If you're curious about using an anti-hero approach,

we could work 1:1

1:1 Customized Development,

Legacy Development or SOS Resourcing


Our 1:1 coaching process is different from generic, traditional coaching. Using structured reflection and the Socratic method, you'll gain deep and actionable insights.

You might want to work with me in one of these areas:

1.) You already know, more or less, the direction toward your next Best Future Self. But you might need clarity and help to transition to this next level of leadership gracefully.

2.) You’re unclear about how to reinvent, transition, or
translate your “success-to-significance.” You’re seeking clarity on how and where to apply your genius zone and interests to a thriving next phase of work and life.



6-Month Learning Community

We work systemically to clarify your next-stage role and contribution with more discernment and consciousness than ever before.

Develop the personal capabilities needed to evolve yourself, your people, places, and causes.

Together, with a small cohort of like-minded professionals, you'll learn powerful processes:

  • develop new capabilities and your leadership legacy

  • think and speak precisely about the important decisions

  • listen to yourself and others more deeply

  • build the competence and confidence to successfully lead the change you want to see in your world

Expand your view beyond current thinking, and interact in ways that traditional personal and leadership training can’t offer.

Clients Testimonials



Client 1

"This leadership path has been so impactful. Janet is one of the few people who can tie together cutting-edge methods and make them so practical. The powerful frameworks gave clarity to the role and importance of leadership. I'm seeing the valuable contribution our leaders can make to our people and the bigger system."


Cindy Reiss-Clark
Chief Commercial Officer, SVP West Pharmaceuticals

Client 2

"Janet absolutely nailed it with her Best Future Self Now. With a Ph.D. and years of executive leadership positions, I never expected to uncover deep insights into my life, leadership, and future. She challenged my thinking and motivated me to consider an even higher level of impact."


Sam Cimitan, Ph.D.,
CEO Celonic

Client 3

"Janet has made a lasting impression on my personal leadership, my businesses, and charities. I’ve spent tens of thousands on training programs for myself and my employees over the years. But your regenerative approach made the most lasting impact."


Ray Ciccolo
Founder and CEO Village Motor Group

Client 3

"Janet, as part of your Best Future Self Master Mind, I now see details I missed before, like being a victim, villain and victor. I'm now designing my future decade like you've done. You're a great model for living leadership."


Luz Elena Zuluaga
Spanish Professor

Client 3

"I went from the backroom to the courtroom thanks to Janet helping me build influence and find my leadership."


James A. Rice
Attorney At Law

Client 3

"Janet has a broad and deep understanding of what it takes to succeed in work and life. But, what really sets her apart is her dedication to evolving leadership so that we develop our own, and others, abilities to co-create a world in which we all can thrive."


Karryn Olson-Ramanujan
President, Regenpreneurs, and Permaculture Entrepreneur

Client 3

"As someone with a strong consulting background, I have extremely high expectations about business and leadership development. With the Best Future Self Now content and lively interactions, my high expectations were met!"


Kleigh Heather
Digital Transformation Leader

Client 3

"Janet has been one of the very few trusted advisors I’ve relied on to build my organization. The regenerative approach helped me become a better leader (and person)."


Jonah H. Jacob
President, Science Research Laboratory Inc

Client 3

"When I signed up to work with you, I didn’t expect to learn so much about my own development given my education and profession. But WOW, it was eye-opening to assess my thinking and to find new ways to grow. I’m now ready for your Third Line Mastermind, please!"


Daphne Rulf,
M.D., Ph.D

Why me? Why you?

As a previous corporate executive with 30 years experience in leadership, learning, and organization design, I know firsthand that most coaches offer a copy-paste, off-the-shelf approach.

Although development was the goal, it was disappointingly rare. So after decades of learning and unlearning, I joined the Great Resignation (or Great Regeneration!) and founded Learning2LEAD.

I've designed my meaningful purpose and role to help midlife professionals reclaim and regenerate their second half of life,

After investing decades learning what works and what doesn't - so you don't have to, I now help conscious-leaning, Practical Visionaries seeking their next-stage role and contribution - professionally and personally.

I’ve served leaders, and Change Makers at all levels. Yet my most impactful work is with future-focused leaders, founders, doctors, consultants and academics seeking to design their leadership, life and legacy.

My deep and broad experience includes:

▫️ Masters in Education, Harvard Graduate School of Education

▫️ Master of Science, Organization Development, Pepperdine University

▫️ Advanced Certificate in Organization Design, University of Southern California

▫️ BRAINZ Top 500 in 2021 and 2022

▫️ Certified Professional Coach, IPEC

▫️ Certified High-Performance Habits Coach

▫️ Certified Tiny Habits Coach

▫️ Certified Immunity2CHANGE Facilitator

▫️ Certified Professional Retirement Coach

▫️ Certified Search Inside Yourself Facilitator

▫️ Certified HeartMath Coach and Facilitator

Janet Macaluso, Ed.M., MSOD, CPC

I've invested decades learning what works - and what doesn't - so you won't have to.