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Winston Churchill Bio, Age, Sara Rose, Joe Millionaire

Joe Millionaire: For Richer or Poorer might have been about its leads Kurt Sowers and Steven McBee, but Winston Churchill (a crew member) stole the show on its third episode after a contestant Sara Rose fell for him.

Let’s explore more this charmer’s life as this Winston Churchill Bio proceeds.

Meet Winston Churchill, Joe Millionaire Crew Member

Winston Churchill worked as a stage manager on Joe Millionaire: For Richer or Poorer and was always behind the camera until its ep 3. Well, that day the viewers were given a glimpse of him as Sara discussed him on the show.

“Winston. He’s so cute,” Sara whispered to the other contestants when asked about who did she like.

Instantly, another woman agreed, and Sara Rose continued to share her attraction to the crew member.

“I want him,” Sara repeatedly shared. Also, she added, “If I get eliminated, the first thing I want to do is get his number.”

Unfortunately, butler Martin Andrew overheard her conversation and took the information to the leads. Just before that elimination ceremony, Martin told Steven and Kurt, “This particular lady was discussing that she has ‘the hots’ for a gentleman. A gentleman who is working on the crew of this show. The lady in question is Sara.”

Both Kurt and Steven then agreed that it was a “no brainer” to eliminate Sara.

The stars also shared that they felt “jaded” that Sara’s true intentions and motives might never have been to find love. “Yeah, it’s hard to not feel offended by it,” Kurt added.

So, why did Sara fall for Churchill, when she was set on pursuing Kurt? Well, it was the “boat date” that did it for her. The model shared that she was getting mixed signals from him and during the boat group date on the Jan. 20 episode, Kurt asked him to wait and trust the process when confronted about if there was any spark between them.

According to Sara, she then decided that she was “just going to have fun,” and wanted to “make him fall in love”, just so she “can shut him down and laugh about it.”

Are Winston Churchill And Sara Rose Dating?

As of 2022, Winston Churchill and Sara Rose did follow each other over IG, but it was unclear if the two were dating then or not. 

If you ask us, Sara must have approached this handsome lad after she got eliminated from the show. But how Winston responded to her feeling is entirely up to him.

Anyways, whatever their story may be, Sara’s courage to confess her hots for him is commendable. Even the star shared that she has no regrets about sharing her crush on Winston. “I just knew what I wanted! Winston’s cute!” Sara said in the car on the way out of the mansion.

This youngest contestant on Joe Millionaire is a tech-savvy millennial who’s amassed over 153K followers over her IG. And she’s made all of them happy with her “When Plan A doesn’t work, you go to Plan B” personality.

What’s more, some of the fans even made it to Winston’s IG referring to him as the man who stole the show. The last we checked, they were talking about how Sara was right for falling for him.

Winston Churchill Age

Winston Churchill was born in 1997. That made him 24 years of age when Joe Millionaire showed us a glimpse of him in 2022.

He is two years older than his admirer Sara.

Winston Churchill Job

By now, you should’ve already known that Winston Churchill works as a stage manager for TV productions. But what you might not know is that Winston is also an employment recruiter, who was working for Relode, LA.

Also, back in the days when Winston was still attending college, he took on a job as a delivery driver at D’amores Pizza for almost a year.

Besides Joe Millionaire: For Richer or Poorer, some other productions Winston has worked for are — Peace of Mind with Taraji (2021), The Chase (2021), True Story (2021), America’s Funniest Home Videos (2021), Dare Package (2020), and E! Live from the Red Carpet: The 2020 Academy Awards (2020).

As for his education, Winston graduated from Malibu High School in 2015 and went on to attend San Diego State University – California State University from 2015 to 2019.

He was planning to enroll again at the San Diego State University in 2020 for his master’s.

Is Winston Churchill On IG, Facebook?

Yes, Winston was on Instagram at @winstonwchurchill.

Also, here’s his Soundcloud @user91057517.

Unfortunately, we couldn’t find him on Facebook.

Related FAQs

  • Where Is Winston Churchill From?

Winston hails from Malibu, CA.

He is the son of a motorcycle enthusiast.

  • Is Winston Churchill His Real Name?

Yes, Winston Churchill is his real name.

Even over his IG bio, Winston mentioned that he’s the “Stage Manager” and “not the old guy.”

And obviously, the 6 foot (183 cm) guy was often made fun of for having the name of the former prime minister. But before anyone ridiculed him, he often started the conversations/speeches with his own “Winston Churchill” jokes.

  • How Much Is Winston Churchill Net Worth?

This stage manager garnered a net worth of under $100 thousand by 2022.

For reference, a production assistant’s salary in LA was around $17 per hour.

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