'The Irregulars' Stars Tom Holland's BFF and Former Personal Assistant (2024)

Netflix’s The Irregulars features a cast of immensely talented actors, including one star with a significant Hollywood tie. Harrison Osterfield, who plays Leopold on the series, is Tom Holland’s best friend and former personal assistant.

The two have been buddies for years. So here’s a look at their friendship and the story of how they met.

'The Irregulars' Stars Tom Holland's BFF and Former Personal Assistant (1)

‘The Irregulars’ star Harrison Osterfield met Tom Holland in school

Osterfield and Holland were born and raised in England and are less than a month apart in age. They both attended The BRIT School for Performing Arts and Technology in Croydon, where they met and became friends.

Hobo cough https://t.co/w9yK5AzwFi

— Tom Holland (@TomHolland1996) July 10, 2013

“We met at the BRIT school close to 10 years now,” Osterfield recently told Notion. “It was a case of walking into BRIT school and seeing all the crazy things there and the people and thinking, ‘Maybe this isn’t for me,’ and then looking around the room and seeing another boy thinking something quite similar. That was Tom and then we became best friends pretty much the day after that.”

He was Tom Holland’s personal assistant for a number of Marvel films

Osterfield worked as Holland’s personal assistant on several Marvel films, including Spider-Man Homecoming, Avengers: Infinity War, Avengers: Endgame, and Spider-Man: Far From Home.When talking to Notion, The Irregulars star revealed that Holland asked him to be his P.A. to see how movies are made.

Walk into theatres like a boss and go see Spiderman Homecoming ? #squad #onthemove pic.twitter.com/G6UOA0YEcs

— Harrison Osterfield (@HazOsterfield) July 7, 2017

“I’d finished drama school at LAMDA and Tom was going to star in his first Spider-Man movie,” Osterfield said. “He was like, ‘Oh, they’ve given me the opportunity to bring someone along. Do you think you’d like to come along and we can run lines and you can see how these films work?’ And I was like, ‘F**k yeah! Let’s go!’”

Osterfield noted that his time working with Holland was invaluable because it taught him a lot about the industry. And it also connected him with people that could help advance his career.

“So, it was an amazing experience to see these huge budget films,” he said. “Drama school was incredible, and I learnt a lot about acting and growing as an actor, but it doesn’t teach you how to be on set. It was a completely new world and I made so many new contacts. I met my manager; I met my team and after two years of working together I made the leap to try it out myself.”

Osterfield also made cameos in some of Holland’s movies, including Spider:Man: Homecoming and Chaos Walking.

Osterfeld and Holland are still best friends, and they often share photos and videos of each other on social media. A few years ago, on Osterfield’s birthday, Holland posted a mocked-up picture of his buddy as Batman along with a sweet message.

National Best Friend Day ⛳ #seraponggolfcourse pic.twitter.com/lNgkv3K1mP

— Harrison Osterfield (@HazOsterfield) June 9, 2017

“Happy birthday to the legend himself,” Holland wrote in the Instagram post. “@hazosterfield I couldn’t do it without you bro and you’ll always be my batman.”

You can catch Osterfield on The Irregulars, which is currently streaming on Netflix.

'The Irregulars' Stars Tom Holland's BFF and Former Personal Assistant (2024)

FAQs

Are Harrison Osterfield and Tom Holland still friends? ›

Relation with Tom

He and Tom are best friends. They met at the BRIT School. Tom brought Harrison along as his assistant when he was filming for the film Spider-Man: Homecoming.

Is Harrison Osterfield Tom Holland's assistant? ›

After his time at Caterham Boarding School as a student he attended the BRIT School from ages 15-17 where he starred in numerous short films. Here he befriended Tom Holland, which resulted in him becoming Holland's personal assistant after attending LAMDA (The London Academy of Music and Dramatic Art).

Who did Harrison Osterfield play in Spider-Man? ›

Harrison Osterfield portrayed Midtown Student in Spider-Man: Homecoming and Boy on Bus in Avengers: Infinity War. He also worked as an assistant for Tom Holland in Spider-Man: Homecoming, Avengers: Infinity War and Avengers: Endgame. Ultimate MCU Quiz: Which movie is it?

How did Tom Holland and Harrison Osterfield meet? ›

From 2008 to 2014, he attended Caterham School as a boarding student, participating in the drama club and starring in school plays. This inspired him to pursue acting, and he subsequently enrolled in the BRIT School, where he met and became close friends with Tom Holland.

Who is Tom Holland best friend? ›

Harrison Osterfield is a friend of Tom Holland's from way back, according to CinemaBlend. The two met back in school but also worked together on Spider-Man: Homecoming and Avengers: Infinity War. They've remained close over the years, each sharing numerous pictures together on social media.

Does Tom Holland still like Zendaya? ›

Tom Holland set the record straight on his relationship with Zendaya, who he first sparked romance rumors with in 2017 after filming Spider-Man. Tom Holland and Zendaya are still sticking together.

Does Tom Holland have a personal assistant? ›

If you're a big movie star like Tom Holland, then of course you need personal assistants to help you with day-to-day needs. Tom Holland's assistant, Harrison Osterfield, is also his friend.

Who was Tom Holland's childhood crush? ›

Tom Holland's childhood celebrity crush? Zendaya. ❤️ The actor opened up about their relationship in a new interview with Buzzfeed, a... Instagram.

Who is Tom Holland's friend in the movie? ›

Spider-Man costars Tom Holland and Jacob Batalon are best friends onscreen and off. In the new issue of PEOPLE, the actors, both 25, open up about fame, family and friendship ahead of the release of Spider-Man: No Way Home (in theaters Friday).

Who almost played Spider-Man instead of Tom Holland? ›

12. Asa Butterfield was almost cast as Spider-Man instead of Tom Holland.

Who was going to play Spider-Man instead of Tom Holland? ›

One of Hollywood's youngest and biggest breakout stars from the last decade, Timothée Chalamet, was among the final contenders against Tom Holland for the Spider-Man role in Captain America: Civil War.

Who plays Tom Holland's best friend in Spider-Man? ›

Batalon made his acting debut in the 2016 film North Woods. As part of the Marvel Cinematic Universe, he first appeared as Peter Parker's best friend Ned Leeds in Spider-Man: Homecoming (2017). It was Batalon's first major role.

Who was Tom Holland's first celebrity crush? ›

Tom Holland Says Zendaya Was His Childhood Celebrity Crush: 'Easy'

What year did Tom Holland meet Zendaya? ›

Zendaya and Tom Holland's Relationship Timeline: 'Spider-Man: Homecoming' and Beyond. Zendaya and Tom Holland have kept their romance relatively private, but fans know that the two have a long history. The actors met while working on Spider-Man: Homecoming in 2016 and dating rumors quickly followed.

Who is Tom Holland friends with? ›

Tom Holland is also great friends with Harrison Osterfield and Tuwaine Barrett, both of whom were his classmates before he was famous. Robert Downey, Jr. (or RDJ to his friends) is a Marvel mentor for Tom Holland, while he considers Chris Pratt to be more like a brother.

Who is Zendaya's best friend? ›

Zendaya + Bella = Zendella

Both BFFs since childhood, Zendaya and Bella Thorne are the most obvious friend relationship. They met in an audition for a commercial when Zendaya was 7 and Bella was 6. Ever since, they have been best friends because they both live in California.

Are Tom Holland and Zendaya best friends? ›

"We are like the best of friends. She's so great and amazing," Holland told People prior to the release of "Homecoming." "I'm a little worried [about dealing with fame … but] Zendaya is super famous and she's been through this and I just call her up and say, 'How do I manage being famous?'

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