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May 9, 2025 by Michael Mitchell

How to Ask For a Gift Without Making It Weird

Ever feel like you’re bothering someone when you ask them to give? Like you’re a door-to-door salesperson they’re trying to avoid?

You’re not alone. Asking can feel awkward. And weird. And sometimes scary.

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But that discomfort? It usually isn’t about the money. It’s about your mindset.

When you feel awkward or weird raising money, it’s usually because you’re thinking about it all wrong.

How so?

You think you’re asking for a handout. You think you’re begging. You think you’re imposing.

You’re not.

You’re giving people the chance to be part of something meaningful … something they probably already care about.

Think about the last time you gave to a cause that mattered to you. Did you feel annoyed? Bothered?

Probably not. You felt good. Maybe even energized and inspired.

That’s because generosity feels amazing. The science is clear.

Giving activates the same pleasure centers in our brains as our favorite foods and a warm hug from someone we love.

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You probably don’t need a study to tell you that.

Next time, instead of asking, try inviting.

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It’s a simple shift that can change the entire experience.

When you invite rather than ask, suddenly you’re not taking something from people.

You’re extending an opportunity. You’re inviting them to be part of a story that matters. To help create lasting change. To experience a form of joy that money sitting in a bank account can never provide.

You’re offering them the chance to bring goodness and beauty into a world that desperately needs both.

And here’s the part we often miss … in this relationship, you’re not the one in need.

You’re the guide!

You get to help people do good in ways they couldn’t on their own.

That’s not weakness.

That’s leadership.

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Your job?

Show people the impact they can make. Give them a few clear options. Then invite them to pick the one that excites them.

It’s a little like recommending a great new restaurant to a friend.

They don’t get offended. They don’t think, “How dare they suggest I spend my money there!”

They think, “Thanks for the tip! That sounds delicious.”

So how do you put this into practice?

Start with your language.

Instead of saying “We’re asking for money,” say, “We’re inviting people to be part of this work.”

Instead of “making a request,” try “sharing an opportunity.

And use the magic phrase, “Would you consider a gift of $X to do Y, so that Z happens?

This connects their action directly to the outcome and impact. It takes their involvement beyond the transaction into the transformation they can help create.

How might your next conversation go if you treated it like an invitation and an opportunity instead of a request or favor?

Try it. I promise it’ll be a different experience for you and the person you’re inviting to give.

And also …

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