Episode 44: How to Pursue Your Creative Career with an MFA with Jason Gregory (Part 2 of 2 episodes) - Shereen Kassam | FunnyBrownGirl

This week’s guest: Jason Gregory, writer and producer of the film Waking Up White


Who is Jason Gregory?

Jason D. Gregory is a recent film production MFA graduate from the University of Central Florida’s Nicholson School of Communication and Media (Go Knights!). As a child, he recalls that his friends wanted to “be like Mike,” while Gregory’s dream was to “be like Spike.”


He received his undergraduate degree in film from Virginia Commonwealth University in 2002 and during his studies, Gregory was selected, twice, as a participant in the Zora Neale Hurston/Richard Wright Writer’s Workshop.


In 2010, Gregory founded his own Telly-award-winning, multicultural advertising agency, Gregory Media Group, LLC. Yet, he still yearned for the “business of show.”


Jason Gregory took the plunge to chase his childhood dream and in 2016 enrolled in the MFA film production program where he immediately began writing his thesis project, Waking Up White. Filmed as a television pilot, Waking Up White is the story of a Black family that wakes up White and has 30 days to determine if they’d rather return to their cultural roots or stick with the “new skin” they’re in. Since its development, the pilot script for has been selected as a 2018 Quarterfinalist in ScreenCraft’s Film Fund and Pilot Launch TV Script competitions and a 2018 Semifinalist in the WeScreenplay Television Competition. The television pilot has recently been submitted to various local, national and international film festivals, while also garnering local and regional media coverage.


And because of his commitment to nurturing and mentoring the next generation of filmmakers, Gregory was recently appointed as the president of the Orlando Urban Film Festival; a festival dedicated to promoting and supporting minority films and filmmakers.


In 2018, Gregory was selected to participate in the National Association of Television Producers and Executive’s (NATPE) first Emerging Producers Workshop, where thirteen “emerging producers” where brought together to discuss the future of unscripted, reality television programming. As a result of that workshop, Gregory and the other producers formed 13 Brains; an unscripted, reality television “think tank.” Under the mentorship of Scott Sternberg Productions, 13 Brains develops unscripted, TV concepts and pitches them to networks and streaming platforms. Since its establishment in 2018, 13 Brains has successfully sold its first concept to Netflix, and continues to cultivate and pitch additional programming.


As a graduate student, Gregory was the recipient of the 2019 College of Arts and Humanities Graduate Student Teaching Award and the inaugural Nicholson School of Communication and Media’s Outstanding Teaching Graduate Programs Award. He was nominated for his commitment to teaching his students to “fail their way to success” and is honored to have received both awards.


In 2019, Gregory completed another childhood dream and joined UCF’s English department as a scriptwriting lecturer. In this position, he will continue to mold, mentor and challenge his students to find their voice through the art of scriptwriting.


Finally, Gregory has been married to his wife, Monique, whom he affectionally calls “the girl next door”, for 16 years and they reside in Oviedo, Florida with their two sons, Austin and Miles.


Key Questions answered by Jason Gregory:

  • How to write a winning screenplay
  • Advice Jason has for creatives
  • Is an MFA necessary
  • Why it’s OK to start your dream job later in life
  • Best piece of advice Jason has received
  • Jason’s definition of success
  • Who inspires Jason and why
  • A habit that’s helped Jason on his journey
  • What Jason wants his legacy to be


Jason Gregory Discusses:

  • Writing vs Producing
  • Understanding the game
  • Fears writers grapple with
  • Age and following one’s dream



Key Takeaways from Jason Gregory:


  1. You’re never too old to pursue your dreams
  2. The older you are the more life experiences you will have to draw from
  3. There are many free options to learn and study on the internet
  4. Keep at it, don’t stop
  5. Take calculated risks
  6. Be consistent



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Social Media Info

Connect on Instagram:  

Jason Gregory – @jaydgreg

FunnyBrownGirl – @funnybrowngirl


Resources for Film and Screenwriting

Episodic Labs: https://episodiclab.staymacro.com/


Script Lab: https://360.thescriptlab.com/


Script Anatomy: https://www.scriptanatomy.com/

Black List: blcklst.com

List of 2020 screenwriting competitions: https://www.wgfoundation.org/fellowship-writing-programs-for-screenwriters-masterlist


Ultimate Film Budget Guide: https://nofilmschool.com/film-budget-template


Screen writing course I took for the Issa Rae competition: https://www.coursera.org/learn/script-writing






Check out this episode!