Work with MeWork with Jennifer Bailey @ Grace Street Group

Thanks for being curious about working with me.

I don’t know what your best life looks like, but you do. I’d be honored to be your thinking partner on the journey!

Right now, the best ways to work with me are:

What Matters Most 365:  Life By Design



What Matters Most 365:  Life By Design® — Here’s a simple fact:  Life is short and this—right now—is not a dress rehearsal.  If you’re not living the life you want, what are you waiting for?  Design your life, create what you crave and make the next 365 days your best yet.  Learn more about this life design program.


One-on-One CoachingOne-on-One Coaching — If you’re ready to get out of your own way and align your thoughts and actions with what you really want, let’s coach together!  My role as your thinking partner is to keep you forward focused and action oriented as you close the gap between where you are now and where you want to be.  Learn more about what to expect when coaching with me or find out about my coaching packages.


Jennifer Bailey is a Myers-Briggs Certified PractitionerMBTI® Personality Assessment — I’m an INFJ, and embracing that has made all the difference.  Ever wonder what would be possible if you embraced your unique personality?  You’ll be in good hands with the world’s most trusted personality assessment.  Insightful and thought provoking. Reliable and valid.  Get ready to shine a light on your strengths and pull back the curtain on your blind spots.  It’s all good as you gain insight into who you are and why you do what you do.


Espresso CoachingEspresso Coaching — You + Me.  35 minutes.  Coffee won’t provide the only jolt.  Short and sweet on your calendar.  But long on impact, deep on clarity, and fresh on perspective.  Are you grappling with a challenge, dilemma or question?  Could you use a shot of clarity, inspiration and motivation?  Do you have 35 minutes to move forward?  If you answered ”Yes, Yes, Yes” then let’s meet up for an empowering coaching conversation.


Reading for Real LifeReading for Real Life is a free, monthly-ish virtual meetup for better living through books and conversation.  These virtual meetups are all about real-world application.  About extracting a nugget, a gem, a pearl of wisdom—and then going beyond the Aha! moment to actually apply the book’s insight, hypothesis, or research to Your. Real. Life.  Learn more about coming together around a book to share, inspire, and learn from each other.