Deep Dive
Four levels of carefully-researched compatibility questions for the moments when you both want to really know — are we building toward the same thing?
Money, family, conflict, intimacy, life goals — the conversations that quietly decide whether a relationship grows or stalls. Often the ones that get skipped because they feel too big to start cold. Every question comes with follow-ups, interpretation guidance, and the green flags (and red flags) worth noticing. Built on attachment theory and relationship research, so you both leave with a clearer picture of where you align — and what's worth talking about more.
The conversations that quietly decide things
Six territories where research keeps showing relationships flourish — or quietly drift apart.
Values & Life Philosophy
What you're each building toward
"What does 'success' look like to you in ten years?"
Attachment & Connection
How you each handle closeness
"When you're stressed, do you need space or closeness?"
Money & Financial Values
Where the awkward bits actually live
"Should finances be fully shared, partly shared, or separate?"
Family & Children
The future shape of your life together
"What role would extended family play in our lives?"
Conflict & Communication
How you'll repair what inevitably breaks
"How do you handle disagreements — fight, flee, or freeze?"
Intimacy & Vulnerability
What lets you both fully relax in
"What makes you feel genuinely safe with someone?"
Dive Deep, or Deep Dive?
Same family. Different moment in the arc.
Dive Deep
- 200+ questions across six moods, playful to meaningful
- For first dates, pre-meet calls, and getting to know someone
- The question it answers: "do I actually want to keep seeing them?"
Deep Dive
- Four levels of curated questions, each with follow-ups + interpretation
- For couples thinking about a real life together
- The question it answers: "are we actually building toward the same thing?"