April 16, 2026
The return lands on the desk. The CPA has done her part. Somewhere in Northern Ohio, a retired couple is filing the paper copy in a drawer with the phone bill and last year’s Christmas cards.
Most of the time, that’s where the story ends — until next January when it starts over.
That’s a shame. A tax return is the most honest document in your financial life. It’s a snapshot of what you earned, what you owed, what you gave to charity, and what Uncle Sam took last year. For a retiree or someone a few years out, it’s also a checklist of planning opportunities most advisors never actually use.
Here’s what we do with a client’s return at Great Lakes Benefits after it’s filed. Not the generic “organize your records” advice you can find anywhere. What we actually do.
Your 1040 tells us things you might not tell us in a meeting.
We sit with the return and mark it up. If you’re a client, this is what we’re doing while you’re wondering why we wanted a copy.
If you got a $4,000 refund, you didn’t win the lottery. You gave the government an interest-free loan for a year. For a retired couple in Ohio with a pension, Social Security, and RMDs in the mix, the right move is usually to adjust withholding so next year’s refund — or next year’s bill — comes in under a few hundred dollars either way.
If you owed $4,000 and got hit with an underpayment penalty, we fix it the other direction. The IRS is patient with retirees who adjust in good faith. They are less patient with people who keep underpaying year after year.
This is the biggest mistake we see.
Folks wait until the week after Thanksgiving, call their CPA in a panic, and try to squeeze a Roth conversion into the last three weeks of the year. By that point, half the planning window is already closed.
April is when the math actually starts. Your prior-year income is final. Your current bracket is visible. You can watch the market through spring and summer and pull the trigger when conditions line up. For retirees with RMDs already running — or with RMDs about to start — a well-timed conversion can add up to meaningful lifetime tax savings. It’s the single most valuable thing a lot of our clients do, and we’d rather run the math in April than scramble in December.
The return doesn’t touch this directly, but filing season is when we re-open it.
If something’s changed in the past 12 months — a death in the family, a new grandchild, a divorce, a move, a rollover from an old 401(k) — the beneficiary designations and account titling need to keep up. The will can say whatever it wants. The beneficiary form wins.
We’ve seen this cause real pain in probate. We’d rather catch it over coffee in April than in a lawyer’s office six months later.
The return often flags them before the client does.
If you’re a client, we’d rather you tell us first. If you didn’t — the return tells us anyway, and we call you.
This is the part most firms skip.
Your tax return is one input. Your Social Security claiming strategy is another. Your portfolio allocation is another. Your estate documents are another. They all talk to each other. A Roth conversion affects your IRMAA. Your IRMAA affects your Medicare premium. Your Medicare premium affects your monthly cash flow. Your cash flow affects your withdrawal rate. Your withdrawal rate affects how long the money lasts.
A CPA can do your return. A financial planner’s job is to make sure the return matches the plan — and that the plan is still right.
If you’ve been filing your own return at the kitchen table for 40 years, more power to you. A lot of sharp retirees in Northern Ohio do exactly that, and their returns are fine. What they’re missing isn’t the return. It’s the conversation afterward.
For what it’s worth — our Money Management clients with at least $100,000 in one of our portfolios (Conservative, Balanced, or Growth) qualify for $90 tax preparation through a CPA we trust. It’s not the main event. It’s convenient, it’s inexpensive, and it means the return and the plan live in the same room at the same time.
If you’re not a client and you’re reading this — when was the last time your advisor actually looked at your 1040? Not the summary, not the refund number. The return itself, the schedules, the worksheets. If the answer is “never” or “I don’t have one,” that’s a conversation worth having.