Most grandparents over 65 don’t realize the one thing that makes grandkids actually want to spend time with them isn’t gifts or activities—it’s something psychology says most boomers were never taught how to offer

by Lachlan Brown
March 9, 2026

Picture this: Your grandparents load up the car with toys, plan elaborate day trips, and constantly ask what new gadget you want for your birthday.

They’re trying so hard to connect with you, yet somehow, visits still feel like an obligation rather than something you genuinely look forward to.

I’ve been thinking about this a lot lately, especially after becoming a father myself.

Watching my own parents navigate their new role as grandparents has given me a front-row seat to this generational dance.

And here’s what I’ve noticed: the grandparents who have the closest relationships with their grandkids aren’t necessarily the ones with the biggest gift budgets or the most exciting activity plans.

They’re the ones who’ve mastered something that, frankly, most people from the boomer generation were never really taught to value: Emotional availability.

Growing up in a working-class family, our dinner table was always buzzing with debates about ideas and politics.

But looking back, what I remember most isn’t the topics we discussed.

It’s the fact that my parents, busy as they were, actually listened to what I had to say.

Even when my teenage opinions were half-baked at best.

That’s the secret sauce most grandparents are missing, and psychology backs this up.

The gift that actually matters

Think about your own childhood for a second.

What memories stand out when you think about the adults who made you feel truly seen? Was it the expensive birthday present from your aunt, or was it the uncle who remembered your favorite sports team and actually asked about last night’s game?

Recent research from Frontiers in Psychology found that grandparental support during childhood is linked to better emotional wellbeing in emerging adulthood, with both early and ongoing support contributing positively.

Notice they said “support,” not “gifts” or “activities.”

This is about showing up emotionally.

Most boomers grew up in an era where emotional expression, especially from men, was seen as weakness.

They were taught to provide, to protect, and to problem-solve.

But nobody really taught them how to simply be present with someone else’s feelings without trying to fix everything.

Now, as grandparents, they’re trying to connect with a generation that values emotional authenticity above almost everything else.

Why emotional availability feels so foreign

Let me share something I’ve observed: Last week, I watched a grandfather at the park trying to connect with his teenage grandson.

The kid was clearly upset about something, shoulders slumped, barely responding.

The grandfather’s response? “Come on, let’s go get ice cream. That’ll cheer you up!”

Classic move, right? Totally well-intentioned, but what that kid probably needed wasn’t a distraction.

He needed someone to sit with him and say, “Seems like you’re having a rough day. Want to talk about it?”

The boomer generation was raised on “buck up” and “don’t cry.”

They learned to push through, not lean in.

So, when faced with a grandchild’s emotional world, their instinct is to fix, distract, or minimize because that’s literally all they know.

In my book, Hidden Secrets of Buddhism: How To Live With Maximum Impact and Minimum Ego, I explore how Eastern philosophy teaches us to sit with discomfort rather than immediately trying to escape it.

This concept is revolutionary for many older adults who’ve spent their entire lives in problem-solving mode.

The loneliness epidemic hits both ways

Here’s something that might surprise you: Your grandparents are probably lonelier than you think, and their attempts to connect through gifts and activities might actually be making things worse.

When emotional connection isn’t happening, both sides feel it.

Grandkids sense the disconnect and pull away; grandparents, feeling rejected, try harder with bigger gifts and more elaborate plans.

It becomes this exhausting cycle where everyone’s trying but nobody’s really connecting.

Studies from the National Library of Medicine show that grandparents’ affectionate communication is associated with reduced loneliness and depressive symptoms in adult grandchildren, mediated by a strong sense of shared family identity.

But here’s the kicker: Affectionate communication is about genuine emotional exchange.

Breaking the pattern

So, how do grandparents break out of this pattern? How do they learn something at 65+ that nobody taught them for the first six decades of their life?

It starts with recognizing that presence matters more than presents.

I learned this lesson the hard way in my own relationships.

For years, I thought being productive and achieving things was how you showed love.

Turns out, listening is more valuable than having the right answer.

Grandparents who get this start small: They ask open-ended questions and actually wait for the answers, share their own struggles and vulnerabilities, and learn to say things like “that sounds really hard” instead of immediately jumping to “here’s what you should do.”

They also need to get comfortable with technology on their grandkids’ terms to understand the world their grandchildren inhabit.

When a grandparent can text a funny meme or understand a reference to a viral video, it shows they’re making an effort to enter their grandchild’s world rather than always expecting the grandchild to enter theirs.

The courage to be vulnerable

Sunmin Lee, a Research Fellow in Medicine at Harvard Medical School, suggests that “We suggest that caregivers look after their own health while they are caring for others.”

This is about emotional health too: For many grandparents, learning to be emotionally available means confronting their own unprocessed feelings from decades past.

It means admitting they don’t have all the answers, and being vulnerable in ways their generation was specifically taught to avoid.

But here’s what I’ve witnessed: When grandparents take this leap, the payoff is extraordinary.

Suddenly, those obligatory visits become genuine connections.

Grandkids start calling just to chat, and family gatherings become less performative and more authentic.

Final words

If you’re a grandparent reading this, know that your grandkids need you to be real with them.

Moreover, if you’re a grandchild, maybe share this with your grandparents or, better yet, start the conversation yourself by asking them about their struggles, their fears, and their real stories.

The beautiful thing about emotional availability is that it’s never too late to learn it.

Yes, it might feel uncomfortable at first—especially for a generation raised on emotional stoicism—but the alternative (maintaining surface-level relationships with the people you love most) is far more painful in the long run.

Quality time is about showing up, fully present, ready to connect on a level that actually matters.

That’s a gift that never goes out of style!

 

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