20 Questions

Questions to Ask About High School Experience

Engaging questions that help you understand someone's high school experience while learning about their academic journey, personal growth, and memorable moments during this important developmental stage.

1

What was your favorite subject in high school and why did you enjoy it?

Click to see why this works

Why this works

Opens conversation on academic interests and reveals their favorite subjects, what they found most engaging, and their academic preferences.

2

What was your favorite teacher and what made them special to you?

Click to see why this works

Why this works

Shows interest in their educational relationships and reveals what kind of teachers they found most inspiring and what made them special.

3

What was your favorite extracurricular activity and what did you learn from it?

Click to see why this works

Why this works

Reveals their interests and shows what activities they found most engaging and what lessons they learned from their involvement.

4

What was your favorite high school memory and what made it special?

Click to see why this works

Why this works

Shows interest in their positive experiences and reveals what moments they found most memorable and what made them special.

5

What was your biggest challenge in high school and how did you handle it?

Click to see why this works

Why this works

Shows interest in their resilience and reveals what difficulties they faced and how they coped with challenges during high school.

6

What was your favorite way to study and what techniques worked best for you?

Click to see why this works

Why this works

Reveals their learning preferences and shows what study methods and techniques they found most effective and enjoyable.

7

What was your favorite way to socialize and what friendships meant the most to you?

Click to see why this works

Why this works

Shows interest in their social connections and reveals what kind of social activities and friendships they found most meaningful.

8

What was your favorite way to relax and unwind during high school?

Click to see why this works

Why this works

Reveals their self-care practices and shows what relaxation and stress management techniques they found most helpful.

9

What was your favorite way to celebrate achievements and what accomplishments were you most proud of?

Click to see why this works

Why this works

Shows interest in their successes and reveals what achievements they were most proud of and how they celebrated them.

10

What was your favorite way to learn and what subjects or topics interested you most?

Click to see why this works

Why this works

Reveals their learning interests and shows what subjects and topics they found most engaging and what learning methods they preferred.

11

What was your favorite way to give back to the community and what volunteer work did you enjoy?

Click to see why this works

Why this works

Shows interest in their values and reveals what kind of community service and volunteer work they found most meaningful and enjoyable.

12

What was your favorite way to stay active and what physical activities did you enjoy?

Click to see why this works

Why this works

Reveals their health and fitness interests and shows what kind of physical activities and sports they found most enjoyable and beneficial.

13

What was your favorite way to express yourself creatively and what artistic activities did you enjoy?

Click to see why this works

Why this works

Shows interest in their creative expression and reveals what kind of artistic activities and creative outlets they found most fulfilling and enjoyable.

14

What was your favorite way to stay organized and what time management strategies worked best for you?

Click to see why this works

Why this works

Reveals their organizational skills and shows what kind of organization and time management strategies they found most effective and helpful.

15

What was your favorite way to stay motivated and what inspired you to keep going?

Click to see why this works

Why this works

Shows interest in their motivation and reveals what kind of inspiration and motivation they found most effective and valuable during high school.

16

What was your favorite way to handle stress and what coping strategies worked best for you?

Click to see why this works

Why this works

Reveals their stress management skills and shows what kind of coping strategies and stress management techniques they found most effective and helpful.

17

What was your favorite way to stay connected with your culture and heritage?

Click to see why this works

Why this works

Shows interest in their cultural identity and reveals what kind of cultural connections and heritage they valued and enjoyed during high school.

18

What was your favorite way to stay informed and what kind of news or information did you follow?

Click to see why this works

Why this works

Reveals their information consumption and shows what kind of news and information they found most valuable and engaging during high school.

19

What was your favorite way to stay curious and what topics or subjects kept you interested?

Click to see why this works

Why this works

Shows interest in their curiosity and reveals what kind of topics and subjects they found most interesting and what kept them curious and engaged.

20

What was your favorite way to stay grateful and what aspects of high school did you appreciate most?

Click to see why this works

Why this works

Reveals their values and shows what kind of gratitude and appreciation practices they found most meaningful and what aspects of high school they valued most.

Best Practices for High School Experience Conversations

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

Best Practices

Show Genuine Interest in Their Journey

Demonstrate authentic curiosity about their high school experience and their personal growth. Ask follow-up questions and show enthusiasm for their insights and experiences.

Focus on Positive and Meaningful Experiences

Ask about their favorite aspects, achievements, and positive experiences. This helps create a positive and engaging conversation about their educational journey.

Be Patient and Encouraging

Give them time to share their thoughts and experiences. Show genuine interest in their responses and ask follow-up questions.

Question Sequences

The Academic and Learning Sequence

1
What was your favorite subject in high school and why did you enjoy it?
2
What was your favorite teacher and what made them special to you?
3
What was your favorite way to study and what techniques worked best for you?
4
What was your favorite way to learn and what subjects or topics interested you most?

The Social and Personal Growth Sequence

1
What was your favorite extracurricular activity and what did you learn from it?
2
What was your favorite way to socialize and what friendships meant the most to you?
3
What was your favorite high school memory and what made it special?
4
What was your biggest challenge in high school and how did you handle it?

Common Pitfalls

Don't Make Assumptions About Their Experience

Avoid questions that assume you know about their high school experience or make judgments about their academic performance. Let them share what they found most meaningful and enjoyable.

Don't Focus Only on Academic Performance

While academics are important, also ask about their social experiences, personal growth, and what they learned beyond the classroom.

Don't Ignore Their Individual Journey

Acknowledge their unique high school experience and growth. Show appreciation for their individual journey and what they learned about themselves.

Conversation Templates

The Academic and Learning Approach

1
Step 1: Start with: "I want to learn about your high school experience..."
2
Step 2: Ask: "What was your favorite subject in high school and why did you enjoy it?"
3
Step 3: Explore: "What was your favorite teacher and what made them special to you?"
4
Step 4: Connect: "What was your favorite way to study and what techniques worked best for you?"

The Social and Personal Growth Approach

1
Step 1: Begin with: "I'm interested in understanding your high school journey..."
2
Step 2: Ask: "What was your favorite extracurricular activity and what did you learn from it?"
3
Step 3: Explore: "What was your favorite way to socialize and what friendships meant the most to you?"
4
Step 4: Connect: "What was your favorite high school memory and what made it special?"

Further Reading

"The Art of Conversation" by Catherine Blyth
"How to Win Friends and Influence People" by Dale Carnegie
"The Friendship Factor" by Alan Loy McGinnis
"The Art of Friendship" by William Rawlins

Find Your Perfect Questions

Search our collection of thoughtful questions for any conversation or situation