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Nice Guy Syndrome: 20 Symptoms & Self-Assessment (Free Quiz)

by ConfidenceConnect

You suspect you might be a Nice Guy. You've read about approval-seeking, covert contracts, people-pleasing, and something resonates. But you're not sure. This guide lists 20 symptoms of Nice Guy Syndrome and provides a self-assessment to help you identify your patterns. The goal isn't to label yourself, it's to understand what's going on so you can change it.

20 Symptoms of Nice Guy Syndrome

Approval-Seeking & People-Pleasing:

  1. You need everyone to like you
  2. You avoid conflict at all costs
  3. You change your behavior to please others
  4. You feel responsible for others' emotions
  5. You say yes when you mean no

Covert Contracts: 6. You do things for others expecting something in return (approval, sex, love) 7. You feel resentful when your "good deeds" aren't reciprocated 8. You hope others will "figure out" what you want without you asking 9. You keep score in relationships

Boundary Issues: 10. You can't say no without guilt 11. You over-give, time, energy, money, and feel depleted 12. You let others cross your boundaries 13. You prioritize others' needs over your own

Shame & Hiding: 14. You believe you're "not good enough" as you are 15. You hide parts of yourself (anger, desire, imperfection) 16. You're afraid of being seen, really seen 17. You avoid vulnerability

Relationship Patterns: 18. You're more comfortable with women than men (or avoid both) 19. You attract partners who take advantage 20. You feel unappreciated in relationships

Scoring: Count how many resonate. 0-5: few patterns. 6-12: moderate Nice Guy tendencies. 13-20: strong Nice Guy patterns. The number isn't a verdict, it's a starting point for change.

The Self-Assessment: Key Questions

Approval-Seeking: When someone disagrees with you, do you change your position to avoid conflict? When you want something, do you hint instead of asking directly?

Covert Contracts: Do you do favors expecting something in return? Do you feel resentful when others don't reciprocate?

Boundaries: When someone asks for your time/energy, do you say yes even when you want to say no? Do you feel guilty when you prioritize yourself?

Shame: Do you believe you need to be "perfect" to be loved? Do you hide your anger, desire, or imperfection?

Honest answers reveal patterns. Patterns can change.

What to Do Next

If you identified Nice Guy patterns, the next step is action, not more analysis. Start with one area: boundaries, needs, or safe people. Small steps compound. Explore ConfidenceConnect for structured Breaking Free exercises.


Identifying Nice Guy Syndrome isn't about self-judgment, it's about clarity. You're not broken. You learned these patterns. You can unlearn them. The first step is seeing them.