OakwiseFuture Me Is a Stranger

Retirement · Book

Future Me Is a Stranger

Jesse · Retirement

Long-horizon planning when your brain discounts the future — systems that run without daily attention, and a flexible plan for episodic income and health.

Chapters

0 of 9 ready
Chapter 1 Coming soon

Future Me Is a Stranger

Hyperbolic discounting makes the future self feel unreal, so long-horizon saving is uniquely hard with ADHD. Jesse names it, then lets the system carry it.

Chapter 2 Coming soon

Make the Stranger a Friend

Jesse won't always feel like saving for later, so the answer is pre-commitment: decide once, automate it, and stop relying on the mood.

Chapter 3 Coming soon

A Plan With No Homework

The best retirement plan for an inconsistent brain needs nothing most days. Jesse sets automatic long-term contributions into the RDSP and TFSA, with no monitoring.

Chapter 4 Coming soon

Good Years, Lean Years

For variable freelance pay, Jesse sets a contribution floor that always fires, then adds top-ups only when the good months come.

Chapter 5 Coming soon

When the Brain Has Lean Years Too

Episodic health can hit earning and capacity at once. Jesse builds a deeper buffer and a low-capacity default so the plan holds during the worst stretches.

Chapter 6 Coming soon

Hands Off the Long Money

Jesse puts real friction between themselves and the long-term accounts, using the RDSP 10-year holdback as built-in protection so a bad day can't undo years.

Chapter 7 Coming soon

The Money Comes Back Out

Decumulation should be as automatic as saving. Jesse designs a low-touch drawdown of RDSP payments, CPP, and OAS that a future self with less bandwidth can run.

Chapter 8 Coming soon

A Plan That Bends

Jesse stress-tests the whole plan against a bad year for both income and health, confirming it still stands and holds on autopilot.

Chapter 9 Coming soon

Still Running

The lifelong system runs itself. A money life built on systems, not willpower, keeps running long after the motivation does, and that's the relief.