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Jennie M.'s Story
Even the most diligent planners can find themselves wondering: Are we missing something? That was Jennie. At 66, she was still working full-time but thinking seriously about retirement. Her husband Ron, already semi-retired, still worked here and there and handled most of the investment decisions. Their setup wasn’t in crisis. They weren’t in denial. They were, by all accounts, thoughtful people trying to make smart decisions. But, something just wasn’t sitting right...
Jennie had been hearing a lot about bonds lately. Ron had started moving money in that direction - playing it safer, trying to get more conservative as they got closer to needing the money.
They’d even tossed around the idea of buying a little gold - not because they loved the asset class, but mostly to get a few persistent salespeople off their back. And while gold bars and bond ladders were the visible questions, something deeper was really bothering Jennie.
She wasn’t just wondering if they should buy gold. She was wondering if their whole retirement setup was too exposed. Too dependent on things they couldn’t control. Too tied to a single type of risk. Jennie’s exact words were: “Are we truly diversified?”
That question led to a lot more than just talking about market accounts.
A Relatable Voice in a Noisy World
What made Jennie so relatable wasn’t just her question - it was how she approached the conversation.
She wasn’t panicked. She wasn’t naïve. She was the kind of person who said things like, “I’m not taking a gold bar to Kroger,” but also understood that "diversification" had to mean more than just a mix of stocks and bonds.
She’d even gone through the Retirement Readiness Checklist, which gave her clarity about what she didn’t yet know.
Her instinct told her they were missing something.
And she was right.
From Enough… to Use It Wisely
She and Ron had done a good job saving, but they hadn’t done the math. Not the kind of math that answers the deeper questions - like how to create steady, tax-efficient income that lasts through the end of their life. They had enough income between Social Security and Ron’s pension to bring in about $8,000 a month.
But, when Jennie looked closer, she said something that shifted the whole conversation:
“We’ve done a lot, but I don’t think we’ve done the math.”
That insight opened the door to the bigger picture and to risks that often get overlooked: Required Minimum Distributions (RMDs) were going to start hitting them in just a few years, which could force them to take income whether they needed it or not, triggering avoidable taxes.
The Senior Tax Deduction, which quietly helps lower your tax bill in retirement, is currently set to expire by 2028, potentially costing them thousands per year. And then there was long-term care - a risk that could decimate even the best financial plans if left unaddressed.
Jennie wasn’t afraid of these things. But she realized something: they were the kind of risks that don’t show up on a typical investment statement.
And that was the real lightbulb moment.
Redefining Diversification
True diversification isn’t just about asset classes. It’s about risk diversification - across taxes, income sources, health costs, and time.
Jennie had spent a lot of time trying to figure out if they were invested “right.” But what she really needed was a retirement income strategy that accounted for:
- Their actual monthly needs
- The rising cost of healthcare
- The ticking clock of tax changes
- And the possibility that one of them might live into their 90s
Once that clicked, the conversation shifted from “Do we have enough?” to something much more useful:
“Do we have a plan for how to use it wisely?”
Clarity, Not Complexity
Jennie didn’t leave that conversation with all the answers. But she left with a clear short list - and a sense of momentum. Here’s what she and Ron focused on next:
- Finalize a monthly retirement budget
- Create a plan for tax-efficient income
- Revisit their RMD strategy
- Seriously explore long-term care coverage before it gets too expensive
That list wasn’t just about doing more. It was about being more strategic.
Jennie’s story is a reminder that sometimes, the biggest risk in retirement isn’t what you’re doing… it’s what you don’t know to look for.
If you're nearing retirement and want to avoid blind spots like these, start where Jennie did - with the Free Retirement Checklist. It’s not a magic solution, but it’s a clear framework that helps you spot red flags before they become regrets.
Because retirement isn’t just about having a big enough number…
It’s about knowing what comes next.
* Privacy Notice: To protect the privacy of the individuals we speak with, names and certain identifying details have been changed, and while the stories are based on real conversations, personal information has been altered to maintain confidentiality.