KithMaker

How to interview older relatives (without making it awkward)

The 20 questions that consistently unlock the best stories, plus how to record, transcribe, and preserve what you hear.

Updated 2026-05-20·8 min read

The best source of family history is almost never online. It is sitting on a sofa, holding a cup of tea, waiting to be asked a good question. Older relatives carry stories that no database will ever digitise — but only if you record them while you can. This guide is about doing that well, without turning Sunday lunch into an interrogation.

Setting up the conversation

Tell the person in advance that you would love to hear about the family. Ask if you can record audio on your phone — almost everyone agrees once they understand it is for the grandchildren. Pick a quiet room, sit at an angle rather than face-to-face (it feels less like a job interview), and keep sessions to about 45 minutes. After that, memory tires.

Twenty questions that consistently unlock stories

Recording, transcribing, preserving

Phone voice memos are perfectly fine. After the conversation, back the file up to two places — cloud and a USB drive is the classic combination. Transcription is the slow part; modern speech-to-text tools handle 80% of it and you fix the names. Store the transcript next to the family tree file so the two grow together.

What to do with everything you collect

Most stories never need to be public. Add the best ones as notes against the person in your tree, and save the audio separately. When the time comes — a milestone birthday, a memorial, a wedding speech — you will have something irreplaceable to draw on. That is the real prize of a family tree: not the chart, but everything it remembers on your behalf.

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