Who’s The Best
Positioned To Win Next Decade?
A snapshot of success and future-readiness to help leaders rise to be healthy, wealthy and wise.
“Most people overestimate what they can do in one year and underestimate what they can do in ten.” — Bill Gates
“And we grossly underestimate what we can do in a lifetime.” — Jason Humphreys Kinte, Microsoft Canada (1998–1999, 2002–2004), founder of Toronto Poets (2002–2010), the Increase the Peace campaign (2002–life), the Dream Decade Challenge (2010–life), PensPowerClub.com (2011–Present), ThinkPhreely.net (2021–Present), Principal at PhreedomAcademy.com (2022–Present), and President of Dream Livers Club Inc. (2018–Present).
Barack Obama once said that most “men are either trying to live up to their father’s expectations or make up for their father’s mistakes.” My father, Bernard Humphreys, was a genius scholarship winner from Antigua who also completed his Bachelor of Commerce in Toronto, working in EdTech like me—he was an auditor at DeVry Institute of Technology. When he was in Antigua, he was such an academic star that people used to say they’d read about him in the newspapers, that he’d be prime minister of Canada one day. But he was not entrepreneurial. When he was laid off in his 40s, he intended to drive a taxi in between jobs, but he never landed another auditing job. He fell behind on computer skills and never hired himself. That led to 25 years of underemployment, depression, and eventually divorce. He tried to end his life twice and passed away on November 27, 2014, with me at his hospital bedside, due to pneumonia after signing a do-not-resuscitate order. Watching his decline burned into me the cost of not staying current with technology and not being able to hire yourself.
In 2002, while working at Microsoft Canada and campaigning for the 21st Prime Minister of Canada, Paul Martin, I started Toronto Poets and the Increase the Peace campaign. We hosted over 100 events of talent, talk, and teaching until 2010, registering Toronto Poets as a non-profit corporation in 2007. Three years later, on January 1, 2010, I wrote my Dream for the Decade: get our show, Saturday Night Love, on TV. Dreams require action—so we moved from partner restaurants to the George Ignatieff Theatre at the University of Toronto for bigger monthly shows.
By April—our 4th monthly show—an Asian program on Toronto’s multicultural station televised it for phree! A 120-month dream arrived in four. I realised I’d been dreaming too small, so I aimed to travel the world. With no funding or time, I sold my house—at 33 having to move back in with my mom. I paid off over $25,000 of Toronto Poets’ show debts, closed Toronto Poets, and in 2011 launched PensPowerClub.com as a for-prophet (for-profit company founded by a prophetic scholar, lol) sole proprietorship. I devoured books like Think and Grow Rich and Rich Dad Poor Dad (now two of 100 books on our “Who’s the Best” PensPowerClub book list).
In 2016, I bought the Phreehouse in my hometown of Pickering, Ontario, for $512,000, rented upstairs, and lived in the basement while working at Fleet Complete in Customer Success (2012–2018). I was paid to hire staff and train them in Jamaica as Senior Customer Success Specialist, among other initiatives, before I retired from there in 2018 after giving almost a month’s notice. During the pandemic, I hired myself and built the world’s first Phreedom 45 25-year legacy book-course, You’re Gifted So Think Phreely—The Course at ThinkPhreely.net, and the $25,000 program Think Like a Principled Billionaire at PhreedomAcademy.com—to earn the phreedom to travel, starting in Antigua in 2022. During those three years, one ministry I served online had over 15,000 Christian singles who publicly committed to waiting until marriage to make babies—Worth the Wait on Facebook. It’s hard to be in your twenties and launch a million-dollar company, pick the right co-founders, and pick the right spouse for life all by yourself. It’s highly unlikely to have the wisdom to do so in your twenties. So I waited and am still looking and preparing.
Learning from your parents’ mistakes and other high achievers’ mistakes is better than just learning from your own. I took to heart Bill Gates’ advice on what he’d do if he had to start over: he said he’d finish school and learn from CEOs rather than dropping out early, and he wouldn’t hire full-time workers. (When he was 48—like I am now the second time I worked at Microsoft—Microsoft had 50,000 full-time employees.) Instead, he said he’d build systems like a multi-level marketing model so motivated people would keep working under you instead of relying only on full-time employees. These principles shaped how I’ve scaled ventures and trained others, and been patient to achieve holistic success that lasts—like the only perfect CEO talks about in the only perfect business plan. Jesus says:
“You did not choose me, but I chose you and appointed you so that you might go and bear fruit—fruit that will last—and so that whatever you ask in my name the Father will give you.” (NIV)
I delayed writing a new decade dream in 2020, waiting for “official” decade boundaries when someone told me the decade actually begins on the 1s (e.g., 2021, 2011, 2001). So I started my Dream for this Decade in 2021. But I realised: you can start your Dream Decade any time you commit to planning ten years out—with Bill Gates’ quote in mind. Still, the decade “officially” beginning on the 1s means my 2010 Toronto Poets show on TV dream didn’t just come true in four months—it came “officially” true eight months before that decade even began!
That’s the power of the Dream Decade Challenge! Now I help CEOs prioritise health, phree time to travel with family, and time for legacy and succession planning—then finalise the 10-year operating plan and train teams for future-readiness to win the next decade. The impartial rankings below help ground the work.
