Private Coaching

Confidential Listening & Guidance
in a Safe Space
Online / In Person

Gain clarity, enthusiasm, and confidence in your creative life and career.

I collaborate with you one-on-one to help you create your life as an artist and pursue your goals.

Starting with deep listening, I help you:

  • Discover your vision for effective life/career success and balance

  • Explore your career up to this point in your journey

  • Identify successes

  • Identify challenges to success

  • Guide you through imagining ways forward to achieve true career fulfillment

  • Strategize actions to make that fulfillment a reality

About Coaching Sessions

  • Sessions are 1-hour

  • Weekly (3-weeks per month)

My Coaching Goals For You

Private coaching
client testimonials

Benny Sato Ambush

“What I like most about working with David Diamond is that he has an organized process for first helping me to know my own mind and heart, and then partnering with me in formulating strategies for my career advancement. David is seasoned, mature and quite knowledgeable. His insights, guidance and suggestions were competent, welcomed and quite useful. Pursuing dreams can be a lonely road. Working with David Diamond, I had excellent company..”

Jenny Montgomery

“I don’t know if you remember me, but when you were at DirectorsLabChicago in 2006 (I think?) at Second City, we went out to lunch and you talked with me about my career. And I just wanted to say thanks again. I don’t remember exactly what we talked about; I just remember feeling frustrated about how to get where I wanted to go, feeling a lot of “I can’t” and “that won’t work” in my artistic life. And you kept flipping things around with a “Why not?”

And in looking at the overarching career path, you’re right…reconsidering “impossible” things can lead to some unique and interesting places. So thank you! The circumstances and constraints I was in at that time weren’t too conducive to achieving my dreams, but one choice followed another, and here I am in Québec with a very different life than I had planned on. And I am doing some of the things I dreamed of (well, some are even far beyond what I dreamed of, to be honest), and I’m feeling hopeful that things will continue in positive directions.

Thanks for questioning my insistence that certain things were impossible.”

Jennifer Garam

“I want to say thank you so much for the wonderful inspiration and direction you’ve offered – so many incredible things have been materializing lately, and a lot has to with the focus and direction you’ve given me. It has been so helpful to write down my goals and get excited about things and the new perspectives you have given me.”

Anonymous

“David has helped me to consider and verbalize what it is I most want to achieve for my career and life. He is able to challenge my thought process and push me into action while being sincere and extremely supportive.”

H M M Playwright/Director

“David Diamond has supportively and skillfully invited my courage to stand behind my work and offered concrete steps to put that courage into action. I am deeply appreciative...”

Wendi Black

“I’ve thought repeatedly, since I began taking more personal initiative, how you are the one to whom I credit my ability to have the confidence, when I see a need for action, to step up myself, and act. It’s funny, because I watch other people do what I always used to do: assume the great responsibilities were “someone else’s job”, not for a lack of caring, or laziness, but from a lack of understanding that we all have gifts to offer, and it is more than ok to offer them! I have the confidence to take what feels like an out-of-control dream, look at it realistically, and begin moving toward its realization. I have felt in the past year and a half more self-actualized than I imagined possible…and that I am using more of my potential than I even knew was there. I went through a dark few years after I left NY. But when I began to recover, your voice kept saying, whenever a little hope or dream would break through the storm clouds, “What would it take for you to begin moving toward that goal? Just name ONE thing.” And once I’d named one thing, I named two. And with your coaching I had learned the patience required to keep naming and doing those things. And using the formula you gave me to put together that fun “Slew of Stuff by Christopher Durang”, I’ve built my life back, David. So, thank you, AGAIN, about 8 years later!”

Sharon Fischman

“Thanks for being so understanding and your kind words. I can’t tell you how much you have helped me over the past 2 years and I will always be grateful. If you ever need me to be a referral, I will definitely say great things You are a great person.”

Rob Urbinati, Playwright/Director

“I find myself looking forward to my talks with David. I get a lot off my chest, and he listens patiently, then cuts through it all, putting everything in perspective, reminding me of the big picture, and offering clear, sensible, practical, encouraging advice.”