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Jessica Simpson and 25 More Celebs Who Got Richer From Their Second Jobs

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Jessica Simpson transitioned from pop princess to business mogul with the launch of the Jessica Simpson Collection, a fashion and accessories brand that brings in a reported $1 billion in annual sales — enough that she never has to sing another note again. Simpson isn’t the only celebrity whose career change ended up being immensely profitable. These 26 stars transitioned from actors to singers, models to moguls and rappers to fashion designers to add millions to their net worths.

Last updated: March 6, 2020  

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Jessica Alba

  • Net worth: $200 million
  • Her first career: Actress
  • Her second career: Household goods entrepreneur

Jessica Alba’s acting career brought her fame, but she gained fortune as co-founder of The Honest Company, which sells nontoxic household goods. The Honest Company was valued at $756 million as of 2017, and Alba owns 15% to 20% of it, according to Forbes.

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Tyra Banks

  • Net worth: $90 million
  • Her first career: Supermodel
  • Her second career: Media mogul

Although she started as a model, Tyra Banks built her empire as a media mogul, at one point producing and appearing in her own namesake daytime talk show as well as “America’s Next Top Model.” Most recently, she served as star and executive producer of the TV movie “Life-Size 2.”

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Sean 'Diddy' Combs

  • Net worth: $740 million
  • His first career: Rapper
  • His second career: Liquor entrepreneur

You might know him as Puff Daddy, P. Diddy, Diddy or Sean Combs, but no matter what you call him, there’s no denying that this rapper-turned-entrepreneur has become a serious mogul in the beverage space. The main contributor to Combs’ fortune is his vodka brand, Ciroc, Forbes reported. He also owns DeLeon tequila and Aquahydrate alkaline water.

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Victoria Beckham

  • Net worth: $450 million
  • Her first career: Pop star
  • Her second career: Fashion designer

Formerly known as Posh Spice, Victoria Beckham has left her pop star days behind to focus on her fashion empire. The one-time Spice Girl is now the founder and creative director of Victoria Beckham Ltd., a fashion brand that includes ready-to-wear dresses, handbags, shoes, eyewear and more. The company was valued at more than $130 million as of 2018, Forbes reported.

Also Read: 16 Celebrities Who Lost Big After Huge Scandals

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Lauren Conrad

  • Net worth: $40 million
  • Her first career: Reality star
  • Her second career: Fashion designer

Lauren Conrad rose to stardom in high school as the star of the reality show “Laguna Beach: The Real Orange County.” She went on to star in its spin-off, “The Hills,” and in 2009, she launched her fashion and accessories line for Kohl’s, called LC Lauren Conrad. Conrad earns a 4% back end on the line’s annual sales, which were $60 million as of 2012, according to The Hollywood Reporter.

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Drake

  • Net worth: $150 million
  • His first career: Actor
  • His second career: Rapper

Before he was a rapper and hip-hop superstar known as Drake, Aubrey Graham starred on the popular Canadian TV series “Degrassi: The Next Generation” from 2001 to 2009. He released his first mixtape, “So Far Gone,” the year the series ended and landed his first No. 1 hit in 2010 when he teamed up with Rihanna for the song “What’s My Name?” Drake’s recent “Aubrey and the Three Migos” tour sold 600,000 tickets and grossed $79 million, Forbes reported.

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Ellen DeGeneres

  • Net worth: $490 million
  • Her first career: Standup comedian
  • Her second career: Television personality

Ellen DeGeneres began her career as a standup comic and reached new levels of fame when she starred in her own sitcom, “Ellen,” in the ’90s. Her star rose even higher when she became a talk show host — a gig that now earns her an eight-figure paycheck, Forbes reported.

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Rihanna

  • Net worth: $600 million
  • Her first career: Singer
  • Her second career: Cosmetics entrepreneur

Barbados native Rihanna made a name for herself as a pop star and has parlayed that fame into a lucrative entrepreneurial career. Her Fenty Beauty makeup line, which she co-owns with luxury goods group LVMH, made an estimated $570 million in revenue in 2018, Forbes reported. Rihanna also co-owns a Fenty fashion line and Savage X Fenty lingerie line.