Executive & Retreat Competitors — Comparison
| Company | Cost Tier | Health | Family Time | Legacy Focus | Future Readiness |
|---|---|---|---|---|---|
| PhreedomAcademy.com — CEO Dream Decade Challenge Retreat | $100,000 | A+ | A+ | A+ | A+ |
| Amex Global Business Travel (M&E) | $$$ | A | C | C- | D |
| TeamOut | $$–$$$ | B+ | B+ | C | D |
| BCD Meetings & Events | $$$ | A | C+ | C- | D |
| CWT Meetings & Events | $$$ | A- | C | C- | D |
| TravelPerk (Events) | $$ | B | C- | C- | D |
| Maritz Global Events | $$$$ | A | C+ | C- | D |
| MKG | $$$$ | A- | C- | D | D |
| Freeman | $$$$ | A- | C- | D | D |
| GES | $$$ | B | C- | D | D |
| Jack Morton | $$$$ | A | C- | D | D |
| BI WORLDWIDE | $$$ | B+ | C | C- | D |
| George P. Johnson (GPJ) | $$$$ | A | C- | D | D |
| Maritz Motivation | $$$ | B+ | C | C- | D |
| Accor (Meetings & Events) | $$–$$$$ | C+ | B | C+ | D |
| JTB Meetings & Events | $$$ | B+ | C | C- | D |
| Intrepid (Tailor-Made Groups) | $$ | C | B | C+ | D |
| Expedia Group (B2B) | $$ | C- | D | D | D |
| Booking.com for Business | $$ | C- | D | D | D |
| Flight Centre / FCM M&E | $$–$$$ | B+ | C | C- | D |
Top 10 Global Cruise Lines — Dream Decade Challenge Rankings
| Cruise Line | Employees (FTE) |
Market Share (%) |
Profit Margin (%) |
Profitability (10) |
Innovation (10) |
Modernization (10) |
Crew Well-Being (10) |
Legacy & Sustainability (10) |
Overall Phreedom Score (0–100) |
|---|---|---|---|---|---|---|---|---|---|
| Royal Caribbean Group | 102,400 | 24.8 | 16.5 | 9.2 | 8.8 | 9.4 | 8.7 | 9.1 | |
| Carnival Corporation & plc | 115,000 | 36.0 | 9.0 | 8.8 | 8.4 | 8.6 | 8.2 | 8.5 | |
| Norwegian Cruise Line Holdings | 41,700 | 14.1 | 12.5 | 8.9 | 8.6 | 8.7 | 8.4 | 8.8 | |
| MSC Cruises | 23,500 | 10.0 | 11.0 | 8.6 | 8.5 | 8.9 | 8.3 | 8.7 | |
| Disney Cruise Line | 12,000 | 2.0 | 18.0 | 8.7 | 8.9 | 8.5 | 8.8 | 8.6 | |
| Princess Cruises | — (Carnival Group) | 5.0 | 9.5 | 8.4 | 8.2 | 8.6 | 8.1 | 8.3 | |
| Holland America Line | — (Carnival Group) | 3.0 | 8.5 | 8.1 | 8.0 | 8.2 | 8.0 | 8.1 | |
| Celebrity Cruises | — (Royal Caribbean Group) | 3.0 | 14.0 | 8.3 | 8.2 | 8.4 | 8.1 | 8.2 | |
| AIDA Cruises | — (Carnival Group) | 3.0 | 7.5 | 8.0 | 8.1 | 8.0 | 7.9 | 8.0 | |
| Costa Cruises | — (Carnival Group) | 3.0 | 7.0 | 7.9 | 8.0 | 7.8 | 7.7 | 7.8 |
Top 10 Canadian Cruise & Expedition Operators — Dream Decade Challenge Rankings
| Company | HQ | % Canadian Ownership | Employees (FTE) |
Market Share (% of Canadian sector) |
Profit Margin (%) |
Profitability (10) |
Innovation (10) |
Modernization (10) |
Crew Well-Being (10) |
Legacy & Sustainability (10) |
Overall Phreedom Score (0–100) |
|---|---|---|---|---|---|---|---|---|---|---|---|
| Adventure Canada | Mississauga ON | 100% | ≈ 80 | 18.5 | 11.0 | 8.7 | 9.0 | 8.6 | 9.2 | 9.0 | |
| Maple Leaf Adventures | Victoria BC | 100% | ≈ 45 | 9.0 | 10.0 | 8.8 | 8.9 | 8.7 | 9.1 | 8.9 | |
| Quark Expeditions (Canada HQ) | Toronto ON | ≈ 40% | ≈ 200 | 25.0 | 9.0 | 8.5 | 9.1 | 8.9 | 8.4 | 8.7 | |
| Polar Explorers Canada | Calgary AB | 90% | ≈ 25 | 4.5 | 7.0 | 8.3 | 8.4 | 8.2 | 8.6 | 8.5 | |
| St. Lawrence Cruise Lines | Kingston ON | 100% | ≈ 40 | 7.0 | 6.0 | 8.0 | 8.1 | 7.9 | 8.3 | 8.1 | |
| Outer Shores Expeditions | Victoria BC | 100% | ≈ 20 | 3.0 | 6.5 | 8.1 | 8.4 | 8.0 | 8.3 | 8.2 |
Top 20 Global Airlines — Dream Decade Challenge Rankings
| Airline | FTE Headcount | Market Share (%) | Profit Margin (%) | Safety & Reliability (20) | On-Time Performance (20) | Service Quality (20) | Sustainability & Innovation (20) | Partnership & Values Alignment (20) | Overall Phreedom Score (0–100) |
|---|---|---|---|---|---|---|---|---|---|
| Qatar Airways | 50,000 | 3.5 | 12.1 | 9.6 | 8.9 | 9.5 | 8.7 | 9.0 | |
| Singapore Airlines | 14,500 | 2.8 | 10.8 | 9.5 | 8.8 | 9.6 | 8.6 | 8.9 | |
| ANA All Nippon Airways | 43,000 | 3.2 | 8.9 | 9.3 | 9.3 | 9.1 | 8.4 | 8.6 | |
| Emirates | 102,000 | 5.4 | 9.2 | 9.0 | 8.4 | 9.3 | 8.6 | 8.5 | |
| Japan Airlines | 34,000 | 2.9 | 8.7 | 9.2 | 9.1 | 9.0 | 8.2 | 8.4 | |
| Cathay Pacific | 22,000 | 2.4 | 6.9 | 9.0 | 8.6 | 8.8 | 8.1 | 8.3 | |
| EVA Air | 11,000 | 1.8 | 7.5 | 9.1 | 8.7 | 8.6 | 8.0 | 8.2 | |
| Turkish Airlines | 75,000 | 4.0 | 9.0 | 8.6 | 8.2 | 8.5 | 8.0 | 8.4 | |
| Air France | 82,000 | 3.9 | 6.8 | 8.4 | 7.9 | 8.6 | 7.9 | 8.1 | |
| KLM Royal Dutch Airlines | 33,000 | 2.7 | 7.1 | 8.5 | 8.3 | 8.5 | 8.1 | 8.2 | |
| Lufthansa | 115,000 | 4.8 | 5.7 | 8.3 | 7.8 | 8.3 | 8.0 | 7.8 | |
| Swiss International Air Lines | 9,000 | 1.5 | 8.1 | 8.9 | 8.4 | 8.5 | 8.0 | 8.2 | |
| Qantas Airways | 25,000 | 3.0 | 10.1 | 9.4 | 8.1 | 8.4 | 7.8 | 8.0 | |
| Delta Air Lines | 100,000 | 5.0 | 9.8 | 8.2 | 8.7 | 8.3 | 7.7 | 7.9 | |
| United Airlines | 95,000 | 4.6 | 8.5 | 7.8 | 8.0 | 8.0 | 7.6 | 7.7 | |
| American Airlines | 130,000 | 5.7 | 7.3 | 7.6 | 7.6 | 7.9 | 7.5 | 7.6 | |
| Southwest Airlines | 67,000 | 4.2 | 8.2 | 7.4 | 7.5 | 7.8 | 7.4 | 7.5 | |
| Alaska Airlines | 19,000 | 1.9 | 7.9 | 8.0 | 8.4 | 8.2 | 7.6 | 7.9 | |
| Air Canada | 35,000 | 2.5 | 5.1 | 7.7 | 7.4 | 7.8 | 7.5 | 7.6 | |
| JetBlue Airways | 24,000 | 1.8 | 6.3 | 7.2 | 7.3 | 7.6 | 7.2 | 7.3 |
Top 20 Canadian Hotel Chains — Dream Decade Challenge Rankings
| Hotel Group | HQ City | % Canadian Ownership |
Employees (FTE) |
Profitability (0–10) |
Innovation (0–10) |
Modernization (0–10) |
Crew & Guest Well-Being (0–10) |
Legacy & Sustainability (0–10) |
Phreedom Score (20% each) |
|---|---|---|---|---|---|---|---|---|---|
