This weekend, I watched my daughter April take the stage in her very first high school musical, Matilda. She glowed — full theater-kid joy, nerves, and sparkle. 

Tuesday Triage
November 18, 2025

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Hi there,
 
This weekend, I watched my daughter April take the stage in her very first high school musical, Matilda. She glowed — full theater-kid joy, nerves, and sparkle. 
 
What moved me even more was who showed up for her. In addition to our Michigan family, my mother-in-law came up from Tennessee, and my brother, dad, and dad's partner, Sarah, drove in from the Adirondacks. They drove 10 long hours, weaving through Canada, just to watch a two-hour performance, give April pink roses and a hug, and drive back home the next morning.
 
In a season that’s become synonymous with buying, wrapping, shipping, and swiping, I was reminded that the gift we remember longest is presence. The kind that requires effort, not Amazon.
 
So, yes, today we’re talking about gifts and the federal gift tax, but with this reminder in the background: not all gifts have a dollar value, and the IRS only tracks one category.
 
That said, monetary generosity matters, too, and it’s something people ask me about every year, including a listener from Washington state this week: “If I give money to my nieces and nephews this
holiday season, do I owe gift tax?” 
 
It seems like a quick yes-or-no question, but (of course) the truth is more nuanced. This episode breaks it all down so you can give confidently without unintentionally creating government filing requirements.

 
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Why This Matters

Most people have heard of the gift tax, but very few understand it. And misunderstandings lead to:
  • accidental taxable gifts
  • missed IRS filing requirements
  • and the classic “I’ll mail this check on January 3rd but date it December 31st” move the IRS sees coming from a mile away
Here’s what you need to know:
1. A “taxable gift” does not mean you owe gift tax.
  • It just means the gift counts toward your lifetime exemption (about $14 million in 2025). Most people will never hit that limit.
2. The annual exclusion amount is $19,000 per person in 2025.
  • Meaning you can give up to $19,000 to as many people as you want in 2025 without filing a gift tax return.
3. Some gifts don’t count as gifts at all.
  • Like paying tuition or medical expenses directly to the school or medical provider. This is one of the most powerful (and underused) tools families have.
4. The postmark matters more than the date on the check.
  • Dating a check December 31st doesn't make it a December gift if it’s mailed in January. The mailbox rule controls.
5. If you’re married, gift splitting can double the amount you can give, but it requires filing a gift tax return.
  • Even when no tax is due.
6. Your Medicaid planning matters, too.
  • Giving assets away, even small ones, inside Medicaid’s five-year look back can create a penalty period of ineligibility.

A Reminder for the Season Ahead

As much as I love tax talk, this week’s episode really lives at the intersection of money and meaning
 
Because as April rounded the corner after her performance—glowing, proud, emotional—what mattered wasn’t the roses or the borrowed costume or anything that could fit inside a gift bag. What mattered was that her people showed up. Even when it took ten hours. Even when everyone was tired. Even when it would’ve been easier not to. 
 
And while the IRS regulates one kind of gift, it doesn’t have a filing requirement for the others.

If You Want Your Family to Have Answers
Instead of a Scavenger Hunt

 
Think of it as a coached walkthrough: not theory, not guesswork, but practical guidance, scripts, and materials that make you feel capable, prepared, and in control.
The IRS can’t tax clarity. And your family will thank you for this one day.
Thanks for being here.
Jill
 

 
PS: Have a question for Tuesday Triage? Send it my way!
I love answering your real-life scenarios. Keep them coming!
 

 
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