Marcus retired the day he turned 60. Pension kicked in, and he was done.
He started painting. Took woodworking classes. Had coffee with neighbors on Tuesday mornings.
Meanwhile, Elena — his wife — kept grinding in her executive role. Stressful deadlines. Back-to-back meetings. RSUs vesting years down the road that felt impossible to walk away from.
She had plenty of money saved. More than enough, actually.
But she couldn't pull the trigger.
Marcus Had Something Elena Didn't
Marcus retired easily because he had a pension.
A guaranteed paycheck for life made the mental leap simple. No second-guessing. No "what if I run out?" spiraling at 2 a.m.
Elena had no pension. Just retirement accounts and a brokerage balance—plenty of wealth, but nothing guaranteed.
And every time she thought about retiring, her brain went straight to what she'd be leaving behind.
That next RSU grant. The bonus two years out. The title. The income.
Watching Marcus enjoy his mornings while she rushed to her laptop? That stung.
But the financial math wasn't the problem. The psychological weight was.
The Mental Trap No One Talks About
Here's what most people don't realize about retirement.
The decision isn't just about whether you have enough money.
It's about whether you feel safe enough to stop.
Think of it like leaving a restaurant before dessert arrives. You've already eaten well. You're satisfied. But you ordered the chocolate cake, and walking out before it shows up feels like leaving something on the table.
For Elena, those future RSUs were the cake.
Never mind that she didn't need them. Her brain couldn't let go.
The Shift That Changed Everything
We built Elena a plan.
Long-term projections. Proactive tax strategy. A clear monthly retirement paycheck. Guardrails to test the plan's health over time.
But here's what really unlocked it for her: we reframed the question.
It wasn't about what she'd lose by retiring.
It was about what she was missing by staying.
Time with Marcus. Weekly visits with her daughter. Space to breathe instead of racing from one deadline to the next.
She wasn't leaving money on the table. She was choosing life over a paycheck she didn't need.
What Retirement Looks Like Now
Elena retired six months later.
She became a yoga instructor — something she’d dreamed about for years but never had time for.
Now she teaches morning classes. She does yoga with her daughter every Thursday.
Marcus still paints in his studio.
And Elena? She hasn’t thought about a corporate meeting in months.
The Lesson
Retirement readiness isn't just a spreadsheet exercise.
Psychology plays a massive role — especially when you don't have a pension to smooth the mental transition.
If you have the money but can't pull the trigger, you're not alone. Most people struggle with this exact thing.
The answer isn't more savings.
It's a plan clear enough to give you permission to stop.
Know someone who wants their own retirement breakthrough?
We work with a limited number of families each year who value clarity, confidence, and living well in retirement.
One more thing – I read every single reply to these emails.
I use your responses to guide my content, so it might become next week’s deep dive.
Happy retiring,
Josh Rendler, CFP®
For privacy, names and minor details were changed. Education only, not advice. Consult your professional(s).