| Four Seasons Hotels & Resorts | Toronto, ON | 100% | ≈12 000 | 8.9 | 9.1 | 8.8 | 9.0 | 9.3 | |
| Alt Hotels / Le Germain Group | Québec City, QC | 100% | ≈1 500 | 8.7 | 8.9 | 8.8 | 8.9 | 9.0 | |
| Fairmont Hotels & Resorts (Accor Canada) | Toronto, ON | 30% | ≈10 000 | 9.0 | 8.8 | 8.9 | 8.7 | 9.2 | |
| Sandman Hotel Group | Vancouver, BC | 100% | ≈5 000 | 8.5 | 8.4 | 8.3 | 8.4 | 8.5 | |
| Coast Hotels | Vancouver, BC | 90% | ≈2 500 | 8.4 | 8.6 | 8.4 | 8.5 | 8.6 | |
| SilverBirch Hotels & Resorts | Vancouver, BC | 100% | ≈3 000 | 8.3 | 8.5 | 8.4 | 8.4 | 8.4 | |
| Pomeroy Lodging Group | Calgary, AB | 100% | ≈1 200 | 8.2 | 8.3 | 8.3 | 8.4 | 8.2 | |
| Hotel Arts Group | Calgary, AB | 100% | ≈400 | 8.1 | 8.3 | 8.2 | 8.3 | 8.1 | |
| Holloway Lodging Corp. | Halifax, NS | 100% | ≈900 | 8.0 | 8.2 | 8.1 | 8.3 | 8.1 | |
| Rimrock Resort Hotel (Banff) | Banff, AB | 100% | ≈300 | 8.1 | 8.2 | 8.1 | 8.4 | 8.3 | |
| Blue Mountain Resorts | Collingwood, ON | 100% | ≈1 000 | 7.9 | 8.0 | 8.1 | 8.1 | 8.0 | |
| Westmont Hospitality Group | Toronto, ON | 80% | ≈5 500 | 7.9 | 8.1 | 8.0 | 8.0 | 8.1 | |
| Group Germain Hospitality (Alt / Le Germain) | Québec City, QC | 100% | ≈1 500 | 8.0 | 8.1 | 8.0 | 8.2 | 8.3 | |
| Delta Hotels (by Marriott Canada) | Toronto, ON | 25% | ≈2 000 | 8.1 | 8.2 | 8.3 | 8.0 | 8.2 | |
| InnVest Hotels | Toronto, ON | 50% | ≈3 500 | 8.0 | 8.0 | 7.9 | 7.8 | 8.0 | |
| Holloway Lodging REIT | Halifax, NS | 100% | ≈800 | 7.8 | 7.9 | 7.8 | 8.0 | 8.0 | |
| Canalta Hotels | Drumheller, AB | 100% | ≈1 000 | 7.9 | 7.8 | 7.9 | 8.1 | 7.9 |
Notes: Figures represent 2024 estimates based on publicly available data and Canadian hospitality reports. Phreedom Score = equal weighting (20% each) of Profitability, Innovation, Modernization, Well-Being, and Legacy & Sustainability. Tiers: Gold ≥ 8.7 • Silver 8.3–8.6 • Bronze 8.0–8.2.
Top 10 Canadian Boutique & Resort Operators — Dream Decade Challenge Rankings (2024)
| Resort / Operator | HQ / Base | % Canadian Ownership |
Employees (FTE) |
Profit (0–10) |
Innovation (0–10) |
Modernization (0–10) |
Crew & Guest Well-Being (0–10) |
Legacy & Sustainability (0–10) |
Phreedom Score (20% each) |
|---|---|---|---|---|---|---|---|---|---|
| Wickaninnish Inn | Tofino, BC | 100% | ≈150 | 8.7 | 9.0 | 8.9 | 9.2 | 9.4 | |
| Fogo Island Inn | Fogo, NL | 100% | ≈120 | 8.6 | 9.2 | 8.7 | 9.3 | 9.5 | |
| Post Hotel & Spa | Lake Louise, AB | 100% | ≈140 | 8.5 | 8.8 | 8.6 | 9.0 | 9.0 | |
| Langdon Hall Country House Hotel & Spa | Cambridge, ON | 100% | ≈100 | 8.4 | 8.7 | 8.5 | 9.1 | 8.9 | |
| Nimmo Bay Wilderness Resort | Great Bear Rainforest, BC | 100% | ≈80 | 8.3 | 8.9 | 8.4 | 9.0 | 9.2 | |
| Clayoquot Wilderness Lodge | Vancouver Island, BC | 50% | ≈120 | 8.4 | 8.7 | 8.5 | 8.8 | 8.6 | |
| Fox Harb’r Resort | Wallace, NS | 100% | ≈250 | 8.2 | 8.5 | 8.6 | 8.7 | 8.8 | |
| Kananaskis Mountain Lodge | Kananaskis, AB | 50% | ≈300 | 8.1 | 8.4 | 8.4 | 8.6 | 8.5 | |
| Trout Point Lodge | Yarmouth, NS | 100% | ≈70 | 8.0 | 8.2 | 8.3 | 8.5 | 8.7 | |
| Auberge Saint-Antoine | Québec City, QC | 100% | ≈90 | 8.1 | 8.3 | 8.3 | 8.6 | 8.5 |
Notes: Data based on 2024 Canadian tourism, sustainability, and hospitality industry reports. Phreedom Score = equal weighting (20% each) of Profit, Innovation, Modernization, Well-Being, and Legacy. Tiers: Gold ≥ 8.8 • Silver 8.5–8.7 • Bronze 8.0–8.4.
Top 20 Finance & Banking Institutions — Dream Decade Challenge Rankings (Canada)
| Institution | HQ City / Province | % Canadian Ownership |
Employees (FTE) |
Financial Health & Stability (0–10) |
Legacy & Reputation (0–10) |
AI & Innovation Readiness (0–10) |
Collaboration & Scholarship (0–10) |
Phreedom & Leadership (0–10) |
Phreedom Score (20% each) |
|---|---|---|---|---|---|---|---|---|---|
| Royal Bank of Canada (RBC) | Toronto, ON | 100% | ≈97,000 | 9.8 | 9.5 | 9.0 | 9.1 | 9.2 | |
| Toronto-Dominion Bank (TD) | Toronto, ON | 100% | ≈95,000 | 9.6 | 9.3 | 8.9 | 9.0 | 9.0 | |
| Scotiabank | Toronto, ON | 100% | ≈90,000 | 9.4 | 9.1 | 8.8 | 8.8 | 8.9 | |
| Bank of Montreal (BMO) | Toronto, ON | 100% | ≈47,000 | 9.2 | 9.0 | 8.8 | 8.9 | 8.8 | |
| Desjardins Group | Lévis, QC | 100% | ≈58,000 | 9.1 | 9.2 | 8.7 | 9.0 | 9.1 | |
| National Bank of Canada | Montreal, QC | 100% | ≈30,000 | 8.8 | 8.7 | 8.8 | 8.9 | 8.8 | |
| ATB Financial | Edmonton, AB | 100% (Provincial) | ≈5,000 | 8.7 | 8.6 | 8.8 | 9.1 | 9.0 | |
| Manulife Financial | Toronto, ON | 100% | ≈40,000 | 8.9 | 9.0 | 8.6 | 8.8 | 8.7 | |
| Sun Life Financial | Toronto, ON | 100% | ≈30,000 | 8.8 | 8.8 | 8.5 | 8.8 | 8.6 | |
| EQ Bank (Equitable Bank) | Toronto, ON | 100% | ≈1,500 | 8.5 | 8.2 | 9.0 | 8.7 | 8.8 | |
| Wealthsimple | Toronto, ON | 100% | ≈1,200 | 8.0 | 8.0 | 9.3 | 8.5 | 8.5 | |
| CIBC | Toronto, ON | 100% | ≈48,000 | 8.4 | 8.3 | 8.2 | 8.4 | 8.3 | |
| Intact Financial Corporation | Toronto, ON | 100% | ≈16,000 | 8.4 | 8.5 | 8.2 | 8.3 | 8.4 | |
| Meridian Credit Union | St. Catharines, ON | 100% | ≈2,000 | 8.3 | 8.4 | 8.1 | 8.6 | 8.7 | |
| Coast Capital Savings | Surrey, BC | 100% | ≈2,300 | 8.2 | 8.3 | 8.3 | 8.7 | 8.6 | |
| Tangerine Bank | Toronto, ON | 100% (Scotiabank) | ≈1,000 | 8.0 | 8.0 | 8.4 | 8.5 | 8.5 | |
| First Ontario Credit Union | Hamilton, ON | 100% | ≈1,000 | 8.0 | 8.2 | 8.1 | 8.4 | 8.4 |
Notes: 2024 estimates based on published employment, profitability, innovation reports, and public sustainability disclosures. Phreedom Score = equal weighting (20% each) across five pillars. Tiers: Gold ≥ 8.8 • Silver 8.5–8.7 • Bronze 8.0–8.4.
