October Deep Conversations About Change
This post may contain affiliate links.
Learn more
This October, use our deep conversation calendar for those cozy evenings in. The theme is change, which is something all of us experience at this time of the year.
Discuss with your significant other on the couch or with friends in a group chat or at each other’s houses. The calendar explores the positives of change, from small changes to big life decisions you’ve made.
Connect on a whole new level with loved ones, and have hours of interesting conversation. You can also use the topics for dinner table discussion or evening walks.

- Why you believe change is necessary.
- A positive of the change from summer to fall.
- A daily routine you’ve kept the same for many years and why.
- Something that changes every day in your life.
- A teacher that changed your career path.
- A past version of yourself you miss but had to move on from.
- How your definition of ‘success in life’ has changed.
- A change you can’t see, but know it has happened.
- A loved one who changed the way you saw something.
- Someone who changed the path of your life.
- A friendship that changed for the better.
- The biggest change in your life and why it was important.
- One way you see the world has changed.
- A change that led to something bigger, even if it wasn’t easy.
- A change, big or small, that just felt right.
- How your capacity for love has changed.
- A change in where you live/lived that was for the better.
- A relationship with a loved one that had to change as you got older.
- How your town or city has changed.
- A strong opinion you had that changed.
- How your definition of ‘love’ has changed.
- A small, everyday change you rarely notice.
- A ‘goodbye’ that changed you for the better.
- A positive change you’re navigating, right now.
- A satisfying moment after going through a time of change.
- Your biggest change and why you’re proud of it.
- A part of you that’s still the same, even after so much change.
- A positive change that’s happened this year.
- Something you feel never has to change.
- A change you’re still preparing for.
- A small, positive change you’re going to make before next year.
