$100K CEO Dream Decade Challenge

Annual CEO Governance Retreat

Define the Dream. Govern the Decade.

The Dream Decade Challenge for Future-Ready CEOs

The Dream Decade Challenge CEO Retreat is not about predicting the future — it is about governing it. You define your organization’s long-term aspirations, then design the operating cadence, guardrails, and accountability systems required to steward health, family, legacy, and enterprise performance for the next decade.

This experience integrates principles-based governance, Artificial Intelligence (AI)-supported strategy, succession readiness, and executive alignment — so your organization grows without compromising what it stands for.

Includes the $25,000 PhreedomAcademy.com executive leadership system — used by sponsors to develop future-ready leaders who can steward your 2035 vision.

The Dream Decade Challenge runs once per year, as an annual cohort during the Christmas-to-New-Year holiday window. All executives join the same cadence, ensuring consistent governance, shared milestones, and long-term accountability.

Private executive or sponsor cohorts may license the same governance framework for internal use — while remaining aligned to the annual flagship cadence.

Who This Is For

Established Chief Executive Officers (CEOs)

Leaders governing real organizations who want long-term clarity without compromising their principles.

Principles-Driven Executives

Leaders who operate with non-negotiable guardrails — so longevity, trust, and enterprise value are never compromised for short-term gains.

Execution-Focused Teams

Organizations ready for cadence, scorecards, Key Performance Indicators (KPIs), and true accountability.

What You Govern

Health cadence — stress, sleep, recovery, rest.
Family rhythm — protected time, presence, succession at home.
Legacy & succession — who leads next and how it transfers.
10-year governance roadmap — strategy, scorecards, accountability.

How the Governance Framework Works

Principles First: define non-negotiables that govern decisions under pressure.
Health & Family Guardrails: systems that protect energy and relationships.
Legacy & Succession: who leads, how knowledge transfers, what endures.
Dream-to-Strategy Bridge: aspirations translated into 12–36 month operating bets.
Execution Cadence: quarterly scorecards, KPIs, accountability loops.
Leadership System: PhreedomAcademy.com training for your successors.

This is not a motivational event. It is a governance operating system for leaders who intend to steward organizations for generations.

Corporate partners may invest in a rising leader’s PhreedomAcademy.com scholarship and steward them through a future Dream Decade cohort.

▼ Click to Expand Full Retreat Schedule (Daily Breakdown)

🧬 Monday — Trait Mapping & Generational Insight

9AM–12PM (Teaching): Learn how to track traits from your four grandparents to your two parents to you. Discover how legacy patterns repeat or evolve.

🍽️ Catered Lunch, customized for each attendee (12PM–2PM)

2PM–5PM (Application): Research your family history, interview relatives, and complete your own Generational Trait Map.

Delicious Dream Dinner: Catered dinner shared with the group — designed to inspire connection, celebration, and strategic conversations.

Evening: Phree time to relax or explore the island with your family or team — enjoy the beaches, local culture, and quiet moments of reflection.

🎥 Tuesday — Legacy Questions & Trait Selection

9AM–12PM (Teaching): Learn how to guide loved ones through the Video Family Tree exercise. Learn how to write your Target Trait Profile — what you’ll continue and what you’ll cut off.

🍽️ Catered Lunch, customized for each attendee (12PM–2PM)

2PM–5PM (Application): Craft your own Target Trait Profile — defining the kind of person, sibling, son or daughter, and (if applicable) spouse, parent, and grandparent you aim to become over the next ten years. Then record you and your loved ones answering ten powerful Video Family Tree questions to preserve their wisdom in a private family archive for future generations (at a beautiful beach if you wish!).

Delicious Dream Dinner: Catered dinner shared with the group — designed to inspire connection, celebration, and strategic conversations.

Evening: Phree time to relax or explore the island with your family or team — enjoy the beaches, local culture, and quiet moments of reflection.

💼 Wednesday — Executive Role & Succession Planning

9AM–12PM (Teaching): Learn how your Target Trait Profile helps shape a fulfilling Target Résumé — mapped out to 2035 and beyond (even to age 120).