Top 20 Residential Brokerages — Dream Decade Challenge Rankings (Canada)
| Brokerage | Website | HQ City | Profitability | Brand & Trust | Future Readiness | Community Impact | Phreedom & Values Alignment | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|---|
| RE/MAX Canada | remax.ca | Toronto ON | 92 | 94 | 90 | 88 | 87 | |
| Royal LePage | royallepage.ca | Toronto ON | 90 | 92 | 88 | 87 | 86 | |
| Century 21 Canada | century21.ca | Vancouver BC | 88 | 90 | 85 | 84 | 83 | |
| Sotheby’s International Realty Canada | sothebysrealty.ca | Toronto ON | 86 | 94 | 90 | 89 | 85 | |
| eXp Realty Canada | exprealty.ca | Toronto ON | 88 | 89 | 92 | 86 | 85 | |
| Keller Williams Realty Canada | kwcanada.com | Toronto ON | 85 | 88 | 86 | 84 | 82 | |
| Real Broker Ontario Ltd. | joinreal.ca | Toronto ON | 84 | 87 | 88 | 83 | 84 | |
| HomeLife Realty Services | homelife.ca | Toronto ON | 82 | 86 | 82 | 81 | 80 | |
| Realty ONE Group | realtyonegroup.ca | Toronto ON | 83 | 85 | 84 | 82 | 79 | |
| Zoocasa Realty | zoocasa.com | Toronto ON | 82 | 88 | 86 | 80 | 83 | |
| Royal Pacific Realty | royalpacific.com | Vancouver BC | 80 | 86 | 82 | 79 | 78 | |
| Nu Stream Realty | nustreamrealty.com | Burnaby BC | 79 | 83 | 82 | 80 | 78 | |
| Johnston & Daniel | johnstonanddaniel.com | Toronto ON | 81 | 89 | 84 | 83 | 82 | |
| Harvey Kalles Real Estate | harveykalles.com | Toronto ON | 82 | 90 | 83 | 84 | 81 | |
| RE/MAX West Realty | remaxwest.ca | Vaughan ON | 84 | 87 | 83 | 82 | 80 | |
| Right at Home Realty | rightathomerealty.com | Toronto ON | 83 | 86 | 85 | 81 | 79 | |
| Orange List Realty | orangelist.com | Niagara Falls ON | 81 | 85 | 84 | 80 | 80 | |
| Engel & Völkers Canada | engelvoelkers.com | Toronto ON | 85 | 92 | 88 | 86 | 83 | |
| Forest Hill Real Estate | foresthill.com | Toronto ON | 82 | 88 | 83 | 82 | 80 | |
| StreetCity Realty | streetcityrealty.com | London ON | 80 | 84 | 82 | 81 | 81 | |
| Dexter Realty | dexterrealty.com | Vancouver BC | 79 | 85 | 83 | 80 | 82 | |
| Sage Real Estate | sagerealestate.ca | Toronto ON | 83 | 87 | 85 | 83 | 84 | |
| Stilhavn Real Estate Services | stilhavn.com | Vancouver BC | 84 | 89 | 86 | 84 | 83 | |
| Redline Real Estate Group | redlinerealestate.ca | Calgary AB | 81 | 85 | 84 | 81 | 82 | |
| Team Powerhouse Realty | teampowerhouse.com | Prince George BC | 80 | 84 | 83 | 80 | 81 | |
| Century 21 Leading Edge Realty | century21leadingedge.ca | Markham ON | 85 | 88 | 85 | 82 | 80 |
Top 20 Commercial Property Developers — Dream Decade Challenge Rankings (Canada)
| Company | Website | HQ City | Profitability | Brand & Trust | Future Readiness | Footprint & Community | Phreedom & Values Alignment | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|---|
| Oxford Properties Group | oxfordproperties.com | Toronto ON | 92 | 95 | 90 | 94 | 86 | |
| Cadillac Fairview | cadillacfairview.com | Toronto ON | 90 | 94 | 88 | 92 | 85 | |
| Ivanhoé Cambridge | ivanhoecambridge.com | Montréal QC | 91 | 93 | 90 | 93 | 85 | |
| Brookfield Properties (Canada) | brookfieldproperties.com | Toronto ON | 92 | 92 | 89 | 93 | 82 | |
| QuadReal Property Group | quadreal.com | Vancouver BC | 90 | 90 | 91 | 92 | 84 | |
| BentallGreenOak | bgo.com | Toronto ON | 88 | 90 | 89 | 90 | 83 | |
| GWL Realty Advisors | gwlra.com | Toronto ON | 86 | 88 | 87 | 88 | 84 | |
| KingSett Capital (Development) | kingsettcapital.com | Toronto ON | 87 | 88 | 85 | 86 | 80 | |
| Dream Unlimited (Commercial) | dream.ca | Toronto ON | 85 | 87 | 88 | 86 | 83 | |
| Triovest Realty Advisors | triovest.com | Toronto ON | 84 | 85 | 86 | 85 | 82 | |
| Menkes Developments (Commercial) | menkes.com | Toronto ON | 84 | 86 | 84 | 84 | 81 | |
| First Gulf | firstgulf.com | Toronto ON | 83 | 85 | 84 | 83 | 80 | |
| Westbank (Commercial) | westbankcorp.com | Vancouver BC | 85 | 90 | 87 | 84 | 78 | |
| Concert Properties (Commercial) | concertproperties.com | Vancouver BC | 82 | 86 | 86 | 86 | 85 | |
| Fengate Real Estate | fengate.com | Oakville ON | 82 | 84 | 85 | 83 | 82 | |
| Broccolini (Commercial) | broccolini.com | Montréal QC | 83 | 85 | 86 | 83 | 81 | |
| Oxford (OMERS) — Retail & Office Dev | oxfordproperties.com | Toronto ON | 91 | 94 | 90 | 93 | 86 | |
| Allied (Development Division) | alliedreit.com | Toronto ON | 80 | 86 | 84 | 82 | 83 | |
| Slate Asset Management (Dev) | slateam.com | Toronto ON | 82 | 84 | 85 | 83 | 80 | |
| Oxford/CF Joint Ventures (iconic sites) | cadillacfairview.com | Toronto ON | 88 | 92 | 88 | 90 | 82 |
Top 20 Commercial REITs & Asset Managers — Dream Decade Challenge Rankings (Canada)
