the founders FROM NOW TO NEXT COHORT
by invitation only for select clients
Your Next Chapter Starts Here
A 6-week group coaching cohort for leaders ready to
design a portfolio career with clarity, confidence, and community.
You’ve built a successful career & accomplished many of your goals
But now, you’re asking a bigger question: What’s next?
You’ve reached a point in your career
Where your time is more valuable than your title.
Purpose is more important than just a paycheck.
Meaningful work carries more influence than money.
Don’t get me wrong — title and compensation still matter; they’re just not everything anymore.
Have you recently had inner dialogue with yourself, asking –
what would my life look like if I slowed down a bit?
what do I want to do next?
What kind of contribution feels right for this season?
You don’t want to settle for “just another job.” There’s little to no desire to “go back and do what you’ve been doing these past several years, decades.”
You’re nowhere near ready for “retirement,” whatever that means. You simply want freedom, purpose, and impact — on your own terms.
You want to contribute and stay involved at some level, but you’re unsure about the pace or how much stress you can handle.
Does this sound familiar?
Over the past several years, most of my conversations with leaders and those in their mid-career stage have focused on these themes. It’s a common debate that happens in a leader's mind and with trusted colleagues.
If you’ve ever caught yourself having that inner dialogue while driving home from a business trip or discussing it with your spouse or closest friends — you’re not alone.
And, you don’t have to navigate it alone.
introducing:
The From Now to Next Founders Cohort
Clarity, confidence, and community for leaders designing their next chapter
by invitation only for select clients
This is a 6-week small-group coaching experience for a hand-picked group of executives ready to move beyond the linear corporate path. In a supportive, confidential group, you’ll explore the 7 Pathways to a Portfolio Career and leave with a personal roadmap for your next chapter.
YOU’LL GAIN:
Clarity on your values and transferable strengths
Confidence to take your first steps
A clear roadmap to a portfolio career
The support of a like-minded community
Guidance from executive coach and author, Mitch Miles
Your 6-week Curriculum:
Session 01
Orientation & The Portfolio Pivot
Theme: Why Portfolio Careers? Why Now?
Outcomes:
Welcome, introductions, and cohort agreements (confidentiality, engagement, reciprocity)
Understand the global and personal drivers behind portfolio careers
Set personal intentions for your 6-week experience
Begin to define your Now – phase one of your personal Ikigai
Session 02
Clarity: Mapping Your Now
Theme: Where am I today?
Outcomes:
Complete the Clarity Assessment to take stock of your current reality
Work through the Core Four Questions (Tell me about yourself, what do you do, what are you known for, what do you want to do next?)
Define your “Blue Dot”: your current position, priorities, and potential paths forward.
Understanding and creating your personal Ikigai - identify personal core values, strengths, and mission
Session 03
Confidence: Owning Your Story & Value
Theme: Your story, strengths, and presence.
Outcomes:
Understand the distinction between confidence, arrogance, and lack of clarity
Introduction to “Competence Cues” by Vanessa Van Edwards — how subtle behaviors signal confidence and credibility
Craft a compelling narrative for who you are and what you bring
Practice storytelling with peer-to-peer feedback
Session 04
Community: Quality Relationships determine the Quality of Life
Theme: Find Your People
Outcomes:
Learn from the Harvard Study of Adult Development: relationships = health + success
Quality relationships are the single most important factor for happiness and health — they provide a sense of purpose, combat loneliness and isolation, and support cognitive well-being
Relationship Mapping – a visual exercise to chart your network, key relationships, influencers - who shapes you now, and who should in the future
Session 05
Pathways & Possibilities: Designing Your Portfolio Career
Theme: Exploring options & designing experiments.
Outcomes:
Learn the 7 Pathways to a Portfolio Career (consulting, coaching, board roles, teaching, investing, creative projects, entrepreneurship)
Draft Odyssey Plans for three possible futures
Discuss income diversification, time allocation, and lifestyle design
Session 06
Integration, Feedback & Next Steps
Theme: From Now to Next — sustaining momentum.
Outcomes:
Review cohort highlights: what shifted, what surprised you
Define one immediate step toward your NEXT
Celebrate progress and establish ongoing community touchpoints
Why Guided Group Coaching Works
Reinvention doesn’t happen in isolation.
Clarity sharpens in conversation.
Confidence grows in action.
Community multiplies momentum.
Over the past decade, Mitch has guided hundreds of leaders through reinvention — blending clarity frameworks, confidence-building exercises, and the power of community connection.
Past clients often say the most valuable part wasn’t just the coaching — it was realizing they weren’t alone.
Who this is for…
This cohort hAs been designed for A SELECT GROUP OF high achieving leaders who…
Are transitioning out of their current roles, by choice or circumstance.
Want to explore consulting, speaking, board service, or entrepreneurship.
Are values-driven and want their work to reflect what matters most.
★★★★★
“Mitch came into my life amid an exciting but frightening career transition”
“ I was making the jump from long-term corporate leadership executive to entrepreneur. What I valued most was his authentic style, fabulous listening skills, and intuitive questions.”
Business Owner/Entrepreneur
