Upskill Services

Coaching for midlifers who are

making career & home transitions

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Redesign your midlife with

the Midlife Makeover Lab

Midlife Makeover Lab

9-Week Group Coaching Experience

This isn’t just another program. It’s a guided transformation where you’ll take back control of your career, home, finances, and boundaries—on your own terms.


  • Weekly Live Group Coaching Calls – Real talk, real strategies, and real breakthroughs.
  • Direct Access to Me – Ask questions and get support in-between sessions.
  • Private 1:1 Check-Ins – Because your journey is unique, and you deserve personalized guidance.
  • Weekly PDF Guides & Exercises – Practical tools to help you implement what you learn.
  • A Supportive Community – Be surrounded by smart, ambitious, and like-minded midlifers who are making their next move.


Inspired by our own midlife makeover. Listen to the full story on this episode of the Melanated Midlife podcast HERE.

What you'll walk away with...

  • A clear vision of what YOU want in this next season of life.
  • Confidence to pivot in your career, home, or personal life—without fear.
  • A step-by-step plan to simplify, downsize, or transition smoothly.
  • Stronger boundaries to protect your time, energy, and well-being.
  • A new level of freedom—because midlife should feel expansive, not restrictive.

Redesign your midlife career with

the Job Search Blueprint

What you'll get inside the

Job Search Blueprint program:


  • Refresh your resume: Learn proven strategies to craft a compelling resume that showcases your unique strengths and achievements.
  • Master the art of networking: Build your professional network with confidence and ease, connecting with the right people to advance your career goals.
  • Interview like a pro: Develop powerful interview skills and learn how to confidently answer any question thrown your way.
  • Navigate the offer: Gain insights into the job offer process, ensuring you make informed decisions and secure the compensation and benefits you deserve.
  • Build your digital portfolio: Showcase your prowess and expertise within a professional online platform.


Learn more about the Job Search Blueprint

Other Services

Self-Paced Courses

Midlife professionals can upskill themselves for new career opportunities!

Are you over 40 or over 50 and ready to make a career shift? You can certainly go it alone, navigating through the vast sea of online resources, sifting through endless YouTube videos and Google search results to piece together some guidance. But let's be honest – your time is valuable, and we know it. Browse the menu of course options below to see what fits your goals.

1

This course is your personalized roadmap to navigating career transitions, confidently. Whether you're seeking a leadership role in K12 education or exploring new paths beyond the classroom, this beginner-friendly, 6-module course equips you with the actionable steps you need to shine.

2

A step-by-step course and guide designed for midlife professionals who are making career shifts.


You'll have lifetime access to the self-paced course and all recorded content, plus you'll work from the full version of the "Midlife Career Pivots Workbook", which includes all support documents and guidance for the course.


3

This mini toolkit is packed with practical guidance to help you discover your transferable skills, document your achievements, and identify the perfect upskilling path for your dream career. The Upskill Actions Workbook will help gather the necessary elements to properly market yourself for a new industry. You'll also receive templates for an ATS-friendly resume and cover letter to get you unstuck and on your way to confidently make a bold career shift.

4

Tried self-learning LinkedIn? Lack of structured guidance may have left you confused. You might be a seasoned pro in the workforce, but it's been a while since you attempted to find a new job. There are some unspoken rules you need to know about to give you an edge, and help you stand out from other applicants. Use this beginner's level masterclass to learn everything you need to know to stand out in your job search.

About

Dr. Akilah Willery is the visionary behind Upskill Services and Melanated Midlife, a platform dedicated to helping midlife professionals navigate bold career and life transitions. With a strong background in educational leadership and digital transformation, Dr. Willery brings over two decades of experience from a prominent Texas school district, where she served as Executive Director for Professional and Digital Learning. Her initiatives in virtual education and instructional technology have been widely recognized for fostering innovation and accessibility.


As a trusted advisor to district leaders nationwide, Dr. Willery holds CETL and Google certifications, reflecting her commitment to advancing educational technology. Passionate about inclusive instructional design and user experience, she advocates for accessible learning environments. She also extends her impact as a freelance eLearning developer, ensuring educators have the tools to navigate the evolving edtech landscape.


Through Melanated Midlife, Dr. Willery helps midlife professionals embrace reinvention, focusing on career pivots, downsizing, and financial wellness. She hosts the Melanated Midlife Podcast, where she shares insights and conversations designed to inspire and support midlifers as they reshape their lives. Tune in on YouTube to join the conversation and connect with a like-minded community!


Dr. Willery is also available for speaking engagements, where she shares her expertise on career transitions, digital transformation, and midlife reinvention. To inquire about booking, please use the Contact Us form at the bottom of the page or email info@upskillservices.site.

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