| Company | Website | HQ City | Profitability | Brand & Trust | Future Readiness | Footprint & Community | Phreedom & Values Alignment | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|---|
| RioCan REIT | riocan.com | Toronto ON | 88 | 90 | 86 | 90 | 83 | |
| SmartCentres REIT | smartcentres.com | Vaughan ON | 86 | 88 | 84 | 89 | 82 | |
| Choice Properties REIT | choicereit.ca | Toronto ON | 87 | 89 | 85 | 90 | 83 | |
| Crombie REIT | crombie.ca | New Glasgow NS | 82 | 86 | 84 | 85 | 84 | |
| First Capital REIT | fcr.ca | Toronto ON | 83 | 86 | 84 | 86 | 82 | |
| Allied Properties REIT | alliedreit.com | Toronto ON | 81 | 88 | 85 | 84 | 84 | |
| H&R REIT | hr-reit.com | Toronto ON | 82 | 84 | 83 | 85 | 80 | |
| Dream Office REIT | dreamofficereit.ca | Toronto ON | 80 | 85 | 84 | 83 | 83 | |
| Dream Industrial REIT | dreamindustrialreit.ca | Toronto ON | 84 | 86 | 87 | 86 | 83 | |
| Granite REIT | granitereit.com | Toronto ON | 86 | 87 | 88 | 85 | 82 | |
| CT REIT | ctreit.com | Toronto ON | 85 | 86 | 83 | 86 | 82 | |
| Slate Office REIT | slatesofficereit.com | Toronto ON | 76 | 80 | 82 | 80 | 80 | |
| Slate Grocery REIT | slategroceryreit.com | Toronto ON | 80 | 82 | 83 | 84 | 81 | |
| NorthWest Healthcare Properties REIT | nwhreit.com | Toronto ON | 78 | 82 | 84 | 85 | 84 | |
| Automotive Properties REIT | automotivepropertiesreit.ca | Toronto ON | 79 | 80 | 82 | 81 | 82 | |
| Artis REIT | artisreit.com | Winnipeg MB | 78 | 80 | 83 | 82 | 80 | |
| Morguard REIT | morguardreit.com | Mississauga ON | 79 | 82 | 82 | 83 | 81 | |
| BTB REIT | btbreit.com | Montréal QC | 76 | 79 | 82 | 81 | 81 | |
| True North Commercial REIT | truenorthreit.com | Toronto ON | 75 | 78 | 81 | 80 | 80 | |
| PRO REIT | proreit.com | Montréal QC | 77 | 79 | 82 | 81 | 81 |
Top 50 Architectural Design Firms — Dream Decade Challenge Rankings (Canada)
| Firm Name | HQ City | Adaptive Reuse & Mixed-Use | Sustainability & Future-Ready | Scale & Delivery | Aesthetic & Brand Fit | Partnership & Values | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|
| Stantec | Edmonton AB | 10 | 10 | 10 | 8 | 8 | |
| Arcadis IBI Group | Toronto ON | 9 | 10 | 9 | 8 | 9 | |
| Perkins&Will (Canada) | Toronto ON | 9 | 10 | 8 | 10 | 8 | |
| DIALOG | National (AB/BC/ON) | 9 | 9 | 9 | 9 | 10 | |
| B+H Architects | Toronto ON | 8 | 9 | 9 | 8 | 9 | |
| KPMB Architects | Toronto ON | 9 | 9 | 8 | 10 | 9 | |
| Diamond Schmitt | Toronto ON | 8 | 9 | 9 | 9 | 8 | |
| Lemay | Montréal QC | 9 | 10 | 8 | 9 | 9 | |
| Provencher_Roy | Montréal QC | 8 | 9 | 8 | 9 | 10 | |
| Hariri Pontarini Architects | Toronto ON | 9 | 8 | 8 | 10 | 9 | |
| MJMA | Toronto ON | 9 | 9 | 8 | 9 | 9 | |
| Zeidler Architecture | Toronto ON | 8 | 8 | 9 | 8 | 8 | |
| Architecture49 (A49) | Nationwide | 8 | 8 | 10 | 7 | 8 | |
| NORR | Toronto ON | 8 | 8 | 10 | 7 | 8 | |
| Kasian | Calgary AB | 9 | 9 | 9 | 8 | 9 | |
| NEUF architect(e)s | Montréal QC | 8 | 9 | 8 | 7 | 8 | |
| Moriyama & Teshima | Toronto ON | 7 | 8 | 8 | 9 | 8 | |
| Revery Architecture | Vancouver BC | 9 | 10 | 8 | 10 | 9 | |
| hcma | Vancouver BC | 8 | 9 | 8 | 8 | 9 | |
| Henriquez Partners | Vancouver BC | 9 | 9 | 8 | 10 | 10 | |
| BDP Quadrangle | Toronto ON | 7 | 8 | 9 | 7 | 8 | |
| Gensler (Canada) | Toronto ON | 8 | 9 | 10 | 9 | 8 | |
| HOK (Canada) | Toronto ON | 8 | 9 | 10 | 7 | 7 | |
| Teeple Architects | Toronto ON | 8 | 8 | 7 | 9 | 8 | |
| Sweeny&Co Architects | Toronto ON | 7 | 7 | 8 | 8 | 8 | |
| ACDF Architecture | Montréal QC | 9 | 9 | 8 | 10 | 9 | |
| RAW Design | Toronto ON | 8 | 7 | 7 | 9 | 8 | |
| ERA Architects | Toronto ON | 8 | 8 | 6 | 7 | 9 | |
| GEC Architecture | Calgary AB | 7 | 8 | 8 | 7 | 8 | |
| LemayMichaud | Québec City QC | 8 | 9 | 7 | 8 | 8 | |
| 5468796 Architecture | Winnipeg MB | 8 | 7 | 6 | 9 | 8 | |
| MacKay-Lyons Sweetapple | Halifax NS | 10 | 9 | 7 | 10 | 10 | |
| omb (Office of McFarlane Biggar) | Vancouver BC | 8 | 8 | 6 | 9 | 8 | |
| Acton Ostry Architects | Vancouver BC | 7 | 9 | 7 | 8 | 8 | |
| Kohn Shnier | Toronto ON | 8 | 7 | 6 | 9 | 8 | |
| RDHA | Toronto ON | 7 | 8 | 7 | 8 | 8 | |
| Brook McIlroy | Toronto ON | 7 | 7 | 7 | 7 | 8 | |
| SvN Architects + Planners | Toronto ON | 8 | 8 | 6 | 8 | 8 | |
| Number TEN Architectural Group | Winnipeg MB | 7 | 7 | 6 | 8 | 8 | |
| BBB Architects | Toronto ON | 7 | 7 | 6 | 8 | 8 | |
| Sturgess Architecture | Calgary AB | 7 | 8 | 6 | 8 | 8 | |
| MGA | Michael Green Architecture | Vancouver BC | 10 | 10 | 9 | 9 | 10 | |
| LGA Architectural Partners | Toronto ON | 8 | 7 | 6 | 9 | 8 | |
| DTAH | Toronto ON | 7 | 7 | 6 | 8 | 8 | |
| WZMH Architects | Toronto ON | 7 | 7 | 6 | 8 | 8 | |
| CannonDesign (Canada) | Toronto ON | 8 | 8 | 9 | 7 | 7 | |
| SHAPE Architecture | Vancouver BC | 7 | 8 | 6 | 8 | 8 | |
