100 questions to ask your dad
while you still can

🌱

His childhood

10 questions

• ◦What is your earliest memory?
• ◦What was the house you grew up in like?
• ◦What did you get up to after school?
• ◦Who were your closest friends as a child?
• ◦What was your relationship with your own dad like?
• ◦What did you want to be when you grew up?
• ◦What did a typical weekend look like?
• ◦What was the hardest thing about your childhood?
• ◦What did your mum always say to you?
• ◦What were you told off for most often?

🎒

School and teenage years

10 questions

• ◦What were you like at school?
• ◦What subjects did you enjoy?
• ◦What did you do for fun as a teenager?
• ◦What music were you into?
• ◦What was your first car?
• ◦What was your first job?
• ◦Who did you look up to when you were young?
• ◦What trouble did you ever get into?
• ◦What did you spend your first wages on?
• ◦Who was the first girl you liked?

💼

Work and career

10 questions

• ◦How did you end up in your career?
• ◦What's the proudest moment of your working life?
• ◦What's the hardest job you've ever done?
• ◦Who did you work with that you'll never forget?
• ◦What sacrifices did you make for the family?
• ◦Is there a career you wish you'd pursued?
• ◦What did work mean to you?
• ◦What would you tell your younger self about work?
• ◦Were you ever out of work, and what was that like?
• ◦What did you learn about people from working?

❤️

Love and family

10 questions

• ◦How did you meet Mum?
• ◦When did you know she was the one?
• ◦What was the best day of your life?
• ◦What did it feel like to become a dad?
• ◦What's your proudest moment as a father?
• ◦What do you wish you'd done more of?
• ◦What values were most important to you as a parent?
• ◦What do you hope your children remember about you?
• ◦What was the hardest part of being a dad?
• ◦What did becoming a grandad change for you?

⚽

Sport, hobbies and what he did for himself

10 questions

• ◦What sport or team did you follow, and how did that start?
• ◦Did you ever play seriously?
• ◦What did you make, build or mend yourself?
• ◦What did you do just for you, when nobody needed anything?
• ◦What were you better at than people realised?
• ◦What did you collect or hoard?
• ◦What did you watch or listen to religiously?
• ◦Did you ever win anything?
• ◦What hobby did you give up and wish you had not?
• ◦What would you do with a free Saturday now?

🌍

Adventures and experiences

10 questions

• ◦What's the best place you've ever been?
• ◦What's the most adventurous thing you've ever done?
• ◦What experience changed how you see the world?
• ◦Is there somewhere you always wanted to go?
• ◦What's your favourite memory of a family holiday?
• ◦What risk are you glad you took?
• ◦What did you do that surprised people?
• ◦What would you do if you could do it all again?
• ◦What is the furthest you have ever been from home?
• ◦Did you ever get properly lost, or stranded?

🏠

Home, money and making it work

10 questions

• ◦What was the first place you lived in on your own?
• ◦How did you afford your first home?
• ◦What was money like when we were small?
• ◦What did you go without so we did not have to?
• ◦What was the most you ever worried about money?
• ◦What did a weekly shop cost when you were starting out?
• ◦What job around the house were you proudest of doing yourself?
• ◦What did you always mean to fix and never did?
• ◦What would you tell a young couple about money?
• ◦What do you think we take for granted?

💪

Hard times

10 questions

• ◦What's the hardest thing you've been through?
• ◦How did you get through it?
• ◦Who helped you most when things were difficult?
• ◦Is there a loss you have never really got over?
• ◦Was there a time you thought you would not manage?
• ◦What did you keep to yourself that you wish you had not?
• ◦What did going through that teach you?
• ◦Have you ever had to make a decision you still think about?
• ◦What are you proudest of surviving?
• ◦What would you say to someone going through the same thing?

🤍

Legacy and wisdom

10 questions

• ◦What are you most grateful for?
• ◦What's the best advice you've ever been given?
• ◦What do you know now that you wish you'd known at 20?
• ◦What are you most proud of in your whole life?
• ◦What do you want to be remembered for?
• ◦What message would you leave for your grandchildren?
• ◦What has your life taught you?
• ◦What do you believe in most deeply?
• ◦What would you want said about you?
• ◦Is there anything you have never said that you would like to say now?

😄

The lighter side

10 questions

• ◦What is the funniest thing that ever happened to you?
• ◦What is the daftest thing you ever spent money on?
• ◦What were you absolutely hopeless at?
• ◦What is the story the family always tells about you?
• ◦What is your party trick?
• ◦What did you wear that you now regret?
• ◦Who makes you laugh most?
• ◦What is the best joke you know?
• ◦Did you ever have a lucky escape?
• ◦What would surprise people about you?