🍽️ Catered Lunch, customized for each attendee (12PM–2PM)

2PM–5PM (Application): Write your Target Résumé. Define your executive role, legacy impact, and long-term leadership succession.

Delicious Dream Dinner: Catered dinner shared with the group — designed to inspire connection, celebration, and strategic conversations.

Evening: Phree time to relax or explore the island with your family or team — enjoy the beaches, local culture, and quiet moments of reflection.

💰 Thursday — Strategic Business & Financial Design

9AM–12PM (Teaching): Learn how to govern the next decade of your enterprise across growth, risk, and succession. Learn how to write your company’s Target Income Statement, Target Balance Sheet, and Target Press Release.

🍽️ Catered Lunch, customized for each attendee (12PM–2PM)

2PM–5PM (Application): Work privately with your executive team (or solo) to complete your 10-year business vision documents. Optionally at a private offsite location only with your team.

Delicious Dream Dinner: Catered dinner shared with the group — designed to inspire connection, celebration, and strategic conversations.

Evening: Phree time to relax or explore the island with your family or team — enjoy the beaches, local culture, and quiet moments of reflection.

🏠 Friday — Family Vision & Lifestyle Architecture

9AM–12PM (Teaching): Build your Target Family Vision — travel plans, real estate, date nights, weekly rhythms, and legacy purchases (cars, boats, aircraft). Singles: plan the family you intend to build.

🍽️ Catered Lunch, customized for each attendee (12PM–2PM)

2PM–5PM (Application): Write your Target Family Vision & Weekly Schedule — with your spouse or future partner in mind.

Delicious Dream Dinner: Catered dinner shared with the group — designed to inspire connection, celebration, and strategic conversations.

Evening: Phree time to relax or explore the island with your family or team — enjoy the beaches, local culture, and quiet moments of reflection.

🎤 Friday Night — Phreedom Fridays Showcase

A night of talent, talk, and teaching — hosted by a fine dining partner and featuring gourmet cuisine, visionary conversations, and live performance.

Featured Artist: Jason Humphreys Kinte, delivering a poetic, legacy-aligned finale that ties your personal growth to the Phreedom movement.

Learn more at PhreedomFridays.com

🌊 Saturday — Strategic Rest

Unstructured time to rest and prepare for execution.

Apply for Your Dream Decade Fit Consultation

Includes a $25 000 PhreedomAcademy.com executive-training component.

Private invitations for December 2025 are now open — with monthly retreats continuing through 2026.

Powered by PhreedomAcademy.com — creators of the Think Like a Principled Billionaire™ executive curriculum and the DreamDecadeChallenge.com retreat.

30-second Dream for the Decade (2026–2035)

My Dream for This Decade (2026–2035)

My Dream for This Decade (2026–2035) is to help the Pen's Power Club Dream Team inspire and teach millions of Phree Shares Inc. shareholders to rise to be healthy, wealthy, and wise — and live their God-given dreams with courage and integrity.

We’re building generational health and wealth through global DreamDecadeChallenge.com CEO retreats and PhreeHotels.com; strengthening families through Holywood North, PhreedomAcademy.com, PhreedomFridays.com, and Work For Yourself Wednesdays — creating community through Phreedom Cafés, Phreedom Gyms, and Phreedom Clothing while traveling the world with PhreeTrips.com.

CEO FAQ 2026–2035 — Top Questions from Future-Ready Leaders — tap to expand

1. Who exactly are you, and why should I trust you?

I’m Jason Humphreys Kinte — Principal of PhreedomAcademy.com and President of Dream Livers Club Inc.

Son of Bernard Humphreys from Antigua — a gifted scholarship winner who also did his B.Comm in Toronto and was an auditor in EdTech — I won 7 scholarships and completed my B.Comm at the University of Toronto co-op program, working as a Microsoft Canada anti-piracy marketing associate. Graduated with distinction in Management & Economics (French minor) in 2001; by 2002 I was managing 100 Microsoft Certified Partners across Québec in English and French and ranked #1 for partner sales referrals.

In 2002 I founded Toronto Poets and the Increase the Peace campaign; in 2003 served Prime Minister Paul Martin’s leadership campaign (the 21st PM of Canada). I've taught thousands worldwide, including as senior admin for 15 000+ Christian singles in Worth the Wait during the pandemic.