| Leckie Studio Architecture + Design | Vancouver BC | 8 | 7 | 6 | 8 | 8 | |
| Omar Gandhi Architects | Halifax / Toronto | 9 | 8 | 7 | 10 | 10 | |
| Atelier TAG | Montréal QC | 8 | 8 | 6 | 9 | 8 |
Top 100 Canadian-Owned Software Companies — Phase 1: Established Industry Leaders (#1–20)
| Company | HQ City | FTE Headcount | % Canadian Ownership | Financial Stability & Growth | Innovation & AI Readiness | Cultural & Brand Alignment | Team Size & Expansion Potential | Partnership Potential | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|---|---|
| OpenText Corporation | Waterloo ON | ≈ 25 000 | ≈ 60 % | 10 | 9 | 9 | 9 | 9 | |
| Constellation Software Inc. | Toronto ON | ≈ 30 000 | ≈ 65 % | 10 | 9 | 8 | 9 | 9 | |
| CGI Inc. | Montréal QC | ≈ 90 000 | ≈ 60 % | 10 | 9 | 8 | 10 | 9 | |
| Shopify Inc. | Ottawa ON | ≈ 7 000 | ≈ 60 % | 9 | 10 | 9 | 9 | 9 | |
| Descartes Systems Group | Waterloo ON | ≈ 2 000 | ≈ 70 % | 9 | 8 | 9 | 8 | 8 | |
| Kinaxis Inc. | Ottawa ON | ≈ 2 000 | ≈ 75 % | 9 | 9 | 9 | 9 | 9 | |
| Lightspeed Commerce Inc. | Montréal QC | ≈ 3 000 | ≈ 70 % | 9 | 9 | 8 | 9 | 8 | |
| Magnet Forensics Inc. | Waterloo ON | ≈ 500 | ≈ 80 % | 8 | 9 | 9 | 8 | 9 | |
| Softchoice Corporation | Toronto ON | ≈ 2 000 | ≈ 60 % | 8 | 8 | 8 | 9 | 8 | |
| Enghouse Systems Ltd. | Markham ON | ≈ 1 500 | ≈ 70 % | 9 | 8 | 8 | 8 | 8 | |
| Docebo Inc. | Toronto ON | ≈ 1 000 | ≈ 60 % | 8 | 9 | 9 | 8 | 9 | |
| BlackBerry Ltd. | Waterloo ON | ≈ 3 000 | ≈ 70 % | 8 | 8 | 8 | 8 | 8 | |
| Desire2Learn (D2L) | Kitchener ON | ≈ 2 000 | ≈ 75 % | 8 | 9 | 9 | 8 | 9 | |
| PointClickCare Technologies | Mississauga ON | ≈ 2 500 | ≈ 70 % | 9 | 9 | 9 | 9 | 9 | |
| Mitel Networks Corp. | Ottawa ON | ≈ 4 000 | ≈ 65 % | 8 | 8 | 8 | 8 | 8 | |
| NorthStar Analytics | Toronto ON | ≈ 400 | ≈ 85 % | 7 | 8 | 8 | 8 | 8 | |
| Intelex Technologies | Toronto ON | ≈ 500 | ≈ 70 % | 8 | 8 | 8 | 8 | 8 | |
| Solace Systems Inc. | Ottawa ON | ≈ 400 | ≈ 80 % | 8 | 8 | 9 | 8 | 9 | |
| Aptean Canada Ltd. | Toronto ON | ≈ 600 | ≈ 60 % | 8 | 8 | 8 | 8 | 8 | |
| Visier Analytics Inc. | Vancouver BC | ≈ 600 | ≈ 70 % | 9 | 9 | 9 | 9 | 9 |
Top 100 Canadian-Owned Software Companies — Phase 2: Growth-Stage Innovators (#21–50)
| Company | HQ City | FTE Headcount | % Canadian Ownership | Financial Stability & Growth | Innovation & AI Readiness | Cultural & Brand Alignment | Team Size & Expansion Potential | Partnership Potential | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|---|---|
| Vena Solutions | Toronto ON | ≈ 800 | ≈ 70 % | 9 | 9 | 9 | 9 | 9 | |
| Trulioo | Vancouver BC | ≈ 500 | ≈ 65 % | 9 | 10 | 9 | 9 | 9 | |
| Neo Financial | Calgary AB | ≈ 1 200 | ≈ 80 % | 9 | 9 | 10 | 9 | 9 | |
| Ada Support | Toronto ON | ≈ 500 | ≈ 75 % | 8 | 10 | 9 | 8 | 9 | |
| League Inc. | Toronto ON | ≈ 800 | ≈ 70 % | 9 | 9 | 9 | 9 | 10 | |
| Clearco (Clearbanc) | Toronto ON | ≈ 400 | ≈ 90 % | 8 | 9 | 9 | 8 | 9 | |
| Koho Financial | Toronto ON | ≈ 450 | ≈ 80 % | 8 | 9 | 9 | 9 | 10 | |
| Fiix Software | Toronto ON | ≈ 300 | ≈ 70 % | 8 | 8 | 9 | 8 | 9 | |
| Procurify Technologies | Vancouver BC | ≈ 250 | ≈ 85 % | 8 | 9 | 9 | 8 | 9 | |
| Copperleaf Technologies | Vancouver BC | ≈ 500 | ≈ 75 % | 8 | 9 | 9 | 8 | 9 | |
| VoxNeuro | Hamilton ON | ≈ 75 | ≈ 90 % | 7 | 10 | 9 | 8 | 10 | |
| ThinkData Works | Toronto ON | ≈ 150 | ≈ 90 % | 8 | 9 | 9 | 8 | 9 | |
| Unito | Montréal QC | ≈ 120 | ≈ 95 % | 7 | 9 | 9 | 8 | 9 | |
| Borrowell | Toronto ON | ≈ 200 | ≈ 85 % | 8 | 8 | 9 | 8 | 9 | |
| HiMama | Toronto ON | ≈ 250 | ≈ 85 % | 8 | 8 | 9 | 8 | 10 | |
| League Data | Halifax NS | ≈ 150 | ≈ 100 % | 8 | 7 | 8 | 7 | 8 | |
| Element AI (Legacy/ServiceNow Canada) | Montréal QC | ≈ 500 | ≈ 60 % | 8 | 9 | 9 | 8 | 8 | |
| eSight Corporation | Toronto ON | ≈ 100 | ≈ 80 % | 7 | 8 | 10 | 8 | 10 | |
| MedStack | Toronto ON | ≈ 60 | ≈ 85 % | 8 | 9 | 9 | 7 | 9 | |
| CaseWare International | Toronto ON | ≈ 600 | ≈ 60 % | 8 | 8 | 8 | 8 | 8 | |
| Covalence Software | Vancouver BC | ≈ 80 | ≈ 95 % | 7 | 8 | 9 | 7 | 9 | |
| RoseRocket | Toronto ON | ≈ 200 | ≈ 85 % | 8 | 8 | 9 | 8 | 9 | |
| AlayaCare | Montréal QC | ≈ 600 | ≈ 70 % | 8 | 9 | 9 | 8 | 9 | |
| Dialogue Health Technologies | Montréal QC | ≈ 600 | ≈ 60 % | 8 | 9 | 9 | 8 | 9 | |
| FreshBooks Labs | Toronto ON | ≈ 100 | ≈ 70 % | 8 | 8 | 9 | 7 | 9 | |
| PolicyMe | Toronto ON | ≈ 150 | ≈ 90 % | 8 | 9 | 9 | 7 | 9 | |
| ThinkOn Inc. | Toronto ON | ≈ 300 | ≈ 95 % | 8 | 8 | 9 | 8 | 9 | |
| Symend | Calgary AB | ≈ 350 | ≈ 70 % | 8 | 8 | 9 | 8 | 8 | |
| OneLocal | Toronto ON | ≈ 100 | ≈ 85 % | 7 | 8 | 8 | 7 | 8 | |
| VendrIQ Analytics | Vancouver BC | ≈ 75 | ≈ 90 % | 7 | 9 | 9 | 7 | 9 |
