Your People Picker

Exercises & Practices

Self-assessment, growth practices, scenarios, and journaling prompts

Your People Picker

Exercises & Practices


Is This Me?

These questions aren't a test. Just notice your internal response — especially the ones that make you want to explain yourself.

  • Do you tend to fall hard and fast for people who make you feel special — and then discover, weeks or months later, that something is very wrong underneath the charm?

  • When you look at your last three significant relationships — romantic, friendship, or work — do the same kinds of people keep showing up? Is there a "type" you keep choosing?

  • Are you passive about who ends up in your life? Do you just accept whoever happens to be nearby — the coworker in the next cubicle, the neighbor down the street, whoever asks you out — without ever asking whether they're the kind of person who will help you grow?

  • Do you stay in relationships long past the point when you can see they're harmful — because leaving feels worse than staying, or because loyalty tells you to hang on?

  • When you're lonely or empty, do you lower your standards — reaching out to people you know aren't good for you because having someone feels better than having no one?

  • Have you ever been told, "You're too trusting," "You give too much," or "Why do you keep ending up with people like this"?

  • Do you treat all your relationships the same — giving the same time and energy to casual acquaintances as you give to your inner circle, so your most important connections get shortchanged?

  • Do you wait for good relationships to find you instead of going out and looking for them? Have you been hoping the right mentor, friend, or partner would just appear?

  • When a healthy, stable person shows interest in you, does it feel boring or unfamiliar — while someone chaotic or unavailable feels exciting?


Questions Worth Sitting With

These don't have quick answers. Sit with them. Let them work on you over days.

  • Dr. Cloud says hunger makes even bad options look good. What is the hunger driving your people picker? Is it a need for love? Approval? Feeling special? Safety? And where did that hunger start — what did you not get that left you starving?

  • Which of the four relational magnets is most miscalibrated in you — your ability to receive emotional connection, your boundary quality, your comfort with imperfection, or your sense of equality with others? What kind of person does that broken magnet keep pulling you toward?

  • If you mapped your relational life like concentric circles — innermost circle, next ring, outer ring, broad network — who's in each circle? Are the people in your innermost circle actually helping you become who you want to be, or are they just whoever ended up there?

  • Research shows that angry, critical parenting literally changes a child's brain. If you grew up with that, the critical voice inside you is not your voice — it was installed. What would it mean to stop trusting that voice when it tells you what you deserve in relationships?

  • Dr. Cloud says you can be a raft — floating wherever the current takes you — or a boat with a steering wheel and a destination. Which one describes your relational life right now? If you decided to steer, where would you point the boat, and who would you want on it?

  • A 68-year-old woman stood up in a therapy group and said, "From this day forward, my mother will not control my life." What controlling force in your life — a person, a pattern, a voice — would you stand up to if you felt strong enough? What is it costing you not to?

  • If you wrote your own list of the kinds of people you will and will not allow in your closest circles — defining what you will and won't tolerate — what would be on it?

  • When you meet someone new, what qualities catch your attention? Are those the right criteria — or are they the criteria your hunger chose for you?


Growth Practices

Pick one. Try it this week. Notice what happens.

Week 1: Notice. This week, pay attention to every relational choice you make — who you text back first, who you make time for, who you cancel on, who gets your energy at the end of the day. Don't change anything. Just observe. At the end of the week, write down what you noticed. Is your time going to the people who matter most, or to whoever demands the most?

Week 2: Define. Write a one-page description of what "good people" look like for the areas of your life where you most want to grow. Be specific. Not "someone supportive" — what does support actually look like? Not "someone successful" — successful at what? Keep this somewhere you'll see it. When you meet someone new, check them against your list — not to be judgmental, but to be intentional.

Week 3: Try one conversation. Identify one person who fits your "good people" description that you haven't invested in enough. Reach out. Have coffee. Ask them a real question about how they got where they are. This isn't networking — it's positioning yourself. The caddy became a company president because he put himself where successful people were and then served them well.

Week 4: Stretch. Have an honest conversation with yourself about one relationship that consistently drains you, holds you back, or brings out the worst in you. You don't have to end it. But ask: does this person belong in my inner circle, or should they be in an outer ring? Make one adjustment to the dosage — the amount of time and energy you give them. Notice what happens in you when you pull back.

Week 5: Go where they are. Sign up for one structured environment where the kinds of people you want in your life are likely to be — a class, a group, a professional development program, a coaching relationship. Don't just think about it. Register. Show up. Be the boat, not the raft.


Scenario Cards

Scenario 1: The Rescue Pattern Elena keeps finding herself in relationships with men who need help. Her last three boyfriends were all struggling — one with addiction, one with unemployment, one with depression. She genuinely loves helping people, but she's exhausted and lonely. Her friends tell her she's attracted to "projects." Nice, stable guys feel boring to her.

What magnet pattern do you see? Why might stable people feel boring to someone with this pattern? What growth work might she need to do — and have you ever been drawn to someone because they needed you rather than because the relationship was mutual?

Scenario 2: The Comfortable Drift Marcus has the same friend group he's had since college. They're fun, loyal, and he genuinely loves them. But they're all stuck — same complaints about work, same money problems, same relationship issues year after year. Marcus wants to grow in his career and finances, but whenever he brings up goals or ambitions, they tease him for "trying to be better than everyone." He feels guilty for wanting more but also frustrated that he's not moving forward.

Is it disloyal to recognize that good friends might not be growth friends? What could Marcus do that doesn't require abandoning his friends but still moves him forward? Where have you felt this tension?

Scenario 3: The Waiting Game David has been waiting for a mentor for three years. He knows he needs someone to help him grow in leadership, but no one has emerged. He's in a small group, but it's mostly people at his same stage. He believes the right person will appear when the timing is right.

What's David's approach to finding a mentor — raft or boat? What would "go where good people are" look like for him? What's one proactive step he could take this week instead of waiting?


Journaling & Reflection

Looking Back

  • Write the story of your relational life — not every relationship, but the significant ones. Start with childhood. Who shaped you? Move through school years, young adulthood, now. Look for themes, patterns, turning points. What kind of people keep showing up? What does the pattern teach you about your magnets?

  • Think about a relationship you're grateful you said yes to and one you wish you'd said no to. What drew you in each time? Any similarities between the two attractions?

Looking Inward

  • Make two lists: what you're typically drawn to in relationships, and what you actually need. Compare them. Where do they overlap? Where do they diverge? What does the gap tell you about work you might need to do?

  • Of the four magnet areas — emotional connection, boundaries, imperfection, equality — which one resonates most? What evidence do you see in your relational patterns? Where did that magnet get set?

Looking Forward

  • Describe your ideal inner circle five years from now. Not specific names — but qualities, characteristics, what those relationships would feel like. What would you receive? What would you give? What would be different about your life if you had that circle?

  • If you were being completely honest, what's one relationship pattern you'd like to change? What would need to shift for that to happen — and what's the first step?

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