Executive Assistant Career Coaching Program

It's time to get the clarity you’ve always wanted in your Executive Assistant career!

You are here because at your 9-5…

you are underpaid.

you are undermined.

you are undervalued.

you are unfulfilled.

you are underserved by senior leadership.

you are underutilized.

you are unchallenged.

you are unsupported.

you are feeling unmotivated.

you are under work-related stress.

If you find yourself nodding "YES!” to any of the above, it’s time to make your next move the best career move.

Bree Caldwell

Executive Assistant Coach and Consultant

Allow me to introduce myself…

My name is Bree Caldwell and I'm known for showing high-level executive assistants how to turn their boring admin tasks into strategic partnerships with senior leaders so they can increase their value and boost their confidence inside and outside of their 9-5.

Known for my caring yet "short, sweet and to the point" approach, I take Executive Assistants by the virtual hand and help them end that anxious feeling of what to do next and help them develop a game plan for the next chapter in their careers.

In my 20+ years of experience as an Executive Assistant, I have helped Senior-level Executives, including a Chief Financial Officer, a Director of Operations and over 10 BigLaw Partners at the top law firms in the nation, My experience has saved their sanity and freed up their time by helping them focus on revenue-generating tasks, leaving the non-profitable business tasks to me...and I'm excited to show you how you can become a leading executive assistant.

People are talking and here’s what they are saying…

Does this sound like you?

Logging into your computer on Monday morning makes you feel like you’d rather have a Root Canal at the dentist.

You avoid management because every encounter feels like being sent to the Principal’s Office…and you’re not sure why.

You’ve been propelled into a new role as an Executive Assistant and don’t know how to navigate your new space.

You’re looking to flip the switch from Administrative Assistant to Executive Assistant and your work peers and senior leaders are holding their knowledge close to the vest.

You’ve been ignored by senior management to give you more work for so long, it makes you doubt your proven capabilities.

The Bottom Line is this… You don’t want to make the wrong move but you know you HAVE to make one.

Introducing the:
Executive Assistant Career Coaching Program

Week 1: Goal Setting and Self-Inventory

Together, we will discover your strengths, transferable skills, and your experience to map out a game plan that will align your values.

Week 2: Career Strategy

In this session, we will set realistic career goals so you are able to hold yourself accountable and exceed your professional and personal goals.

Week 3: Mock Communication with Leaders

You will receive strategies in the form of customizable scripts on what to say to senior leaders via email for different scenarios based on our previous sessions. In this session, we will also have a collaborative communication, similar to a mock interview, so you will be prepared when it’s time to meet with your senior leaders.

Week 4: Role Readiness: Task Tracking and Follow-up Formula

Once you have a confident, consistent communication flow with your senior leaders, it’s time to get to work! The two parts of this session are essential. 

First, you want to be able to quickly and easily recall all of your daily tasks. You never know if/when you’ll need it (think internal promotion or even a new job!)

Second, on occasion, you will need to follow up with people, not because your communication isn’t important to them, but because they may need a friendly reminder. 

There is an art to both and we will discuss it in the final session of this program.

What We Do

Alleviate your stress.

Meetings with senior leaders aren't always easy, especially without having the right tools. Plus, you don’t always know when you’ll have to meet with your senior leaders but you know you don’t want to feel or be underprepared. We will work together on what to say (and how!) when it is time to meet with them, including for last-minute meetings. 

Showcase your leadership.

In order to be considered for desired roles, you have to stand out in a way that will keep you top-of-mind. We will work together so that way your next encounters with senior leaders will feel more like a partnership instead of that dreaded walk to the Principal’s Office.

Reclaim your time.

You no longer have to scour the internet for answers to questions specific to your needs or hope and pray for a mentor to fall into your lap. You’ll have access to an expert that will hold you by the virtual hand and guide you in handling those difficult conversations with senior leaders with confidence and ease.

What You Get

  • Four (4) 1-hour one-on-one recorded Zoom calls within the 4-week timeframe

  • Pre-session exercises to discuss your career and personal strengths as well as career goals, values, purpose and transferable skills (if applicable)

  • Unlimited email support with a private, dedicated coaching email during our 4-week timeframe

  • Scripts to confidently interact with senior leaders

  • Accountability partnership during our 4-week timeframe to help you reach your Executive Assistant career goals

How It Works

1

You fill out an application to apply to our program.

2

If approved, you’ll be invited to reserve your private one-one-on intro call with Bree to discuss the Executive Assistant Career Coaching Program in-depth.

3

Once payment is accepted, you will receive a private link to secure your 1-hour one-on-one introductory session.

4

After our introductory session, we will have pre-sessions where we discuss your career and personal strengths as well as career goals, values, purpose and transferable skills (if applicable).  We will have three (3) additional 1-hour one-on-one recorded Zoom sessions within the 4-week timeframe.

The Executive Assistant Career Coaching Program is NOT for you if…

You’re happy with where you are in your career and you have no intentions of changing anything about it.

You enjoy telling yourself what you can’t do and are not willing to take the first step towards the career of your dreams.

You’re not willing to give yourself the time, space, mindset, energy or resources needed to make the minor changes that could make a major impact.

You’re not ready to take the necessary steps to bring yourself to the next level of your Executive Assistant career.

But if…

You’re currently feeling unfulfilled and looking for something more in your Executive Assistant career.

You know what you’ve been telling yourself in the past hasn’t been working for your career and you’re open to trying something new.

You’re willing to give yourself the time you deserve to work on having the Executive Assistant career of your dreams.

You’re open to making the necessary changes to level up in your Executive Assistant career…

Then this Executive Assistant Career Coaching Program is just for you.

Just think: if you’re going to spend 1/3 of your life in your 9-5, at least be able to enjoy the fruits of your labor!

You Deserve…

To succeed as an Executive Assistant with senior leaders that give you the space and opportunity to shine in your role.

To be seen as an expert and a leader in your 9-5 as an Executive Assistant instead of a coffee fetcher or a task doer.

To have a career where your goals are in alignment with being valued, respected and well-compensated.

You owe this to yourself.  It’s time to stop daydreaming about the career you desire and start living it. Let’s get started today!