I retired at 45 in Antigua after a million-dollar property turnaround and formalized the Dream Decade governance frameworks at PhreedomAcademy.com and ThinkPhreely.net, teaching how to think like a principled billionaire and retire at 45 (#phreedom45) debt phree like I did. References: linkedin.com/in/jasonkinte.

See details on Microsoft experience and career planning (1999 Target Résumé)

Responsible for Microsoft Canada’s anti-piracy website and licensing guides; presented nationally for Microsoft’s “Be Sure It’s Legal” anti-piracy campaign at technology tradeshows from Mississauga to Halifax, Calgary, Edmonton, and Vancouver. After Bill Gates spoke to us in 1999, I drafted a “target résumé” mapping my career to age 120 — including lifetime goals like Prime Minister, honourary doctorates, and a Nobel Peace Prize. I’ve owned 100+ valuable domains, learned from the lawyers at Microsoft, and then hired independent IP lawyers since 1999. With 25+ years in career planning and IP protection, I authored the world’s first 25-year legacy life-strategy book-course (You’re Gifted So Think Phreely — The Course) and a $25 000 CAD legacy scholarship & coaching program at PhreedomAcademy.com.

2. What’s the ROI of this retreat for my company?

You apply the Dream Decade Challenge methodology to govern a 10-year roadmap for growth, succession, and stability.

It aligns your executive team on health, legacy, and profitability while strengthening execution discipline, operating systems, and succession readiness.

The result is higher margins, smarter staffing, clearer succession, and a competitive edge built on what the best in your industry already do — executed with integrity.

3. What actually happens during the 7-day Dream Decade Challenge Retreat?

Across 7 days, you use our frameworks and workbook to govern the next 10 years of your life and company.

Define your health cadence — sleep, stress, recovery, rest.
Plan your family rhythm — marriage, kids, travel, protected time.
Clarify your legacy & succession — what endures, who leads, how it transfers.
Build your 10-year strategy — how you’ll climb the “Who’s The Best” chart for your industry.
Design your execution system — governance roadmap and scorekeeping.
Audit workforce & ops — mapping people, automation, and profitability.

WORKBOOK EXERCISES ON RETREAT

Your Dream Decade Target Résumé (what your résumé looks like 10 years from now, and when you’re 120 / done working).
Your Target Income Statement, Target Balance Sheet, and Target Press Release.
Your Phreedom 45 Generational Trait Map (which traits / habits you’ll keep or end).
Your Video Family Tree plan (your family answering legacy questions on camera).

4. What do I physically walk away with when the retreat ends?

You leave with clarity and a complete system for execution — not just ideas.

Your 10-year governance roadmap protecting health, family rhythm, legacy & succession while driving growth.
Your Target Résumé, Target Income Statement, Target Balance Sheet, and Target Press Release.
Your execution calendar and scorekeeping system for the decade.
Your Phreedom 45 workbook to continue updating through monthly follow-ups.

FOLLOW-UP CONTINUES AFTER RETREAT

After you return home, you stay on track through 10 monthly Work For Yourself Wednesday accountability and community sessions with other Dream Decade Challenge executives (one Wednesday evening per month).

5. Will this plan actually survive past January, or is this just a vacation with nice language?

The retreat is only the kick-off. The real product is your execution system and accountability cadence.

You build a schedule that balances growth and rest without burnout.
You develop your #2 / successor using the PhreedomAcademy.com leadership track.
You create your “Not Going To Do It” list — identifying habits and deals that would sabotage your health, family, or integrity.

WORKBOOK EXERCISE: “NOT GOING TO DO IT” LIST

You write the list yourself during the retreat and review it at each checkpoint to keep your decade governance on course.

6. How do you handle IP and confidentiality?

With 25+ years in intellectual property (IP) and confidentiality across Big Tech and finance, you learn how to secure your ideas before sharing them publicly. We teach domain and trademark strategy so you execute safely without relying on non-disclosure agreements (NDAs).

7. How does this fit with my current leadership or succession plan?

This integrates seamlessly. You bring your existing goals, forecasts, and principles — then upgrade them using decade governance.

You refine your family rhythm, succession timeline, and decision framework so your leadership team operates in sync for the next 10 years.