Top 100 Canadian-Owned Software Companies — Phase 3: Phreedom AI & SaaS Innovators (#51–100)
| Company | HQ City | FTE Headcount | % Canadian Ownership | Financial Stability & Growth | Innovation & AI Readiness | Cultural & Brand Alignment | Team Size & Expansion Potential | Partnership Potential | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|---|---|
| BenchSci | Toronto ON | ≈ 500 | ≈ 80 % | 9 | 10 | 9 | 8 | 9 | |
| Deep Genomics | Toronto ON | ≈ 300 | ≈ 75 % | 9 | 10 | 9 | 9 | 9 | |
| Railz Financial | Toronto ON | ≈ 120 | ≈ 85 % | 8 | 9 | 9 | 8 | 9 | |
| Certn Inc. | Victoria BC | ≈ 400 | ≈ 80 % | 8 | 9 | 9 | 8 | 9 | |
| Forma.ai | Toronto ON | ≈ 250 | ≈ 80 % | 8 | 9 | 9 | 8 | 10 | |
| Drop Technologies | Toronto ON | ≈ 200 | ≈ 85 % | 8 | 8 | 9 | 7 | 9 | |
| Ritual Labs | Toronto ON | ≈ 180 | ≈ 90 % | 8 | 9 | 9 | 8 | 9 | |
| Visier Inc. | Vancouver BC | ≈ 600 | ≈ 70 % | 9 | 9 | 9 | 9 | 9 | |
| Apply Digital | Vancouver BC | ≈ 400 | ≈ 70 % | 8 | 9 | 9 | 8 | 9 | |
| Wealthsimple Technologies | Toronto ON | ≈ 900 | ≈ 60 % | 9 | 9 | 9 | 9 | 9 | |
| ShopThing Inc. | Toronto ON | ≈ 120 | ≈ 85 % | 8 | 9 | 10 | 8 | 9 | |
| Goose Insurance | Vancouver BC | ≈ 90 | ≈ 90 % | 8 | 8 | 9 | 7 | 9 | |
| Properly Homes | Toronto ON | ≈ 150 | ≈ 80 % | 8 | 8 | 9 | 8 | 9 | |
| Symend Labs | Calgary AB | ≈ 350 | ≈ 70 % | 8 | 8 | 9 | 8 | 8 | |
| PathFactory | Toronto ON | ≈ 180 | ≈ 80 % | 8 | 9 | 9 | 8 | 9 | |
| Loop Energy | Vancouver BC | ≈ 200 | ≈ 70 % | 8 | 9 | 8 | 8 | 8 | |
| Clutch Technologies | Toronto ON | ≈ 250 | ≈ 85 % | 8 | 9 | 9 | 8 | 9 | |
| RVezy Inc. | Ottawa ON | ≈ 120 | ≈ 95 % | 8 | 8 | 9 | 7 | 9 | |
| Inkblot Therapy | Toronto ON | ≈ 200 | ≈ 85 % | 8 | 8 | 9 | 8 | 9 | |
| Borrowell Labs | Toronto ON | ≈ 120 | ≈ 90 % | 8 | 8 | 9 | 7 | 9 | |
| Tribe Property Technologies | Vancouver BC | ≈ 250 | ≈ 80 % | 8 | 9 | 8 | 8 | 9 | |
| Tulip Retail | Kitchener ON | ≈ 300 | ≈ 70 % | 8 | 8 | 9 | 8 | 9 | |
| 1VALET | Ottawa ON | ≈ 150 | ≈ 85 % | 7 | 9 | 9 | 7 | 9 | |
| BioConnect | Toronto ON | ≈ 120 | ≈ 80 % | 8 | 8 | 9 | 7 | 8 | |
| Knak Inc. | Ottawa ON | ≈ 100 | ≈ 90 % | 8 | 8 | 9 | 8 | 9 | |
| Manifest Climate | Toronto ON | ≈ 180 | ≈ 75 % | 8 | 9 | 10 | 8 | 10 | |
| CarbonCure Technologies | Dartmouth NS | ≈ 150 | ≈ 85 % | 8 | 9 | 10 | 8 | 10 | |
| Rally Legal | Toronto ON | ≈ 60 | ≈ 90 % | 7 | 8 | 9 | 7 | 9 | |
| ShinyDocs | Kitchener ON | ≈ 100 | ≈ 85 % | 7 | 8 | 9 | 7 | 9 | |
| MindBridge AI | Ottawa ON | ≈ 200 | ≈ 75 % | 8 | 10 | 9 | 8 | 10 | |
| Inkly Inc. | Vancouver BC | ≈ 60 | ≈ 95 % | 7 | 8 | 8 | 7 | 8 | |
| Flybits Inc. | Toronto ON | ≈ 150 | ≈ 70 % | 8 | 9 | 9 | 8 | 9 | |
| SkyHive Technologies | Vancouver BC | ≈ 200 | ≈ 75 % | 8 | 9 | 9 | 8 | 9 | |
| Craver Solutions | Vancouver BC | ≈ 80 | ≈ 90 % | 7 | 8 | 9 | 7 | 8 | |
| MetricAid Inc. | Kingston ON | ≈ 70 | ≈ 100 % | 8 | 8 | 9 | 7 | 8 |
Top 20 Executive & Corporate Recruiters (Canada) — Dream Decade Challenge Rankings
| Company | HQ City | FTE Headcount | % Canadian Ownership | Financial Stability & Growth | Innovation & AI Readiness | Cultural & Brand Alignment | Team Size & Expansion Potential | Partnership Potential | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|---|---|
| The Caldwell Partners International (Caldwell) | Toronto ON | ≈ 350 | ≈ 60 % | 9 | 9 | 9 | 8 | 9 | |
| Boyden Canada | Toronto ON | ≈ 250 | ≈ 60 % | 9 | 9 | 9 | 8 | 9 | |
| Odgers Berndtson Canada | Toronto ON | ≈ 300 | ≈ 55 % | 9 | 8 | 9 | 8 | 9 | |
| Bedford Group Transearch | Toronto ON | ≈ 120 | ≈ 90 % | 8 | 8 | 9 | 8 | 10 | |
| Rosenzweig & Company | Toronto ON | ≈ 60 | ≈ 100 % | 8 | 9 | 10 | 7 | 9 | |
| Leaders International Executive Search | Calgary AB | ≈ 80 | ≈ 100 % | 8 | 8 | 9 | 8 | 9 | |
| Lock Search Group | Vancouver BC | ≈ 200 | ≈ 100 % | 8 | 8 | 9 | 9 | 9 | |
| Summit Search Group | Winnipeg MB | ≈ 120 | ≈ 100 % | 8 | 8 | 9 | 9 | 8 | |
| Ian Martin Group | Oakville ON | ≈ 400 | ≈ 100 % | 8 | 9 | 9 | 9 | 8 | |
| Mandrake Partners | Toronto ON | ≈ 70 | ≈ 100 % | 7 | 8 | 9 | 7 | 9 | |
| Pender & Howe Executive Search | Toronto ON | ≈ 40 | ≈ 90 % | 7 | 9 | 9 | 7 | 9 | |
| Feldman Daxon Partners | Toronto ON | ≈ 35 | ≈ 100 % | 7 | 8 | 9 | 7 | 9 | |
| Keynote Search | Ottawa ON | ≈ 50 | ≈ 100 % | 7 | 9 | 9 | 7 | 8 | |
| IQ PARTNERS | Toronto ON | ≈ 80 | ≈ 100 % | 7 | 8 | 9 | 8 | 8 | |
| Artemis Canada | Waterloo ON | ≈ 35 | ≈ 100 % | 7 | 9 | 9 | 7 | 9 | |
| Martyn Bassett Associates | Toronto ON | ≈ 40 | ≈ 100 % | 7 | 9 | 8 | 7 | 9 | |
| The Headhunters Recruitment | Edmonton AB | ≈ 70 | ≈ 100 % | 7 | 8 | 8 | 8 | 8 | |
| ProFound Talent | Edmonton AB | ≈ 25 | ≈ 100 % | 6 | 8 | 9 | 7 | 9 | |
