Old Friends Pack
The conversations you keep meaning to have. The questions that actually matter. These go well past "how's work going" — they're designed for people who already trust each other and want to go deeper.
Try 10 cards free — tap to advance
Most lists of deep questions are either too abstract to spark a real conversation or too intimate for the context you're in. You ask "what's your biggest regret?" at the wrong moment and the room goes quiet in the wrong way. Good deep questions have scaffolding — they start with something grounded and let people choose how far to go.
The Old Friends pack is built differently. It opens with questions that feel easy (nostalgic, funny, light), then moves to questions that require real honesty, and ends with the questions that only people who genuinely know each other can hold space for.
Start with memory and warmth. What's changed? What do you remember about how you first became friends? What's something you've always meant to do together? These questions don't require vulnerability — they invite it gently.
The middle tier is where you learn who your friend has become, not just who they were. How have they changed? What are they prouder of than they let on? What's something they wish the friendship made more room for? These questions work because they're specific enough to be answerable and open enough to go anywhere.
The deep end is for when you're ready: what's something they've never told you even though you know each other this well? What are they carrying that they haven't told many people? What do they hope is still true about your friendship ten years from now? These are the questions that close people say they never get around to asking — until they have a structure that makes it feel natural.
Unlock all 6 packs — $9.99 once. No subscription.