Gregory Russell Benedikt

I help corporate high-performers in their 30s & 40s launch a purpose-driven business without burning their life to the ground

“Reaching out to Greg is one of the best decisions I made this year.” – Professional Officer at World Food Program

“Gregory is an absolute genius in helping you find clarity towards your life purpose and goals.” – Professional Triathlete

“If you’re actually wanting to make a big change, don’t hesitate and sign up now.” – Founder & Executive Coach

“Working with Greg has allowed me to drive through the procrastination and self-doubt.” – Senior Project Manager

“Working with Greg got me on the path to living my life to the fullest.” – Clinical Specialist

The Problem Is:
Most People Wait For The Perfect Idea to Get Started

BUT EVERYTHING YOU NEED TO LEARN IS ON THE OTHER SIDE OF ACTION.

ARE YOU?

The #1 regret most people have at the end of their life is:

"I wish I had the courage to live a life true to myself...
Not the life others expected of me."

My coaching philosophy?
Live a Story Worth Telling.

This isn’t about showing off.
Or trying to impress other people.
It’s about making your future self proud.

So that when you’re lying on your death bed you can say:
I left nothing on the table.
I gave this life everything I had.
I had the courage to pursue my biggest dreams.

Everything you want in life is on the other side of fear.
I will help you take BOLD action to go get it.

I left nothing on the table.
I gave this life everyhting I had.
I had the courage to pursue my biggest dreams.

Everything you want in life?
It’s on the other side of fear.
I will help you take BOLD action to go get it.

3 Powerful Ways To Transform Your Life

Join The Courageous Connection Community

Connect with fellow dreamers

Bold Action Mastermind

Accountability, support, & challenge

Live a Story Worth Telling 1:1 Coaching

3, 6, and 12 month coaching packages

Testimonials

"Taking the leap and reaching out to Greg is one of the best decisions I made this year. Through our sessions, activities, and conversations I have developed tools, skills, and insights which are having a positive impact on my life. Without a doubt, our work together is helping me move in the right direction to achieve my dreams. My sessions with Greg have led to breakthroughs and “Aha!” moments that have inspired me to take purposeful action in both a personal and professional setting. The results are sometimes hard to believe! As my relationship with Greg has continued to grow, I have found that he leads from a place of love. Greg truly listens, pays attention, and will hold you accountable to the things you say you want and the commitments you make. If you want to do the work and invest in yourself then working with Greg is something you won’t regret for a second."

Professional Officer at World Food Program

"Working with Greg has allowed me to drive through the procrastination and self-doubt that has plagued me and my dreams for some time. Wanting to make a change and actually making a change are very different things. Even when you know what needs to be done, leaning on the help and guidance of others can be so impactful. Guidance and discussion have ripped open the barriers to me living my purpose driven life. Most of us understand that in order to make progress you must take action, but understanding what actions and direction to take can be overwhelming. Greg uses his expertise in breaking down mental blocks, bad habits, and self doubt to drive his clients towards their goals. Save the time and invest in faster, more meaningful change with Greg now."

Senior Project Manager

"I had the pleasure of having Gregory as a coach during a time I needed it most. Selecting him was one of the best decisions I could have made. His ability to understand my challenges and help me think of approaches to each that are thoughtful, aligned to my internal compass and practical is tremendously helpful. You may expect anyone who is a coach to be positive and repeat all the things you already know but may not follow. However, Greg is not ordinary in the approaches he recommends. I often leave a session thinking about how different of a thought he offered and it is refreshing and inspiring each time. What I appreciate most is how he is able to tie my whole self to our discussions knowing that who I am at home and at work is one in the same and equally important. So I leave each session having new tools that serve me as a mom, a leader, a wife and more. He is encouraging, mindful, unique and overall an excellent coach. I am so grateful for Greg!"

Director at DoorDash

"I was fortunate to have worked with Gregory as my leadership coach. He was professional, engaging, and supportive during our sessions. I highly recommend Gregory for any coaching capacity! He is a great listener and helped me to grow as a leader within my organization."

Associate Director at Takeda

"My work with Gregory will have a significant impact on my entire life. I can't believe I've never done something like that before."

Entrepreneur

"Gregory is an absolute genius in helping you find clarity towards your life purpose and goals. Through our work together I was able to come out of our meetings with a renewed vigor and fresh clarity towards what I truly desired in my life. After our work together I truly find myself inspired and invigorated to pursue my scariest and most ambitious goals."

Professional Triathlete

"Working with Gregory was not easy--and it was more than worth it. Gregory pushed me to get out of my comfort zone and do things that I truly never imagined myself doing. This allowed me to break through limitations that I put on myself without even realizing it. If you're actually wanting to make a big change, don't hesitate and sign up now."

Founder & Executive Coach

"Working with Gregory got me on the path to living my life to the fullest and creating the existence that I want. It has been a wonderful experience becoming more and more willing to put myself out there, be vulnerable, and enjoy the results, which for me has largely been human connection. This experience was exciting, eye-opening, and down-right fun, I can’t thank Gregory enough for being an excellent coach and co-creator! I highly recommend working with Gregory to anyone looking to get out of a rut, make changes they’ve been scared of, or create more fulfilling human connection."

Clinical Specialist

My Transformational Formula

#1 - DEFINE YOUR NEW IDENTITY

#2 - DESIGN YOUR DREAM LIFE

#3 - TAKE BOLD ACTION

My life was forever changed when I learned that the number one regret people have on their deathbed is:

“I wish I’d had the courage to live a live true to myself, not the life others expected of me.”

This punched me in the face because it made me realize I was doing exactly that. I was wearing a mask, living someone else’s life. After a fair bit of floundering, I decided to change everything about my life.

My clients are people who are already taking action but know they are capable of so much more. Together we will level up your life.

The things you want most in life:

ALL COME FROM PURSUING YOUR BIGGEST DREAMS!

I help corporate high-performers in their 30s & 40s launch a purpose-driven business without burning their life to the ground

I help corporate high-performers in their 30s & 40s launch a purpose-driven business without burning their life to the ground

The Problem Is: Most People Wait For The Perfect Idea to Get Started

BUT EVERYTHING YOU NEED TO LEARN IS ON THE OTHER SIDE OF ACTION.

ARE YOU?

The #1 regret most people have at the end of their life is:

"I wish I had the courage to live a life true to myself...Not the life others expected of me."

3 Powerful Ways To Transform Your Life

Join The Courageous Connection Community

Bold Action Mastermind

Live a Story Worth Telling 1:1 Coaching

Testimonials

My Transformational Formula

#1 - DEFINE YOUR NEW IDENTITY

#2 - DESIGN YOUR DREAM LIFE

#3 - TAKE BOLD ACTION

The Problem Is:
Most People Wait For The Perfect Idea to Get Started

"I wish I had the courage to live a life true to myself...
Not the life others expected of me."