8. What original curriculum or system are you providing?

The Dream Decade Challenge includes a $25 000 PhreedomAcademy.com executive leadership system — a complete workbook-based framework for your C-Suite to govern 10 years of strategy, personal priorities, and legacy.

You receive the full system during the retreat. It lives inside your Dream Decade workbook — every page, section, and exercise guides you to build your company’s 10-year blueprint with clarity, alignment, and accountability.

WHAT YOU BUILD DURING THE RETREAT

Define your health cadence — sleep, stress, recovery, rest.
Plan your family rhythm — marriage, kids, travel, protected time.
Clarify your legacy & succession — what endures, who leads, how it transfers.
Build your 10-year strategy — how you’ll climb the “Who’s The Best” chart for your industry.
Design your execution system — governance roadmap and scorekeeping.
Audit workforce & ops — mapping people, automation, and profitability.

TEMPLATES AND TOOLS INCLUDED

Dream Decade Target Résumé (what your résumé looks like 10 years from now, and when you’re 120 / done working).
Target Income Statement, Target Balance Sheet, and Target Press Release.
Target Trait Profile — the Phreedom 45 Generational Trait Map (traits / habits you’ll keep or end).
Video Family Tree plan — your family answering legacy questions on camera.

By the end of the 7-day retreat, you leave with your own complete Dream Decade leadership system — customized, handwritten, and owned by you. You save it on your company’s systems and continue refining it through the monthly Work For Yourself Wednesday sessions.

Payment Structure, Travel, Partners & Referrals

Payment Schedule (Non-Refundable)

$20 000 CAD Planning Deposit — books Power Hour #1 and defines goals.
$30 000 CAD Balance — due at Power Hour #2 (sign-off). Confirms logistics and workbook system.
$50 000 CAD Final Payment — due pre-retreat. Covers the 7-day experience and leadership system delivery.

Illustrative Timeline (close in November 2026)

– Nov 10 2026 — Planning deposit received ($20 000 CAD)
– Nov 17 2026 — Power Hour #1
– Nov 20 2026 — Power Hour #2 and $30 000 CAD balance (total $50 000 CAD)
– Nov 27 2026 — Client finalizes all travel arrangements and completes $50 000 CAD final payment
– Dec 26 2026 – Jan 1 2027 — 7-day retreat (workbook system delivered and completed on-site)
– 10 monthly follow-up accountability/community sessions (Work For Yourself Wednesdays, one Wednesday evening per month)

Travel & Lodging

You customize your own travel with our guidance and cover your own costs (transportation, lodging, and any guests). This keeps the experience aligned with your schedule, budget, and company policy.

Co-Hosting Subject-Matter Experts (SMEs)

Co-Hosting SME partners (usually one per retreat) receive 20% of the retreat fee paid directly by the client. SMEs deliver focused modules (finance, wellness, operations, etc.) aligned to your goals.

Referral Program (Paid For Helping Close, Not For Introductions)

When a referrer actively helps close a client on a 3-way Zoom with Jason Kinte (present from start to finish), the client pays:

Solo engagement: 80% directly to Dream Livers Club Inc. and 20% directly to the referrer.
Co-hosted engagement: 60% directly to Dream Livers Club Inc., 20% directly to the co-hosting partner, and 20% directly to the referrer.

Scenario — Adam & Peter: CEO Adam completes the December retreat and governing his decade and legacy for 7 days is the most fulfilling experience of his life! He introduces his friend, a CEO of a corporation in a different industry named Peter and gets Peter to join a 3-way Zoom with Dream Livers Club Inc. CEO Jason Humphreys Kinte. Adam stays through the call and helps Peter decide to book a retreat in July. Peter pays for the July retreat as above (solo or co-hosted split), including $20 000 CAD directly to Adam for actively helping close. Verification: presence on the 3-way Zoom and acknowledgment on record (meeting notes or microsite terms).

Security & Amendments

Only terms posted on your approved DreamDecadeChallenge.com microsite are binding. No side agreements by email. Your workbook and all documents remain your property, saved on your systems. No data is retained by Dream Livers Club Inc.

References: linkedin.com/in/jasonkinte