 

Dwayne 'The Rock' Johnson

  • Net worth: $320 million
  • His first career: Wrestler
  • His second career: Actor

Dwayne “The Rock” Johnson started his career in the pro wrestling ring but successfully made a transition to the big screen, becoming the highest-paid actor in the world in 2019, Forbes reported. Johnson earned $89.4 million over the past year alone thanks to eight-figure checks for his roles in franchise films such as “Jumanji: Welcome to the Jungle” and “Hobbs and Shaw.”

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Kylie Jenner

  • Net worth: $1 billion
  • Her first career: Reality star
  • Her second career: Cosmetics entrepreneur

Kylie Jenner grew up before America’s eyes on “Keeping Up With the Kardashians” and at 21 years old she became the youngest self-made billionaire, according to Forbes. Jenner owns 100% of her Kylie Cosmetics line, which is worth at least $900 million. She also recently launched the Kylie Skin line.

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Selena Gomez

  • Net worth: $75 million
  • Her first career: Actress
  • Her second career: Singer

Before she was a pop star, Selena Gomez was a Disney star. She appeared on the TV show “Wizards of Waverly Place” from 2007 to 2012. Gomez released her first album as the lead singer of “Selena Gomez & The Scene” in 2009  and released her first album as a solo artist in 2013. Her success as a musician landed her on Forbes’ 30 Under 30 list in 2016.

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Ron Howard

  • Net worth: $160 million
  • His first career: Actor
  • His second career: Director

Ron Howard is best known these days for his directing work as the acclaimed filmmaker behind “Frost/Nixon,” “A Beautiful Mind,” “Apollo 13” and more. But he got his start as a child actor with roles in a number of TV series, including “The Andy Griffith Show,” where he played Opie Taylor from 1960 to 1968. Howard also starred in the popular 1970s series “Happy Days” as well as the hit movie “American Graffiti” in 1973.

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Jessica Simpson

  • Net worth: $200 million
  • Her first career: Singer
  • Her second career: Lifestyle entrepreneur

The early 2000s saw Jessica Simpson rise to fame as a pop princess. In 2005, she officially added “business mogul” to her resume with the launch of her lifestyle brand, the Jessica Simpson Collection. Simpson sold a majority stake in the company in 2015, which was bringing in $1 billion in annual retail sales at the time, Forbes reported.

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Miley Cyrus

  • Net worth: $160 million
  • Her first career: Actress
  • Her second career: Singer

Miley Cyrus got her start on Disney’s “Hannah Montana,” which paved the way for her to become a pop star herself after playing one on TV for years. Music is now her main source of wealth, according to Forbes. Three of her albums as a solo artist have been certified platinum by the Recording Industry Association of America.

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Dr. Dre

  • Net worth: $800 million
  • His first career: Rapper
  • His second career: Electronics entrepreneur

Dr. Dre has had a prolific career in hip-hop as a rapper and producer — and he still brings in money thanks to his extensive back catalog — but his headphone company, Beats By Dr. Dre, moved him into a much higher income bracket. Apple acquired the company for $3 billion in 2014. Forbes estimates that Dr. Dre took home a little over $500 million from that deal.

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Ariana Grande

  • Net worth: $100 million
  • Her first career: Actress
  • Her second career: Singer

As with Gomez, Ariana Grande got her start on Disney. She starred on the TV show “Victorious” from 2010 to 2013 and its spin-off show “Sam & Cat” from 2013 to 2014. She released her first album, “Yours Truly,” in 2013 and went on to release two No. 1 albums within the span of six months: 2018’s “Sweetener” and 2019’s “thank u, next.” Her Sweetener World Tour grossed over $1 million per stop, Forbes reported.

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Jay-Z

  • Net worth: $1 billion
  • His first career: Rapper
  • His second career: Liquor entrepreneur and investor

Jay-Z released his debut album in 1996 and has released 14 No. 1 albums since then. Though he continues to bring in big money through his music and touring, his business empire and investments are likely worth even more. Forbes reported that Jay-Z’s Armand de Brignac champagne brand is worth an estimated $310 million, his Uber investment is worth an estimated $70 million, his cognac brand D’Usse is worth an estimated $100 million, his music streaming service Tidal is also worth an estimated $100 million, his entertainment company Roc Nation is worth an estimated $75 million and his art collection is worth an estimated $70 million.

