The Next Design Your Plan B MasterClass is Starting Soon Stay Tuned!


Career moves. Big purchases. Where to live. How much to invest. Each decision can shift your Freedom Age by years… even decades.
👉 Most people only realise this, when they run out of options.

Get a fast, accurate snapshot of your Freedom Age - the point where work becomes optional. (Most people have never calculated this). It takes 3 mins and is completely FREE!
Use a guided Sandbox to test how different decisions impact your future - and discover realistic ways to bring your Freedom Age forward, often by 10-15 years!
Chose the path that fits your life, and turn it into a living plan you can adjust as your situation evolves through future life decisions! The Plan B tool is always in your pocket ready for "what if" decisions!
So instead of guessing, you can:
👉 test your life decisions before you make them

My mission is to help 1 million professionals calculate their Freedom Age — and pull the levers to retire 10-15 years earlier.

Each decision has the power to move your Freedom Age backwards or forwards by years!
With Plan B you get to accurately simulate the long term financial impact of any life decision that pops up - always giving you the clarity you need to make the right decision!
Check out my Youtube for Investing and Early Retirement Content
Episode 132- One Up on Wall Street - Summary
Why any normal person can pick stocks and beat the market. But watch out for what people get wrong with the stock picking strategy. Watch More
Episode 143- School Teacher Saves 10 Years
Short and extended video available showing Tom running through the Plan B Simulator to understand his current trajectory. He is 10 years off track and instantly recognises how he can improve. Watch More
Episode 178- Why Does The Stock Market Go Up? - Summary
Reduce anxiety about investing in the stock market by understanding what drives stocks up over time. A fundamental reveal of the stock market. Watch More
Episode 208- Early Retiring with USD 120,000 Annual Budget
See how small business owner Jessica is using Plan B Investing to quickly analyse her investment and retirement plan guided by Jan Kennedy. She is 5 years ahead of her schedule for an early retirement but has identified a huge risk! Watch More
Episode 233- The Little Book That Beats The Market - Summary
Is this the best alternative to a Passive Index Fund? 15.88% return over 45 years. Identify high quality under value stocks at any point in time. Watch More








We were tired of retirement calculators that oversimplify real life. So we built the Plan B Freedom Simulator for Millennials and Gen Z — to show your Freedom Age, your gap, and the fastest levers to retire sooner.
The Plan B Simulator helps with:
Ready to go beyond the snapshot? The Pro Freedom Simulator option lets you save, compare, and refine scenarios as your life changes...

Create and compare unlimited simulations, download and share reports, play with more assumptions and variables, more Instant Close the Gap Options!
The Pro Freedom Simulator helps with:

Book a 1:1 Zoom session with me (Jan) and we’ll work through your most important retirement/freedom scenarios together. This is private, confidential, and non-salesy — focused purely on helping you get clarity and make better decisions.
Bonus: Your booking includes 1 year of Plan B Pro Simulator (or a discount if you already own Pro)


Turn your simulations into a plan you can execute
Learn what’s behind the numbers — and how to turn your Free or Pro scenarios into a desirable, viable, and feasible freedom plan you can actually stand behind.
10 hours of focused, no-fluff lessons (12 months access) + practical tools and templates to help you implement.
Inside the course you’ll learn how to:

Join the next Masterclass (hosted weekly) to fast track your customised Investing & Early Retirement Plan within 2 X 3 Hr sessions, guided by myself (Jan).
The Masterclass includes:

A slightly slower alternative to the fast track Masterclass if you prefer a stage gated approach with 5 weekly shorter online mentoring sessions and more self-learning.
During the 5 weeks, we'll show you:

An ongoing decision support system for personal capital allocation. Moderated by Plan B and the alumni community to support further learning, optimising and accountability for implementing our plans.
During a one year membership we explore a Capital Allocation Play Book:

See where your current savings, investing, and retirement path is likely taking you.
Understand how changing key variables can bring retirement closer or push it further away.
Focus on the few decisions that have the biggest impact on your long-term outcome.
Build around your own life, goals, constraints, and ambitions instead of generic assumptions.
Test important life and financial choices before committing to them in the real world.
Use a structured approach to connect saving, investing, risk, time, and lifestyle planning.
Turn your ideas and scenarios into a clear investing and retirement blueprint.
Explore different outcomes so your plan is more resilient to uncertainty and change.
Make smarter choices about where your money goes and what role each asset plays.
Develop a plan you can revisit, adapt, and improve as your life evolves.

My mission is to help 1 million professionals calculate their Freedom Age — and pull the levers to retire 10-15 years earlier.

Plan B is a simulator + education + mentoring program founded by Jan Kennedy, an accelerator designer and entrepreneurship educator who has helped over 2,000 people build and validate new future plans, leveraging design thinking methodology. Plan B combines the Freedom Simulator (Free + Pro) to calculate your Freedom Age and test scenarios, an online course or masterclass to learn what’s behind the numbers, and an alumni community with ongoing mentoring for accountability and implementation support.
The result: participants gain clarity, confidence, and a practical plan — often bringing their timeline forward by 10–15 years. More info: planbinvesting.me
