Complete Complete Wedding Planning Planning Collection

155 planning questions and 8 expert readings across 3 guides.

Planning Questions

• Write about the moment you knew your marriage was ending. What specific event, conversation, or realization made it clear? How do you feel about that moment now compared to when it happened?
• Document 3-5 times during your marriage when you felt most like yourself. What were you doing? Who were you with? What made those moments feel authentic to you?
• Reflect on the last 6 months of your marriage. What patterns do you notice in how you and your ex-spouse communicated (or didn't)? Which of these patterns do you recognize from previous relationships?
• List 5 things you compromised on in your marriage that you wouldn't compromise on again. For each, write why it mattered more than you realized at the time.
• Write about a time in the past year when you felt genuinely happy or content, completely separate from dating or relationships. What were you doing? What does this tell you about what you need in your life?
• Document what you miss most about being married (not your ex-spouse specifically, but the state of being married). What does this reveal about what you're actually looking for?
• Reflect on how you've changed since your wedding day. What values have shifted? What do you care about now that you didn't then? What matters less?
• Write about 3 moments in your marriage when you ignored your gut instinct. What were the red flags? What stopped you from listening to yourself? How can you recognize that feeling now?
• Think about the version of yourself your ex-spouse knew. What parts of that person do you want to keep? What parts were you performing or suppressing? Who are you when you're not trying to save a failing marriage?
• Document your relationship with being alone right now. When do you feel lonely versus when do you feel peacefully alone? What's the difference? What does this tell you about your readiness?
• Write about 3 specific moments in the past 6 months when you felt genuinely happy with your partner. What were you doing? What made those moments feel different from your everyday interactions?
• Reflect on the last time you had a conflict that left you feeling disconnected for more than a day. What was the pattern - what triggered it, how did it escalate, how did it resolve (or not)?
• Think back to the first year of your relationship. Write down 5 things you used to do together that made you feel close. Which of these still happen? When did they stop?
• Document 3 times in the past month when you wanted to share something with your partner but didn't. What stopped you? What does this pattern tell you?
• Reflect on how you and your partner handle stress. When one of you is overwhelmed, what typically happens to the other person? Write about a recent example.
• Think about your parents' marriages or the relationships you witnessed growing up. What patterns from those relationships do you see showing up in your own marriage?
• Write about a time when you felt truly understood by your partner. What did they do or say? When was the last time you felt this way?
• Reflect on the division of household responsibilities and mental load. Which tasks cause the most friction? What does this conflict really represent?
• Document your physical intimacy patterns over the past 3 months. When do you feel most connected physically? What gets in the way? What does this pattern reveal?
• Think about the last 5 decisions you made together (big or small). How did those conversations go? What pattern emerges about how you make choices as a couple?
• Write about 3 specific moments in the past 6 months when you felt closest to your partner. What were you doing? What made those moments feel different from regular interactions?
• Think about the last time you had a conflict in this relationship. How did the distance affect how you handled it? What would have been different if you were in the same place?
• Document your typical emotional pattern during a week apart. When do you miss them most? When do you feel most independent? What triggers anxiety or doubt?
• Reflect on your past relationships. What emotional needs were met through physical presence? Which of those needs feel unmet now, and which have you found other ways to satisfy?
• Write about a time in the past month when you felt jealous, insecure, or worried about the relationship. What specific trigger caused it? How did you handle it?
• Think about your communication over the past two weeks. What percentage was logistical planning versus deep emotional connection? What does this ratio tell you?
• Describe 3 moments when you felt frustrated with the distance. Not general frustration—specific incidents. What unmet need was underneath each one?
• Reflect on how you spend your alone time now versus before the distance. What have you gained in terms of personal growth, hobbies, or friendships?
• Write about the last visit or time together. What felt natural and easy? What felt awkward or forced? What does this tell you about your relationship foundation?
• Think about Sunday nights (or the night before you both start your week). What emotion comes up? When did this pattern start? What need is driving it?

Expert Readings

• The Relationship Pace Framework: Moving Forward Without Repeating Past Mistakes

  After divorce, you know relationships can fail. This creates two opposite errors: moving too fast (to prove you are over it) or moving too slow (to protect yourself from pain). Here is the framework for pacing that builds lasting relationships.

• Dating as a Parent: The Co-Parenting Dance and When to Introduce Your Kids

  Dating after divorce is complex. Dating after divorce WITH kids is a whole different challenge. You are balancing your needs, your children's stability, your ex's reactions, and a new person's expectations—all at once. Here is the framework experts use.

• Breaking the Pattern: How Attachment Styles and Relationship Templates Sabotage Your Dating

  Here is an uncomfortable truth: Without understanding why your marriage failed at a pattern level, you will likely repeat it. Not with the same person—but with someone who triggers the same dynamics. Here is the framework therapists use to break the cycle.

• The Non-Negotiables Matrix: Defining What You Actually Need This Time

  Your divorce taught you something about what does not work. But most people convert that into a list of what they do not want—which is not the same as knowing what you need. Here is the framework for building a partner selection criteria that actually works.

• The Modern Dating Playbook: Apps, Norms, and First Dates in Your 30s, 40s, and Beyond

  If you last dated before smartphones, the landscape has fundamentally changed. Here is what you need to know about dating apps, modern etiquette, and first dates when you are re-entering the market after years of marriage.

• The Disclosure Timeline: When and How to Tell Someone You Are Divorced

  Most dating advice says "be upfront about your divorce." But when exactly? First message? First date? Third date? Here is the framework relationship experts use to time this conversation—and the exact scripts that work.

Available Guides

• Dating After Divorce

  Rebuild confidence and navigate the dating world after divorce

• Improving Marriage

  Strengthen communication, intimacy, and partnership in your marriage

• Long Distance Relationship

  Maintain connection and trust across distance