.

Example: Poorly thought-out appointments or botched legislative strategies could derail Trump’s agenda before it even gets off the ground.

2. Ethical Scandals

Given her history of controversial dealings, Wiles could become the subject of investigations or ethics complaints that reflect poorly on Trump. Whether it’s lobbying allegations, conflicts of interest, or misuse of government resources, her presence in the administration could open the door to a host of legal and political problems.

3. Leaks and Betrayals

Wiles knows where the bodies are buried—figuratively speaking. If she ever decides to turn against Trump, she could leak damaging information that undermines his credibility and exposes the inner workings of his administration.

Why Wiles Is So Dangerous to Trump’s Administration

1. She Knows Too Much

Wiles has been involved in Trump’s campaigns at the highest levels, which means she has access to sensitive information about his strategy, finances, and inner circle. If she ever flips—whether for personal gain, revenge, or legal pressure—she could do serious damage. Remember, with Jessica Denson, NDAs do not mean shit.

2. She Could Alienate Trump’s Base

Trump’s base thrives on loyalty and populist rhetoric. Wiles, with her elitist background and history of working with Trump’s rivals, could alienate grassroots supporters who see her as part of the GOP establishment.

3. She Represents the GOP Establishment

Trump’s entire brand is built on rejecting the Republican establishment, but Wiles is as establishment as they come. Her presence in his administration could create tensions between Trump’s populist base and the traditional GOP power brokers she represents.

What Happens If Wiles Turns on Trump?

Let’s be real: if Wiles decides to stab Trump in the back, she could do it in a way that leaves a lasting impact. Here’s how:

1. Testifying Against Him: If Trump faces legal troubles, Wiles could be called to testify about her role in his campaigns or administration. Given her insider knowledge, her testimony could be devastating.

2. Revealing Campaign Secrets: Wiles knows the inner workings of Trump’s political machine, including how funds are raised and spent. If she exposes financial improprieties, it could lead to fines, lawsuits, or even criminal charges.

3. Damaging Media Revelations: As a seasoned strategist, Wiles knows how to control narratives. If she ever decides to go public with dirt on Trump, she could dominate the news cycle and keep him on the defensive for weeks or months.

Trump’s Possible Moves Against Wiles

If Trump starts to suspect that Wiles is more trouble than she’s worth, he might try to sideline her or cut ties altogether. However, this could backfire spectacularly:

Risk of Retaliation: Wiles isn’t someone who quietly fades into the background. If Trump tries to push her out, she could retaliate by leaking damaging information or joining forces with his political rivals.

Perception of Chaos: If Trump’s administration turns into a revolving door of staff shakeups and backstabbing (again), it’ll reinforce the perception that he’s incapable of running a stable government.

Conclusion: A Double-Edged Sword

Susan Wiles is a classic case of a double-edged sword: her skills and connections make her a valuable asset to Trump, but her baggage and divided loyalties make her a potential liability. Whether she becomes a key player in his administration or a ticking time bomb waiting to explode depends on how carefully Trump manages their relationship.

One thing’s for sure: if Wiles turns against Trump, she has the tools, connections, and insider knowledge to do some serious fucking damage. And in the chaotic world of Trump politics, that’s a risk he might not be able to afford.

Citations

1. “Susan Wiles’ Role in Trump’s Campaigns.” Politico, 2020.

2. “The Controversial Lobbying History of Susan Wiles.” Miami Herald, 2019.

3. “How Ron DeSantis’ Election Elevated Susan Wiles.” The New York Times, 2018.

4. “Inside Trump’s Chaotic Inner Circle.” The Washington Post, 2021.

5. “Susan Wiles: A Double-Edged Sword for Trump’s Team.” The Atlantic, 2023.