Milestone Package: Achieve Greater Work Satisfaction

Strategic career support for professionals with 8-12 years of work experience seeking clarity and direction.

After 8-12 years of working, you’ve achieved some professional success.  So why don’t you love your job?  Having a great career means your work is aligned with your life goals and values.  The problem is, most of us don’t know how to do that.  Promotions and lateral moves aren’t always predictable, and it’s hard to assess whether they’ll bring satisfaction.  Meanwhile, life milestones – marriage, parenthood, paying off student loans or taking on a mortgage – can change our constraints and our priorities.

Chances are, when you embarked on your career your life looked different.  Now, even as you look successful on the outside, you’re fighting dread and doubt.  Are you on the right path? Is something better out there?

This feels awful.  Worse, it makes it hard to act, and hard to enjoy the good things in your life.  We want you to regain your energy, optimism, and confidence.

I believe that when smart people like what they do, the world is better for all of us.  I want to get you solving interesting problems, with people who value your talent and energy.

That’s why I’ve developed a program to give you clear action steps.  You’ll always know exactly what to be doing to move yourself along.  The package is designed to help you resolve inner conflicts, align your career with your values, and develop a compelling narrative about your career path. Emerge with clarity, optimism, and an action plan for creating work you love.

Meet your Instructor, Sherry Mason

I’m a warm and rigorous coach with nearly twenty years of experience coaching smart people.  Most people don’t learn the step-by-step process for aligning work with their values and goals.  I’ve thought about that for years, and I love sharing what I know.  The exercises I’ve developed and the tools, templates and frameworks I’ve created have helped hundreds of clients feel more confident about their career decisions. 

When smart people like what they do, we’re all better off.  Solving interesting problems with colleagues who value you will make you happy and effective — at work and outside of it.  I want you to flourish.  

One-on-one coaching is a special relationship.  I strive to earn the trust of my accomplished clients by reading broadly and deeply, and offering logical, empathetic, and candid feedback.  I’ll always respect you and support your wisdom, potential, and growth.  

Package Details

Who is this for?
This package is ideal for professionals with 8-12 years of work experience seeking greater work satisfaction, whether due to changing values, organizational culture, recent promotions, or career misalignment.
Key Components:
  • Resolve Inner Conflict: Learn how to address and overcome inner conflicts affecting your career.
  • Align Career with Values: Ensure your career path aligns with your values and goals.
  • Assess Options: Evaluate your options and identify the best path forward.  This includes a plan for job crafting at your current job, exploring alternative organizations, or making a pivot to a new industry or role.
  • Identify Hidden Opportunities: Learn where and how to identify jobs beyond websites and job boards.
  • Develop a Compelling Narrative: Craft a compelling story about your career journey – so you can evaluate unexpected opportunities against your goals and trajectory.

What's Included

  • 1-on-1 Coaching: 5 personalized 50-minute coaching sessions tailored to your needs and goals.
  • Work Biography: Through a structured interview process, we’ll create a detailed biography to help you understand and articulate your career journey.  This will help you identify stories and accomplishments to highlight in future applications, and recognize the patterns in satisfying work situations.
  • Self-Assessment Exercises: Exercises to help you gain deeper insights into your strengths, values, and career aspirations.
  • A Short List of Industries, Roles, and Specific Employers to Target: This is a targeted list to guide your job search and networking efforts.
  • Personalized Networking Plan: A strategic plan to expand your professional connections and opportunities — without being icky, false, or entitled.
  • Support and Accountability: Make steady progress, overcome setbacks, and stay focused despite obstacles, self-doubt, and discouragement.
  • Interview preparation: Succeed in high stakes conversations with a clear understanding of your goals and your messaging.
  • Expert Perspective: discuss, debrief, and evaluate opportunities with a trusted, experienced, candid coach who believes in you and has your best interests in mind.

Free Strategy Call

Let's talk about your situation.

Schedule a 30 minute call to see whether working together makes sense. 

Key Benefits

Clarity and Direction:

Gain clarity and direction in your career path.

Values Alignment:

Ensure your career aligns with your values and goals.

Strategic Support:

Receive strategic support to navigate career transitions and challenges.

Want to learn more about how our coaching can help you?

Ready to take the first step towards greater work satisfaction? 

Other Available Coaching Services

Foundations Coaching Package

Who is this for?
Foundational early career strategy for ambitious professionals.

Single Coaching Session

Who is this for?
Busy professionals making consequential career decisons.

Application Audit Package

Who is this for?
Professionals who've identified a specific opportunity, and seek expert review of their application to make it excellent.

Perspective Coaching Package

Who is this for?
Executive-level clients with 15+ years of experience and a track record of success ready for a new chapter of growth and impact.

Grad School / Fellowship Application Support

Who is this for?
Applicants to highly selective law schools, business schools, fellowships, or competitive programs.

Take the First Step in Your Career Journey.

Enroll Now or Book a Free Strategy Call!

Book a Free Strategy Call