20 Questions

Questions to Ask Older Adults

Meaningful questions to connect with older adults, honor their life experiences, and learn from their wisdom while building intergenerational relationships.

1

What was your favorite childhood memory?

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Why this works

Opens up warm, nostalgic stories that often reveal their values, family dynamics, and what brought them joy during their formative years.

2

What was the world like when you were my age?

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Why this works

Creates a bridge between generations by comparing experiences, helping you understand how much the world has changed and what remains constant.

3

What's the most important lesson life has taught you?

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Why this works

Unlocks their accumulated wisdom and life philosophy, offering valuable insights that can guide your own life decisions and perspective.

4

What was your first job and how did you get it?

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Why this works

Reveals their work ethic, early career experiences, and the economic conditions of their time, providing context for their professional journey.

5

What's the biggest change you've witnessed in your lifetime?

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Why this works

Highlights their perspective on historical events and societal changes, showing how they've adapted to and experienced major transformations.

6

What advice would you give to someone starting out in life?

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Why this works

Taps into their life experience to provide guidance that can help younger people avoid common mistakes and make better decisions.

7

What was your favorite way to spend time when you were younger?

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Why this works

Reveals their interests, hobbies, and what brought them joy, often leading to stories about simpler times and different forms of entertainment.

8

What's something you're proud of that you accomplished in your life?

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Why this works

Allows them to share their achievements and proud moments, boosting their self-esteem while giving you insight into their values and accomplishments.

9

What was the most challenging time in your life and how did you get through it?

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Why this works

Reveals their resilience and coping strategies, offering valuable lessons about perseverance and strength during difficult periods.

10

What traditions or customs from your generation do you wish were still common today?

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Why this works

Shows what they value from their era and what they feel has been lost, providing insight into generational differences and cultural changes.

11

What's the best piece of advice you ever received?

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Why this works

Unlocks wisdom they've gained from others, often revealing mentors, family members, or experiences that shaped their perspective and approach to life.

12

What do you think young people today have that you didn't have growing up?

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Why this works

Shows their perspective on generational advantages and disadvantages, revealing what they value and what they see as improvements in society.

13

What was your favorite music, movie, or book from when you were young?

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Why this works

Opens up cultural discussions and personal preferences, often leading to stories about entertainment and how it influenced their life.

14

What's something you learned later in life that you wish you had known earlier?

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Why this works

Reveals their growth and learning journey, offering valuable insights about timing, wisdom, and the importance of certain life lessons.

15

What do you think is the secret to a happy life?

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Why this works

Taps into their life philosophy and what they've learned about happiness, providing guidance based on decades of experience and reflection.

16

What was your family like when you were growing up?

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Why this works

Reveals their family dynamics, values, and relationships, providing context for understanding their background and what shaped their character.

17

What's something you've always wanted to do but never had the chance?

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Why this works

Shows their dreams and aspirations, potentially revealing regrets or opportunities they wish they had pursued, while also opening up future possibilities.

18

What do you think is the most important thing for young people to focus on today?

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Why this works

Provides their perspective on current challenges and opportunities, offering guidance based on their life experience and understanding of the world.

19

What's your favorite story from your life that you like to tell?

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Why this works

Allows them to share their most cherished memories and stories, often revealing what they value most and what moments have been most meaningful to them.

20

What do you hope people will remember about you?

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Why this works

Reveals their values, legacy, and what they want their impact to be, providing insight into their character and what they consider most important in life.

How to Connect Meaningfully with Older Adults

Expert tips and techniques for getting the most out of these questions.

Best Practices

Show Genuine Interest

Demonstrate authentic curiosity about their experiences and stories. Older adults can sense when someone is genuinely interested versus just being polite.

Be Patient and Present

Allow them time to tell their stories without rushing. Give them your full attention and avoid looking at your phone or appearing distracted.

Ask Follow-up Questions

Show engagement by asking follow-up questions that demonstrate you're listening and want to learn more about their experiences and perspectives.

Respect Their Wisdom

Approach conversations with respect for their life experience and accumulated wisdom. They have valuable insights to share from decades of living.

Question Sequences

The Life Story Sequence

1
Start with: 'What was your favorite childhood memory?'
2
Follow with: 'What was the world like when you were my age?'
3
Deepen with: 'What's the most important lesson life has taught you?'

The Wisdom Sharing Sequence

1
Begin with: 'What advice would you give to someone starting out in life?'
2
Explore with: 'What's the secret to a happy life?'
3
Connect with: 'What do you hope people will remember about you?'

Common Pitfalls

Don't Make Assumptions About Their Abilities

Avoid assuming they can't use technology or don't understand modern concepts. Many older adults are quite tech-savvy and well-informed.

Avoid Patronizing Language

Don't speak to them like children or use overly simplified language. Treat them with the same respect and intelligence you would anyone else.

Don't Rush Their Stories

Allow them to tell their stories at their own pace. Interrupting or trying to hurry them along can make them feel unheard and disrespected.

Avoid Controversial Topics Unless Appropriate

Be mindful of topics that might be sensitive or controversial. Focus on positive, engaging topics that allow them to share their wisdom and experiences.

Conversation Templates

The Generational Bridge Approach

1
Step 1: Start with their childhood and early experiences
2
Step 2: Explore how the world has changed since their youth
3
Step 3: Discuss their life lessons and wisdom
4
Step 4: Share your own experiences for comparison
5
Step 5: End with their hopes and advice for the future

The Wisdom Exchange Method

1
Step 1: Ask about their proudest accomplishments
2
Step 2: Explore their most challenging experiences
3
Step 3: Discuss the advice they've received and given
4
Step 4: Share your own questions and seek their guidance
5
Step 5: Connect on common values and experiences

Further Reading

"The Art of Aging" by Sherwin B. Nuland
"Being Mortal" by Atul Gawande
Intergenerational Communication Resources
Elder Wisdom and Life Story Collection

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