The Fashion School Dropout

Brittany Diego•redcircle.com

Arts

Fashion & Beauty

Learn what it REALLY takes to make it in the fashion industry from celebrity stylist Brittany Diego and her industry insider friends.

Last refreshed: July 11th, 2025 at 10:49 AM ⓘ

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Episodes

The Boutique Teacher Jasmene Bowdry Shares Her Tips For Fashion Entrepreneurs

The road to success is never easy. In this special episode, we talk to Jasmene Bowdry, the founder of SHIFT StyleHouse and coach for fashion boutiques, who teaches us valuable lessons on how to build and run a successful online boutique. Her lessons originate from her own experiences and hardships which will also be discussed in today’s podcast episode. From receiving eviction notices, being jobless, dumped, rejected, depressed and *Trigger Warning* even suicidal, Jasmene has now proudly, and hu...

Mar 25, 2022•28 min

Storytime: Working With The Legendary Gianni Versace, Sneaking Into Fashion Shows And More!

Storytime! In today’s podcast episode, we’re talking and sharing tales with stylist and costume designer Yvette Richardson. Yvette has some incredible, unbelievable stories to share including working with the legendary Gianni Versace up until the time of his passing. If you’re considering becoming a celebrity stylist or costume designer, this podcast and Yvette’s experiences will certainly convince you to pursue those paths! Whether you’re searching for some styling career advice and inspiration...

Mar 23, 2022•27 min

Kevin Hart's Stylist Ashley North Shares Her Best Tips For Aspiring Stylists

If you’re looking to pursue work as a fashion stylist in menswear, then this episode is for you! On this week’s podcast episode, we are sitting down to interview the Comedian Kevin Hart’s stylist. Listen in to learn pearls of wisdom and golden advice tailored to those aspiring to be menswear stylists. Whether you’re interested in personal or wardrobe styling, red carpet, celebrity or costume styling, here are the best tips to succeeding as a menswear stylist. There’s a large market out there for...

Mar 21, 2022•21 min

Social Media For Stylists 101

Unless you’ve been living off the grid, you know how social media is both a stylist’s bestie and #1 marketing tool. If you’re not making $$ and gaining clients from your social media, you’re doing it wrong. People are spending a lot less time going to websites, and going straight to socials, which acts as a more concise overall view of not just your talents and what you can do, but who you are. You know how fast you scroll on IG, if you can’t get a potential client's attention in 5 seconds you’r...

Mar 19, 2022•7 min

Black In Fashion: BLM, Racism In The Fashion Industry, And Where To Go From Here

In this episode, take a seat alongside Brittany (LA Based Celebrity Stylist), Bria (Dallas Based Menswear Stylist) and Kyanna (LA Based Wardrobe Curator) at the roundtable as they discuss their own personal experiences of being Black women in the fashion industry. This is an incredibly valuable, important and enlightening conversation that you certainly won’t want to miss. Tune in as they share their triumphs, challenges, shady/funny moments, advice plus so much more. Join the conversation and e...

Mar 17, 2022•1 hr 11 min

How Meeting Rachel Zoe On A Plane Changed Stylist Alexa Molinaro's Future

Our guest today, Alexa Molinaro, details her extraordinary series of events including meeting her idol - Rachel Zoe - on a plane, landing a dream job working with her, and then going on to work with other huge brands such as Nasty Gal. Plus some not-so-fabulous tales like when she ended up paying $2k out of pocket because a styling client refused to pay. Alexa is an incredibly talented stylist, fashion designer, content producer & boss entrepreneur who is here to share her highs, lows, and a...

Mar 15, 2022•1 hr 2 min

The Quickest Way To Go From Assistant to Key Stylist

If you’re ready to make your next career move, then listen up! Moving up to Key Stylist, or head stylist, is a huge but exciting step. You go from being the right hand, to the leader. In this episode, we discuss how to know when you’re ready, how to make the move and how to succeed. As an intern and then assistant, you closely observed your key stylists, gained experience, built a portfolio, took notes and learnt lots. Now you have a solid foundation of knowledge and experience, and feel confide...

Mar 13, 2022•5 min

Find Out How This Small Town Designer Made Her Mark With Her Line of Sustainable Luxury Fashion

In this episode, we are chatting with fashion designer Calle Evans about how she took her love and passion for luxe fabrications and sustainability and turned it into not just one, but two successful luxury womenswear brands. We're discussing the ins and outs of running your own company and when you'll know when to scale your business. You'll also learn how she figured out that all important "niche" and how uses the power of digital platforms to attract her high-end clientele. Take notes of futu...

Mar 11, 2022•49 min

The Secrets Of Stylists

If you're even remotely interested in becoming a stylist you've probably read Sasha's book, The Secrets of Stylists. We take Sasha's 30+ years of industry experience and summing up everything she's learned about navigating the industry for you. We also go in on how to move up in the fashion industry as a fashion editor transitioning to high fashion asking for what you want, negotiating your worth. Taking a leap of faith in the face of fear, being persistent and taking risks. This is one you're g...

Mar 09, 2022•1 hr 16 min•Ep. 1

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