20 Questions

Advice Questions to Ask

Thoughtful questions to ask when seeking advice from mentors, friends, family, or professionals to get the guidance and support you need.

1

What would you do if you were in my situation?

Click to see why this works

Why this works

Gets their perspective on your specific situation and helps you understand how they would approach the problem.

2

What advice would you give to someone facing a similar challenge?

Click to see why this works

Why this works

Allows them to share general wisdom and strategies that have worked for them or others in similar situations.

3

What mistakes should I avoid based on your experience?

Click to see why this works

Why this works

Helps you learn from their mistakes and avoid common pitfalls in your situation.

4

What resources or tools would you recommend for my situation?

Click to see why this works

Why this works

Gets specific recommendations for books, courses, people, or other resources that could help you.

5

How would you prioritize the different aspects of this situation?

Click to see why this works

Why this works

Helps you understand what's most important and how to focus your efforts effectively.

6

What questions should I be asking myself about this situation?

Click to see why this works

Why this works

Encourages self-reflection and helps you think more deeply about your situation and needs.

7

What would you do differently if you could go back in time?

Click to see why this works

Why this works

Gets their perspective on what they would change and why, offering valuable insights for your situation.

8

How do you approach decision-making in complex situations?

Click to see why this works

Why this works

Provides insight into their decision-making process and strategies you can apply to your situation.

9

What support systems have been most helpful to you?

Click to see why this works

Why this works

Helps you understand what kinds of support you might need and how to build your own support network.

10

How do you handle uncertainty and fear when facing difficult decisions?

Click to see why this works

Why this works

Provides strategies for managing emotions and staying focused during challenging times.

11

What would you do if you had unlimited resources and time?

Click to see why this works

Why this works

Helps you think creatively about solutions and identify what's truly important versus what's constrained by resources.

12

How do you balance different priorities and competing demands?

Click to see why this works

Why this works

Provides strategies for managing multiple responsibilities and making tough choices about what to focus on.

13

What would you do if you were starting over from scratch?

Click to see why this works

Why this works

Gets their perspective on what they would do differently and what they consider most important.

14

How do you stay motivated and focused during difficult times?

Click to see why this works

Why this works

Provides strategies for maintaining motivation and resilience when facing challenges.

15

What would you do if you had to make this decision today?

Click to see why this works

Why this works

Gets their immediate perspective and helps you understand what they consider most urgent or important.

16

How do you handle feedback and criticism when you're already struggling?

Click to see why this works

Why this works

Provides strategies for processing feedback constructively when you're already feeling vulnerable.

17

What would you do if you were completely confident and had no fear?

Click to see why this works

Why this works

Helps you identify what you might do if you weren't held back by fear or self-doubt.

18

How do you know when you're making the right decision?

Click to see why this works

Why this works

Provides insight into their decision-making process and how they evaluate whether they're on the right track.

19

What would you do if you were advising your best friend?

Click to see why this works

Why this works

Gets their most honest and caring advice by asking them to think about someone they care deeply about.

20

What else should I be considering that I might not have thought of?

Click to see why this works

Why this works

Gives them a chance to share additional insights or perspectives you might not have considered.

Seeking and Receiving Advice

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

Choose Wisely

Select the Right Person

Choose someone who has relevant experience, wisdom, and your best interests at heart.

Consider Multiple Perspectives

Seek advice from different people to get a well-rounded view of your situation.

Be Open to Different Approaches

Stay open to advice that might challenge your assumptions or comfort zone.

Ask Effectively

Be Specific

Provide enough context for them to give you relevant and actionable advice.

Ask Open-Ended Questions

Ask questions that encourage detailed responses and deeper insights.

Listen Actively

Pay attention to their responses and ask follow-up questions to clarify or explore further.

Apply Wisely

Reflect on the Advice

Take time to consider the advice and how it applies to your specific situation.

Adapt to Your Situation

Modify the advice to fit your unique circumstances and needs.

Take Action

Use the advice to make positive changes in your life, even if it requires courage or effort.

Find Your Perfect Questions

Search our collection of thoughtful questions for any conversation or situation