20 Questions

Questions to Ask Graduating Seniors

Thoughtful questions that help graduating seniors reflect on their journey, celebrate their achievements, and prepare for the exciting transition ahead.

1

What's your proudest accomplishment from your time in school?

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Why this works

Helps them reflect on their achievements and celebrate their successes while revealing what they value most about their educational journey.

2

What's the most important lesson you've learned about yourself?

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Why this works

Encourages self-reflection and helps them identify personal growth and self-awareness gained during their school years.

3

What are you most excited about for the next chapter of your life?

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Why this works

Shows interest in their future plans and helps them focus on the positive aspects of their upcoming transition.

4

What's the most challenging thing you've overcome during your time here?

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Why this works

Reveals their resilience and helps them recognize their strength in facing and overcoming difficulties.

5

What advice would you give to incoming students?

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Why this works

Helps them reflect on their experience and share wisdom while revealing what they think is most important for success.

6

What's your favorite memory from your time in school?

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Why this works

Encourages positive reflection and helps them identify what they'll treasure most from their educational experience.

7

How have you changed since you first started here?

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Why this works

Promotes self-reflection on personal growth and helps them recognize how they've developed and matured.

8

What's something you wish you had known when you started?

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Why this works

Reveals their insights and helps them process what they've learned about navigating school and life.

9

What are your biggest hopes and dreams for the future?

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Why this works

Shows interest in their aspirations and helps them articulate their goals and vision for their life ahead.

10

What's the most valuable relationship you've formed during your time here?

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Why this works

Highlights the importance of connections and helps them appreciate the relationships they've built.

11

What's something you're nervous about as you move forward?

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Why this works

Shows care for their concerns and helps them process any anxieties about their upcoming transition.

12

What's the most important thing you've learned about learning itself?

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Why this works

Reveals their understanding of education and helps them reflect on how they learn and grow.

13

What's something you're really looking forward to in your next phase?

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Why this works

Encourages excitement about the future and helps them focus on positive aspects of their upcoming journey.

14

What's the most surprising thing you discovered about yourself?

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Why this works

Promotes self-discovery and helps them recognize unexpected aspects of their personality or abilities.

15

What's your biggest piece of advice for someone who's struggling in school?

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Why this works

Shows empathy and helps them share wisdom while revealing their understanding of challenges and solutions.

16

What's something you're grateful for from your educational experience?

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Why this works

Promotes gratitude and helps them appreciate the positive aspects of their journey and the support they've received.

17

What's the most important skill you've developed?

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Why this works

Highlights their growth and helps them recognize valuable abilities they've gained during their education.

18

What's something you're proud of that others might not know about?

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Why this works

Encourages them to share personal achievements and helps them recognize their own worth and accomplishments.

19

What's the most important thing you want to remember from this time in your life?

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Why this works

Helps them identify what they value most and what they want to carry forward into their future.

20

What's your biggest hope for how you'll continue to grow and learn?

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Why this works

Shows interest in their ongoing development and helps them articulate their commitment to lifelong learning and growth.

Best Practices for Graduating Senior Conversations

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

Best Practices

Celebrate Their Achievements and Growth

Graduating seniors are at a significant milestone. Focus on celebrating their accomplishments and the growth they've experienced during their educational journey.

Show Interest in Their Future Plans

Demonstrate genuine interest in their next steps and aspirations. This shows you care about their future and want to support their continued success.

Encourage Reflection and Self-Awareness

Help them process their experience and identify what they've learned about themselves. This promotes self-awareness and confidence for their next phase.

Question Sequences

The Achievement and Growth Sequence

1
What's your proudest accomplishment from your time in school?
2
What's the most important lesson you've learned about yourself?
3
How have you changed since you first started here?

The Future and Aspiration Flow

1
What are you most excited about for the next chapter of your life?
2
What are your biggest hopes and dreams for the future?
3
What's your biggest hope for how you'll continue to grow and learn?

Common Pitfalls

Don't Focus Only on Academic Achievements

While academic success is important, also acknowledge personal growth, relationships, and life skills they've developed. Show interest in their whole person.

Avoid Pressuring Them About Future Plans

Don't pressure them to have everything figured out. Many graduating seniors are still exploring options and that's perfectly normal.

Don't Minimize Their Concerns or Anxieties

Transitions can be exciting but also scary. Acknowledge their feelings and provide support rather than dismissing their concerns.

Conversation Templates

The Reflection and Celebration Flow

1
Step 1: Start with: "What's your proudest accomplishment from your time in school?"
2
Step 2: Continue with: "What's the most important lesson you've learned about yourself?"
3
Step 3: Finish with: "What's something you're grateful for from your educational experience?"

The Future and Growth Sequence

1
Step 1: Begin with: "What are you most excited about for the next chapter of your life?"
2
Step 2: Follow with: "What are your biggest hopes and dreams for the future?"
3
Step 3: End with: "What's your biggest hope for how you'll continue to grow and learn?"

Further Reading

"The Defining Decade" by Meg Jay
"What Color Is Your Parachute?" by Richard Bolles
"The Path to Purpose" by William Damon

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