| ZSA Legal Recruitment | Toronto ON | ≈ 60 | ≈ 100 % | 7 | 8 | 9 | 7 | 8 | |
| Amrop Canada | Toronto ON | ≈ 40 | ≈ 80 % | 7 | 8 | 8 | 7 | 8 |
Top 20 Canadian Training & Upskilling Firms — Corporate & Executive Education (#1–20)
| Organization | HQ City | FTE Headcount | % Canadian Ownership | Financial Stability & Growth | Innovation & AI Readiness | Cultural & Brand Alignment | Team Size & Expansion Potential | Partnership Potential | Overall Phreedom Score |
|---|---|---|---|---|---|---|---|---|---|
| Rotman School of Management (Executive Programs) | Toronto ON | ≈ 500 | ≈ 100 % | 10 | 9 | 9 | 8 | 9 | |
| Schulich Executive Education (York University) | Toronto ON | ≈ 400 | ≈ 100 % | 9 | 9 | 10 | 8 | 9 | |
| Queen’s Executive Education (Smith School of Business) | Kingston ON | ≈ 300 | ≈ 100 % | 9 | 9 | 9 | 8 | 10 | |
| McGill Executive Institute | Montréal QC | ≈ 250 | ≈ 100 % | 9 | 8 | 9 | 8 | 9 | |
| UBC Sauder Executive Education | Vancouver BC | ≈ 300 | ≈ 100 % | 9 | 9 | 9 | 8 | 9 | |
| Lighthouse Labs | Toronto ON | ≈ 150 | ≈ 90 % | 8 | 10 | 10 | 8 | 9 | |
| Palette Skills | Toronto ON | ≈ 120 | ≈ 100 % | 8 | 9 | 9 | 8 | 10 | |
| Communitech Academy | Kitchener ON | ≈ 200 | ≈ 100 % | 8 | 9 | 9 | 8 | 9 | |
| Hootsuite Academy | Vancouver BC | ≈ 250 | ≈ 75 % | 8 | 9 | 10 | 7 | 9 | |
| MindBridge Learning (AI Education Division) | Ottawa ON | ≈ 100 | ≈ 90 % | 8 | 10 | 10 | 8 | 9 | |
| Canada Learning Code | Toronto ON | ≈ 100 | ≈ 100 % | 7 | 9 | 10 | 7 | 9 | |
| Corporate Class Inc. | Toronto ON | ≈ 50 | ≈ 100 % | 8 | 8 | 9 | 7 | 10 | |
| Niagara Institute (Leadership Development) | Toronto ON | ≈ 40 | ≈ 100 % | 8 | 8 | 9 | 7 | 9 | |
| MaRS Discovery District (Venture Education) | Toronto ON | ≈ 250 | ≈ 100 % | 8 | 9 | 9 | 8 | 10 | |
| Digital Main Street (Future Proof Program) | Toronto ON | ≈ 100 | ≈ 100 % | 8 | 9 | 9 | 8 | 9 | |
| Learning Tree International (Canada) | Ottawa ON | ≈ 120 | ≈ 60 % | 8 | 8 | 8 | 7 | 8 | |
| TrainUp.ca (Canadian Division) | Calgary AB | ≈ 80 | ≈ 70 % | 7 | 8 | 8 | 7 | 8 | |
| Canadian Management Centre | Toronto ON | ≈ 150 | ≈ 100 % | 7 | 9 | 9 | 8 | 9 | |
| SkillShare Canada (Enterprise Learning Division) | Vancouver BC | ≈ 90 | ≈ 60 % | 7 | 8 | 9 | 7 | 8 | |
| Udemy Business (Canadian Partner Network) | Toronto ON | ≈ 100 | ≈ 60 % | 8 | 9 | 10 | 8 | 8 |
My Dream for This Decade (2026–2035)
My Dream for This Decade (2026–2035) is to help the Pen's Power Club Dream Team empower and teach millions of Phree Shares Inc. shareholders to rise healthy, wealthy, and wise — and to live their God-given dreams with courage and integrity.
We’re building generational wealth and impact 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 2025–2035 — Top Questions for 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 - last for Devry Institute of Technology — 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 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)
2. What’s the ROI of this retreat for my company?
You apply the Dream Decade Challenge methodology to design a 10-year roadmap for growth, succession, and stability.
It aligns your executive team on health, legacy, and profitability while using AI to optimize operations and succession plans.
The result is higher margins, smarter staffing, succession clarity, 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 design 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 — AI-optimized 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 strategic plan 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 AI-supported 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 plan on course.
6. How do you handle IP and confidentiality?
With 25+ years in 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 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 AI-assisted decade planning.
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 plan 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 — AI-optimized 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 2025)
– Nov 10 2025 — Planning deposit received ($20 000 CAD)
– Nov 17 2025 — Power Hour #1
– Nov 20 2025 — Power Hour #2 and $30 000 CAD balance (total $50 000 CAD)
– Nov 27 2025 — Client finalizes all travel arrangements and completes $50 000 CAD final payment
– Dec 26 2025 – Jan 1 2026 — 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, AI, 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 planning his decade and legacy for 7 days is the most fullfilling experience of his life! He introduces his friend, a CEO of a corporation in a different industry named Peter and gets Peter to joins 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