The Story Behind Donald Trump and “The Apprentice” with Matt Calamari

Donald Trump is a name that most people are familiar with. His business ventures, reality TV shows, and his presidency have made him a prominent figure in the public eye. One of his most well-known TV shows is “The Apprentice,” where contestants competed for a chance to work for Trump. But what many people may not know is the role that Matt Calamari played in the success of “The Apprentice” and the relationship he had with Trump. In this blog post, we will delve into the fascinating story behind Donald Trump and “The Apprentice” with Matt Calamari.

The Birth of “The Apprentice”

Before we dive into Calamari’s involvement, let’s take a look at how “The Apprentice” came to be. The reality TV show premiered in 2004 and ran for 15 seasons, capturing the attention of millions of viewers around the world.

The idea for “The Apprentice” originated from British TV producer Mark Burnett, who saw an opportunity to create a show centered around business and entrepreneurship. Inspired by Trump’s persona as a successful businessman, Burnett approached him with the concept.

With Trump on board, the show’s format was established. Contestants would compete in business-related challenges, with Trump acting as the ultimate judge, deciding who would be “fired” and who would continue on their journey to become Trump’s apprentice.

But alongside Trump, there was an instrumental figure who played a significant role in the show’s success – Matt Calamari.

Who is Matt Calamari?

Matt Calamari, often referred to as “Big Matt,” was Trump’s long-time confidant and loyal employee. He started working for Trump in the late 1980s as the head of security for Trump Organization.

Calamari’s intimidating stature and unwavering loyalty made him an integral part of Trump’s inner circle. Over the years, he worked his way up the ranks and eventually held the position of Executive Vice President of the Trump Organization.

Although Calamari’s background was in security, he played a surprisingly crucial role in the production of “The Apprentice” alongside his security responsibilities within the Trump Organization. His unique skill set and loyalty made him an invaluable asset to Trump.

The Influence of Matt Calamari on “The Apprentice”

Calamari’s involvement in “The Apprentice” went far beyond his original job description. He provided crucial assistance in the show’s production, ensuring its success season after season. His attention to detail and understanding of Trump’s vision were unmatched.

Here are some key areas where Calamari’s influence on “The Apprentice” was evident:

1. Contestant Selection

Calamari played a pivotal role in selecting the contestants for each season of “The Apprentice.” His experience and familiarity with the inner workings of the Trump Organization allowed him to identify candidates who would thrive in a business environment.

Working closely with the production team, Calamari helped handpick individuals who possessed the necessary skills and attributes to succeed in Trump’s competitive world.

2. Behind-the-Scenes Operations

As Executive Vice President of the Trump Organization, Calamari had an extensive network and access to various resources. This allowed him to coordinate the logistics behind the scenes, ensuring everything ran smoothly during the production of “The Apprentice.”

From securing filming locations to managing the cast and crew, Calamari’s involvement ensured that the show maintained its high production value and delivered compelling television.

3. Security and Conflict Resolution

Given Calamari’s background in security, he was responsible for maintaining order both on and off the set of “The Apprentice.” He ensured the safety of the contestants and the production team, while also handling any conflicts that arose during filming.

Calamari’s presence provided a sense of structure and stability, guaranteeing that the show’s participants could focus on the challenges at hand without additional worries or distractions.

The Trump and Calamari Relationship

What truly sets the Trump and Calamari relationship apart is the bond of trust that developed between the two men over the years. Trump not only saw Calamari as an employee but also as a friend and confidant.

Calamari’s unwavering loyalty to Trump was reciprocated with trust and respect. Trump relied heavily on Calamari’s opinion and judgment, turning to him for advice on many matters.

Calamari’s role extended far beyond his involvement in “The Apprentice.” He became an integral part of Trump’s inner circle, always present during critical decision-making processes within the Trump Organization.

After “The Apprentice”

Despite the immense success of “The Apprentice,” the production eventually came to an end. The last season aired in 2017, with Arnold Schwarzenegger taking over as host after Trump decided to pursue his presidential campaign.

Calamari continued to work for Trump, accompanying him throughout his political journey and maintaining his position as Executive Vice President of the Trump Organization.

Today, “The Apprentice” remains a significant part of Trump’s legacy. The show not only showcased his business acumen and leadership style but also highlighted the crucial role that Matt Calamari played behind the scenes.


Donald Trump and “The Apprentice” captured the attention of audiences worldwide, offering a glimpse into the world of business and showcasing Trump’s persona as a successful entrepreneur and leader.

However, behind the scenes, Matt Calamari, Trump’s long-time confidant and loyal employee, played an instrumental role in the show’s success. From contestant selection to behind-the-scenes operations and security, Calamari’s unique skill set and unwavering support proved invaluable.

The relationship between Trump and Calamari extended beyond “The Apprentice,” solidifying trust and loyalty between the two men. Calamari’s presence remained a steadfast force within the Trump Organization, even after the show’s conclusion.

As we reflect on the legacy of “The Apprentice,” it is crucial to recognize the often-overlooked contributions of individuals like Matt Calamari, who played a significant role in shaping the success of the show and the man behind it.


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