Jennifer and Jack had been together for eight years when she first brought up the idea of writing a Will.

"We should probably do one," she said casually over dinner.

Jack chuckled. "Are you planning to kill me?"

Jennifer rolled her eyes. "No, but I do want to make sure things are in place, you know… just in case."

Jack shrugged. "I’m sure you’ll figure it out."

That was the end of the conversation. Sound familiar?

Talking about wills with your partner can feel uncomfortable. No one wants to think about “what ifs”, and you definitely don’t want them feeling like you’re hoping for an early inheritance. But the truth is, writing a Will isn’t about death—it’s about making life easier for the ones we love.

Here’s how to bring it up without making it weird.

1. Make It About Both of You

Instead of saying, "You should write a Will," try:

📌 “We should do this together.”

📌 “Let’s sort things out so neither of us has to stress later.”

This way, it’s not about them, it’s about both of you taking care of each other.

2. Bring Up a Story, Not a Lecture

When Jennifer tried again, she didn’t start with, “We need Wills.”

Instead, she told Jack about a friend’s family who had a messy legal battle because there was no Will.

"I just don’t want us to be in that situation," she said.

Stories make things real. Share one that hits home—maybe something you read in the news or a situation you’ve seen happen to someone you know.

3. Emphasize the Small Things

People think Wills are only about big houses and million-dollar assets. But they’re also about:

💍 Who gets your sentimental items? Like jewellery, collections and etc.

💰 Who takes care of your savings, property and vehicle?

👶 Who will be responsible for the kids if something happens?

Jack shrugged, “If anything happens to you, of course, I’ll take care of the kids.”

Jennifer nodded. “I know you will. But what if something happens to both of us?”

Jack hesitated.

“We travel together all the time. If something were to happen while we’re away, who would take care of the kids? Who would raise them the way we want?”

That’s when it hit Jack—they needed a plan, not just for one of them, but for both.

A Will isn't just a legal document—it’s a way to make sure everything is handled the way you want.

4. Show Them How Easy It Is

Jack always thought making a Will meant spending hours in a lawyer’s office.

So Jennifer pulled up DWS2U’s Online Will Writing Platform and showed him how they could do it from their couch, in 1 hour.

No hassle. No expensive lawyer fees. No stress.

5. Remind Them—It’s Not Forever

Jack’s biggest hesitation? “What if I change my mind later?”

That’s when Jennifer reassured him:

✔️ Wills can be updated anytime.

✔️ It’s not a one-time decision—it’s just a starting point.

That made it easier for him to say, “Okay, let’s do it.”

The Best Way to Convince Them? Love.

At the end of the day, a Will isn’t about expecting the worst. It’s about taking care of the people we love.

So if you want your partner to do theirs, don’t push—just start the conversation with love, practicality, and an easy way to get it done.

💡 Try DWS2U’s Online Will Writing Platform today—because peace of mind starts with a simple step.