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ABOUT US​

​Bound by a desire
to make ​difference
in the world
​by empowering
change through
financial education. 

Dream

Freely, Plan Wisely

Flourish

With Financial Peace

Live

Strong, Live Secure

Leave

Bad Habits Behind

Create

Perspective

Invest

In Yourself

We know money can feel complicated and overwhelming — but it doesn’t have to be. Our goal is to help you understand the concepts, develop sustainable habits, and guide you toward the life you dream of, supported by financial well-being.

PLAN TO LIVE
is your real-world financial educator, planning partner, and coach in action.

We turn hopes into habits. We guide you in establishing and clarifying goals, tracking and understanding progress, and creating accountability and motivation. With a simple, proven framework, we make personal growth practical and financial success achievable.

PLAN TO LIVE grew out of the Premiere Strategy Program - launched in 2010 by Martin Caldwell as a holistic, contingency-driven approach to personal finance. The promise was simple and powerful: a written, personalized “Premier Strategy” that prepares a household for life’s big "what-ifs" and keeps that plan alive through regular reviews.

Built as a one-year implementation followed by light monthly maintenance, the Premiere Strategy coordinated an executive team - law, tax, wealth, insurance, banking, and wellness - under a Lead Strategist. It was intentionally referral-driven (“fewer clients, more focus”), welcoming anyone ready to learn and implement rather than filtering by account size.

The Premiere Strategy Program tackled the full picture in writing, not just investments: retirement timing, debt vs. saving, taxes, disability and income continuity, estate transfer, education, healthcare costs, legacy, and more. Its 12 interconnected components - Transition Planning, Charitable Giving, Debt Management, Tax Management, Succession, Premature Death, Income Contingency, Education & Learning, Beyond the Money, Tracking & Budgeting, Estate Transfer, and Health & Wellness - were advanced one step at a time with clear checklists and action plans.

Two guiding frameworks set PSP apart and still inform our work today:

  • Debt, demystified. Treat debt as a tool, evaluated by total cost and time carried - not emotion - so families can build a goal-driven Premier Debt Strategy.
  • Threats, named and managed. Identify legal, tax, market, behavioral, and planning risks - and build structures and habits to keep them in check.

That discipline - contingency-first, multi-disciplinary, written, and maintained - became the foundation for PLAN TO LIVE. The Premiere Strategy was the prototype; today’s programs carry its DNA forward with the same aim: practical clarity, confident action, and lasting financial peace. 

​That discipline - contingency-first, multi-disciplinary, written, and maintained—became the foundation for PLAN TO LIVE. The Premiere Strategy was the prototype; today’s program carry its DNA forward with the same aim: practical clarity, confident action, and lasting financial peace.


In 2024, Martin Caldwell invited Christopher Tracy to join him in founding PLAN TO LIVE - with the goal of establishing a new approach to financial education that blends proven money concepts with better habits, life goal achievement, and ongoing coaching. With Martin’s extensive experience in the financial industry and Christopher's decades in education, the team combines expertise and passion to guide you on your financial journey. The aim is to help people build not just wealth, but confidence and peace of mind. With backgrounds in insurance, finance, education, philosophy, wellness, broadcasting, and more, the PLAN TO LIVE team brings unique insights and a commitment to creating an empowering program. Together, we focus on holistic strategies that promote financial well-being and long-term success.

Offering clear and accessible financial education and solutions for individuals from all educational backgrounds and income levels, PLAN TO LIVE empowers you to take charge of your financial future. Imagine achieving stress-free and focused strategic financial plans that encompass crucial areas like investing, retirement, debt management, estate planning, and more—creating a foundation that allows freedom and security.

Through dedicated effort and proactive engagement, you will navigate the complexities of financial planning with confidence. With an emphasis on transparency and direct communication, the program delivers practical steps rooted in proven strategies. The tiered training, ranging from introductory to advanced levels, equips you with the tools necessary to implement your financial goals while sidestepping common pitfalls.

​​​Recognizing the commitment it takes to create lasting change, PLAN TO LIVE offers high-energy, value-packed training, ensuring a life filled with empowerment and financial success. Take the leap and embrace the wonderful potential that awaits you—join PLAN TO LIVE today!

Martin Caldwell

Christopher Tracy

Accessible financial education
and solutions for
all educational backgrounds
and income levels.

Comprehensive strategic
financial planning
encompassing investing,
retirement, debt management,
and estate planning.

High-energy, value-packed
training with actionable
strategies for financial success.

Break

The Cycle of Worry

Stop

Stressing Every Bill

End

Doubt Find Direction

Silence

Financial Doubt

Live

More, Stress Less

Grow

Confident and Free

Plan To Live Home

42 RIDDELL ST, WOODSTOCK 
ON N4S 6M1 CANADA