Leadership at the higher levels requires more than what you have been taught.


Do you know your stuff technically but haven’t had the right leadership training or coaching to be more effective, build a stronger team and better handle the dynamic challenges that come with being in management?

You’re not alone.

Research shows that only 1 in 10 managers get any leadership training or coaching whatsoever.  Many leaders haven’t been taught the skills to lead well and without burnout.

I know, because with over 25 successful years in corporate and being a Chief of Staff and Senior Vice President in an international organization, I have seen too many talented women finally get the promotion they’ve worked their @ss off to get, only to struggle managing and leading people and teams.

Cassandra Shepard

Let’s get real.

You are expected to hit the ground running in your new position AND be a superwoman at home. And you’ve been left to fend for yourself.  

There are things that I see time and time again that managers JUST DO WRONG.  

And all of the excitement of being in management starts to fizzle out because you aren’t getting the coaching and training you need to thrive in leadership today.  You know what being in management means logically but you don’t know what the hell you’re supposed to do differently though.

With higher levels of responsibility and authority, you are not allowed to be the same person tomorrow that you were yesterday.



Hi. I'm Cassandra. Simply put, I want every woman to feel confident in leadership.  No more feeling frustrated with your team or the office politics, no more feeling that you have to act like a man to succeed incorporate, and no more fear of screwing things up now that you’ve reached a certain level of success.

Being a leader is about having strong leadership and

personal foundations, brand and voice to

effortlessly carry the weight of the management load. 


Good news:  You don’t have to figure all this out on your own.

I was a young leader in a new job who lacked a consistent role model to guide me in my leadership. Cassandra became my mentor and inspired me to become my best self.
— Jessica Bolding, CPA


6 Months of Expert One-on-One Attention to Create A Career & Life You Love


I designed this program to walk you step-by-step in building your leadership, which is unlike anything you’ll find in most in-house HR leadership development courses or outside generic leadership seminars.

Don’t miss this exclusive opportunity to…

  • Deepen your self-awareness so your leadership EQ keeps pace with your high technical/functional expertise.

  • Enhance and expand your leadership capabilities and brand.

  • Identify blind spots to improve your leadership.

  • Increase your effectiveness in communicating with others, especially during times of stress and high-stake deadlines.

  • Learn how to build networks with senior leaders so that you have someone advocating for you in those closed door meetings where promotions and additional opportunities are discussed.

  • Be a strong but still approachable leader.

  • Win the respect and following of your team and others.

  • Integrate your leadership and life in ways that bring you fulfillment and satisfaction, both professionally and personally.

  • Feel confident and empowered when you’re speaking up at work, dealing with conflict, or having a tough conversation with your difficult staff, annoying colleague, or your boss.

  • And more! It’s all the stuff they don’t teach you in grad school.


Investment: $7,000 Pay In Full Discount (payment plan also available)

Due to the high-touch, personalized nature of the work, space is limited.


Cassandra Shepard


  • 18 Private 1-on-1 coaching with Cassandra.

  • Full material review + feedback (e.g., PowerPoints, performance reviews, etc.)

  • Leadership Must-Have Resources: I will share with you my ‘black book’ of resources and behind-the-scenes tips to help your groom your leadership.  

  • Email Access. For the duration of coaching, you will have direct access to me via email.  This ensures that you’ll have my continued support, guidance and feedback for 6 months.


I'm ready to become a Leader of Substance!