Check Out: 28 Former Celebrities Who Have Normal Jobs Now

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Kim Kardashian West

  • Net worth: $350 million
  • Her first career: Reality star
  • Her second career: Cosmetics entrepreneur

Kim Kardashian West has anchored 17 seasons of “Keeping Up With the Kardashians,” but her reality show paychecks haven’t brought her the most wealth. Most of her fortune comes from her cosmetics line, KKW Beauty, which generated more than $100 million in sales in 2018, Forbes reported.

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Michael Strahan

  • Net worth: $65 million
  • His first career: Professional football player
  • His second career: TV host

As a player for the New York Giants from 1993 to 2008, Michael Strahan’s career earnings from his time with the NFL totaled $76.8 million, according to Over the Cap. While that’s no chump change, Strahan is now earning a $20 million annual salary as a host of “Good Morning America,” People reported.

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Heidi Klum

  • Net worth: $120 million
  • Her first career: Supermodel
  • Her second career: Business mogul

Supermodel Heidi Klum has made millions off the runway thanks to her lucrative business deals and television endeavors. She inked a deal with New Balance for a collaborative collection and also starred in several TV shows, including “Project Runway” and “Seriously Funny Kids.” Klum currently appears as a judge on “Germany’s Next Top Model” and has her own line of lingerie, Heidi Klum Intimates.

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Mark Wahlberg

  • Net worth: $300 million
  • His first career: Rapper
  • His second career: Actor

Mark Wahlberg first rose to fame as rapper Marky Mark. Although his musical career made him a teen idol, his acting has really produced the big bucks. Wahlberg was the highest-paid actor of 2017 with $68 million in earnings for the year, according to Forbes. His lucrative film roles include “Transformers: The Last Knight” and “Daddy’s Home 2.”

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Jennifer Lopez

  • Net worth: $400 million
  • Her first career: Actress
  • Her second career: Singer

Jennifer Lopez got her big break when she starred in the movie “Selena” back in 1997. Two years later, she released her first single, “If You Had My Love,” and successfully transitioned from “actress” to “singer-slash-actress.” Now, singing might be her biggest moneymaker. J-Lo earned a whopping $100 million over her two-year Vegas residency alone, according to Forbes.

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Demi Lovato

  • Net worth: $33 million
  • Her first career: Actress
  • Her second career: Singer

Demi Lovato first gained fame as the star of the 2008 Disney Channel movie “Camp Rock.” Her first album, “Don’t Forget,” debuted at No. 2 on the Billboard 200 chart that same year and she’s been churning out the hits ever since.

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Kanye West

  • Net worth: $240 million
  • His first career: Rapper
  • His second career: Fashion designer

Rapper Kanye Wests now makes most of his money from his Yeezy sneaker partnership with Adidas, Forbes reported. Yeezy has logged an estimated $1 billion in sales over the past year and West makes a per-shoe royalty of 15% on wholesale.

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Reese Witherspoon

  • Net worth: $240 million
  • Her first career: Actress
  • Her second career: Entertainment mogul

Reese Witherspoon struggled to find strong roles as an actress earlier in the decade, so she took it upon herself to create them. Witherspoon founded the production company Pacific Standard in 2012, which produced the films “Gone Girl” and “Wild.” In 2016, Witherspoon partnered with Otter Media to launch Hello Sunshine, which now operates a book club, audio programming with Audible, multiple podcasts and an Apple TV+ collaboration.

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Rachel Zoe

  • Net worth: $16 million
  • Her first career: Celebrity stylist
  • Her second career: Fashion entrepreneur

Rachel Zoe started her career as a stylist to the stars and arguably became as famous as her clients when she starred on the reality show “The Rachel Zoe Project.” Since gaining reality fame, Zoe has launched a number of business ventures, including her upscale fashion line, the Rachel Zoe Collection, and her subscription service, The Zoe Report Box of Style.

More From GOBankingRates

Net worths for Jessica Alba, Tyra Banks, Victoria Beckham, Lauren Conrad, Miley Cyrus, Ellen DeGeneres, Selena Gomez, Ariana Grande, Ron Howard, Dwayne “The Rock” Johnson, Kim Kardashian West, Heidi Klum, Jennifer Lopez, Demi Lovato, Jessica Simpson, Michael Strahan, Mark Wahlberg and Rachel Zoe are sourced from Celebrity Net Worth. Net worths for Sean “Diddy” Combs, Drake, Dr. Dre, Jay-Z, Kylie Jenner, Kanye West, Rihanna and Reese Witherspoon are sourced from Forbes. All net worths are accurate as of Sept. 17, 2019.