Baby Boomer Resources from Kelly Azzarello
5 Questions for Baby Boomers
A simple way to think through what’s next — at your own pace.
Most homeowners don’t reach a single moment where everything suddenly changes.
More often, it starts with questions.
Small observations.
A sense that something feels different.
Or a desire to make thoughtful decisions before anything feels urgent.
This page was created as a supporting resource for Baby Boomers who want to take a closer look at how their home fits into their life — today and in the years ahead.
To make this easier, we’ve put all five questions into a single, printable, PDF questionnaire. Click the button on the left to get the PDF emailed to you.
The Five Questions: Explained by Kelly
These questions are designed to help you think about:
How your home supports you today
Whether it will continue to work in the years ahead
How much time and energy it requires
How its value fits into your broader financial picture
And whether you’d have clarity if something changed unexpectedly
They’re not meant to point you in a specific direction.
They’re meant to help you understand your options.
What This Is (and Isn’t)
This is not a checklist you need to rush through.
And it’s not about making decisions right now.
It’s simply a framework built around five practical questions that help bring clarity.
You can work through them:
at your own pace
in your own order
without pressure or obligation
Some people review them once.
Others come back to them over time.
Both approaches are valid.
If You’d Like Support Later: Let’s Do This Together
Some people are comfortable working through these questions on their own.
Others eventually want help:
talking through options
understanding tradeoffs
or turning clarity into a practical plan
If and when that time comes, we’re here as a resource.
But for now, it starts with the questions.