The Midlife Money Playbook
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How to Improve Your Credit Score Without Paying Anyone
A couple of years ago, a small business owner came to me after she’d already done the thing I’m about to tell you not to do.
Oct 20
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Gary Romano
1
2
1
The K-Shaped Credit Economy: Where Do You Stand?
A few years ago a friend of mine, I’ll call him Tom, cosigned a mortgage for a friend of his named John.
Oct 13
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Gary Romano
1
What Your Credit Score Actually Is (And Why It Matters More Than You Think)
I took a hit on my credit in my twenties- it was very stupid.
Oct 6
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Gary Romano
1
September 2026
Savers Match Part 2: For the Self-Employed
If you work for yourself, it is easy to assume that a retirement benefit described as a “match” must not be for the self-employed.
Sep 29
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Gary Romano
1
Saver's Match Part 1: A Retirement Boost Is Coming for Working Families
Most retirement tax breaks work best for people who already have plenty of money.
Sep 22
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Gary Romano
1
You Want a Mega Backdoor Roth. Should You Have One?
I get asked about mega backdoor Roths regularly.
Sep 15
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Gary Romano
Building a Retirement Paycheck, Part 1: Which Account Do You Touch First?
She wasn’t in any shape to handle them herself.
Sep 8
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Gary Romano
1
Your Hospital Bill Is Negotiable (And Might Be Erasable)
Your Hospital Bill Is Negotiable (And Might Be Erasable)
Sep 1
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Gary Romano
1
August 2026
When You Become the Responsible Party for an Aging Parent
I was the responsible party for my mom in her final years.
Aug 25
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Gary Romano
1
How the Rich Actually Got Rich (And Why Instagram Has It Backwards)
Recently, a friend told me I was doing it all wrong.Thanks for reading The Midlife Money Playbook !
Aug 18
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Gary Romano
1
1
Planning for the Survivor’s Penalty Before It Happens
Every six months or so, Karen and I review our finances together.
Aug 11
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Gary Romano
1
The Tax Surprise That Hits When Your Spouse Dies
My dad died at 59, soon after retiring.
Aug 4
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Gary Romano
2
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