At MyCanvas, we’ve seen it again and again: some of the most meaningful family history starts not with a deep dive into documents, but with a simple question.
Whether you’re just beginning your family history journey or have years of research behind you, taking time to talk to the people around you—your parents, siblings, grandparents, or other relatives—can help you discover the heart of your family story.
These conversations can reveal rich details, emotions, and memories that no record ever could. And perhaps more importantly, they bring people together in the process.
Why These Conversations Matter
When we ask questions and listen closely, we give our loved ones a chance to be remembered for more than just names and dates. Their stories about how they overcame challenges, what brought them joy, and what shaped their decisions can offer insight, healing, and a stronger sense of identity to everyone who hears them.
Here’s what else stories can do:
- Deepen Relationships: Taking time to ask someone about their life builds connection, trust and shows them their story matters.
- Add Richness to Research: Oral history fills in the gaps. It puts color and depth into the framework of your family tree.
- Strengthen Identity: Knowing where you come from can shape how you see yourself and your place in the world.
- Create a Living Legacy: When these stories are preserved, they become a gift for future generations.
Photo by Nicole Cavelli
A Few Meaningful Questions to Get You Started
You don’t need a perfect list or a special occasion to begin. Sometimes, the best way to gather stories is through everyday conversation. If you’re not sure where to begin, try starting with just one or two of these questions:
- What’s a moment from your childhood that you’ll never forget?
- Who taught you something important, and what was the lesson?
- What traditions or routines did your family have growing up?
- What challenges have you overcome that helped shape who you are?
- If you could pass on one piece of advice to future generations, what would it be?
These questions open the door to deeper conversations and often spark stories that lead to more.
PRO TIP – Whether it’s a notebook or your phone, be prepared to capture stories in the moment. Audio recordings are a wonderful way to preserve not just the story, but the feelings and tone behind it.
When to Ask (Hint: There’s No Wrong Time)
You don’t need a formal interview or a perfectly planned moment to start asking questions. Some of the most meaningful stories come out in the quiet, unassuming parts of everyday life — when you’re driving together, folding laundry, sitting on the porch, or catching up on the phone. These moments may seem ordinary, but they’re often when people feel most comfortable and open to sharing.
Sadly, waiting for the “right” time can lead to missed or lost chances. Life moves quickly, and memories fade or are lost altogether if we don’t take time to ask now. So instead of waiting for a special occasion, lean into the natural rhythm of your conversations. One small question can open the door to a deep memory, a funny story, or a lesson that’s been waiting to be passed on.
Preserving family history doesn’t require fancy equipment or a big plan, it starts with curiosity and a genuine desire to listen. Trust that even a short conversation can spark something lasting. Every moment spent asking and listening is a step toward keeping your family’s legacy alive.
Looking for More Ways to Spark Conversations?
We’ve put together a printable list of 25 thoughtful questions to help you dig deeper, share a few laughs, and preserve the stories that make your family unique.
📝 Download the Printable: 25 Questions to Ask Your Family
Photo by Alexa Serafin
TLDR: Every family has a story, some just haven’t been told yet. What if one simple question could unlock memories, laughter, and lessons that connect generations? Start asking, and you may discover that the most powerful family history starts with a conversation.
