Diana Madison On New Show ‘Glam Masters’: “A Lot Of Makeup Artists' Dream Is To Be Discovered by Kim Kardashian”


You might call Diana Madison an “It Girl." That would certainly make sense considering her high profile life as an influencer, entrepreneur, and TV personality. She walks the red carpets of Hollywood.

She hardly ever misses a major premiere. And she can often be found front and center at the hottest celeb soirees. Beauty and fashion are her first loves and now she is working side by side with one of the first ladies of beauty and fashion and all things celeb - Kim Kardashian.

They are working together on Glam Masters, a brand-new Lifetime beauty competition series. Madison and Kim Kardashian are co-creators and executive producers on the project. On each episode, beauty bloggers compete to prove they have what it takes to be a part of Kim Kardashian's “glam empire."

Madison got her start at the E! Network and on Entertainment Tonight, working her way up to doing red carpet interviews with top celebs, including Angelina Jolie, George Clooney, and Brad Pitt. She's also the co-founder of Obsev Studios - the digital media content provider behind Hollyscoop, The Fumble, Obsev Food, Obsev.com, Style Lab, and the Low Down with Diana Madison – her weekly talk show. She's also a mom or, as some folks call her, a momhustler.

Madison grew up in East Hollywood in Little Armenia. “My parents were Armenian Immigrants and came to American in pursuit of achieving the American Dream. As a kid, I always would look at the Hollywood sign in my backyard and dream about making it big in Hollywood."

As a kid, Madison says she was very outgoing.

“I have always been social and have had a large group of friends. As you get older, you realize that your circle of friends shrinks in size. You become more selective on who you want in your life and trust. As a kid I would always tell people that I was going to have my own talk show and be on television. People would laugh at me, but now I get the last laugh."

She attended a private Armenian School in Little Armenia called Rose and Alex Pilibos, and later attended the University of California Santa Barbara. Madison says she's always wanted to be a talk show host. “I started creating my own videos on YouTube which led to the creation of my digital media company, Obsev Studios. I co-founded the company with my husband, and we now produce 150 online shows a week with our properties like Hollyscoop, Fumble Sports, Obsev, Style Lab, The Lowdown with Diana Madison, and WT Food. We reached eight billion views through our syndication on AOL, Amazon Prime, Directv, Roku, YouTube, and Facebook."

Madison says that Glam Masters was created from “the idea and my belief that there were a lot of talented makeup artists in the world that needed a platform to show their skills. I would get a lot of makeup artists doing makeup for my shows saying, 'My dream is to be discovered by Kim Kardashian on Instagram and work on her glam squad.' It was to a point where every single person would say the same thing to me. I thought that there has to be a show there."

She describes Glam Masters as “a beauty competition show that showcases amazing talent. The winner gets amazing prizes, and gets to collaborate with Kim Kardashian West. Can it get any better than that?" It doesn't hurt that Laverne Cox is the host and the judges include Mario Dedivanovic, Kandee Johnson, and Zanna Roberts Rassi. “Anyone who loves makeup is the perfect audience for the show. It's inspirational and entertaining, which is a perfect combination."

The biggest challenge they faced in crafting and launching the show, Madison explains, was choosing the contestants.

“We were so blessed to have so many amazing people applying to the show. It was hard narrowing down the contestants as we had an overwhelming response of people applying to be on the show."

Despite any of the challenges, Madison explains, she is “so happy about the reaction the show is getting. I get messages every day from artists asking me if they can audition for Season 2. I also get artists thanking me for creating a platform for them to showcase their talents. The beauty community has been waiting for a show like this for a long time now."

Madison says she loves the fact that you never know what awaits you around the next bend. “That's the beauty in life, you never know what you will be working on and doing. It's always important to dream big, and work hard to make your dreams come true. Every day is filled with surprises and tiny miracles. I embrace all my blessings."

This project is an incredibly exciting one for Madison. But it's not even close to the end of the road. Madison explains, “In the next five years, I hope to take my online talk show to a major network. Oprah has always been my inspiration, and I would love to inspire people all over the world like Oprah has done with her career. In the next ten to twenty years, I hope I can still be doing what I love and inspiring people all over the world."

Her life is pretty remarkable. In fact, it looks like Madison just may have figured out to have it all. How does she do it?

“It's very difficult juggling a career with motherhood. However, as mothers, we just make it work somehow. There is a lot we sacrifice in being a working mother. But woman are great multi-takers. My best advice is to always prioritize your time for what's most important for you and your family."

Above all else, Madison says she feels very blessed to be able to do what she loves. “I am also fortunate to have a supportive husband and beautiful, healthy kids." And, she adds, despite how it may look from the outside, her life isn't all glitz and glitter. “Behind all the glamour is a lot of blood, sweat, and tears. One lesson I have learned is nothing good comes easy. Although I love the glitz and glamour of the entertainment industry, nothing beats being at home with my husband, kids, and English bulldog."

Her secret to having it all is much simpler than it seems, she says, “Always dream big and never stop pursuing your dreams. Believe in yourself and make it happen!"

3 min read

Help! My Friend Is a No Show

Email armchairpsychologist@swaaymedia.com to get the advice you need!

Help! My Friend Is a No Show

Dear Armchair Psychologist,

I have a friend who doesn't reply to my messages about meeting for dinner, etc. Although, last week I ran into her at a local restaurant of mine, it has always been awkward to be friends with her. Should I continue our friendship or discontinue it? We've been friends for a total four years and nothing has changed. I don't feel as comfortable with her as my other close friends, and I don't think I'll ever be able to reach that comfort zone in pure friendship.


Dear Sadsies,

I am sorry to hear you've been neglected by your friend. You may already have the answer to your question, since you're evaluating the non-existing bond between yourself and your friend. However, I'll gladly affirm to you that a friendship that isn't reciprocated is not a good friendship.

I have had a similar situation with a friend whom I'd grown up with but who was also consistently a very negative person, a true Debby Downer. One day, I just had enough of her criticism and vitriol. I stopped making excuses for her and dumped her. It was a great decision and I haven't looked back. With that in mind, it could be possible that something has changed in your friend's life, but it's insignificant if she isn't responding to you. It's time to dump her and spend your energy where it's appreciated. Don't dwell on this friend. History is not enough to create a lasting bond, it only means just that—you and your friend have history—so let her be history!

- The Armchair Psychologist

Need more armchair psychologist in your life? Check out the last installment or emailarmchairpsychologist@swaaymedia.com to get some advice of your own!