“Diana is wise, warm and profoundly present. If you’re ever feeling stagnant or like you’re not moving forward, this is the place to be. My work has become play again.I’m lucky and thankful to have found Diana.”
– Robert Bailey Jr. @iamrobertbailey
Robert started out as a child actor, with much success right out of the gate. Winner of the 1999 Young Artist Award for Best Performance in a TV Comedy Series – Guest Starring Young Actor, in CBS’s Becker, starring Ted Danson. Robert has been acting for over 30 years, and he’s just getting started!
Now as a grown-up, you have seen him play doctors, astronauts and everything in between.
He began his journey with Diana at The Imagined Life as series regular Dr. Paul Cummings on NBC’s The Night Shift.
He played Officer Chris Minnetto in ABC’s Emergence, and made a splash as Will Tyler on the hit Apple TV series For All Mankind .
On the big screen he played Jared on M. Night Shyamalan’s, The Happening, with Mark Wahlberg. As well as voiced Wyborne ‘Wybie’ Lovat on Focus Features’ Coraline, with Dakota Fanning.
All of Robert’s hard work is paying off. His guest star role as DHL Guy on Apple TV’s Pluribus has earned him a consideration for an Emmy award for that performance. We couldn’t be prouder!
Maintaining a successful acting career for over 30 years is no easy feat. To keep watering your talent, you must be diligent, disciplined and consistent. But if there is no love behind that discipline, it’s very easy to get burnt out.
Imagined Lifers keep their play spirit alive by investing in a daily creative practice. By carving out a daily ritual, you give your childlike heart the opportunity to come out to play every single day.
As Diana says, “your frequency creates your frequency.”
You start doing your thing, they’re like, ‘Oh okay, well then let’s try this, let’s try this.’ You can see the excitement build of what they want to play with because you can do all different kind(s) of things. It’s fun to know that they trust you to go there. Robert Bailey Jr.
By connecting to his childlike state of life, he not only excites everyone around him, but he also forges an unbreakable trust. These deep connections to your humanity are fertile ground for magical sparks of inspiration, limitless possibilities, and an unbounded imagination.
When you need a dose of inspiration to keep your play spirit alive, Memberful allows Imagined Lifers to tap back into these invaluable lessons.
When your motor runs on the human traits of curiosity, marvel and vulnerability – you electrify, and wake up the inner child of everyone in your energetic field.
It’s no wonder Robert’s work brings out the best in all who collaborate with him.
We love Robert and we’re so proud of his capacity to connect and create community through his play spirit and empathic work.
Your play spirit creates space for everyone’s inner child to come out and play. Your playground is a sacred site where there are no boundaries, insecurities or limitations. The Play Spirit is the most human and tender place within ourselves.
By creating that for yourself, you permit others to do the same, and they clamor for their seat around the campfire.
Ready to claim yours? Your spot is waiting for you right HERE.

Experience the freedom, fun and transformative power of your empathetic imagination.