Guides

Ask first. Then decide.

Field guides to dating on purpose — what to ask before a first date, and how to ask it. No scores, no tactics; just the questions that save the evening for the right people.

A field guide

25 questions to ask before a first date

Twenty-five questions to ask before a first date — about intent, money, conflict, and what you each actually want — so the evening is a decision, not a gamble.

The alignment check

20 compatibility questions for dating

Twenty compatibility questions for dating, organized by what actually predicts alignment: money, family, conflict, daily life, and intent. Ask them early.

Past the small talk

Deep questions to ask before a first date

Fifteen deep questions to ask before a first date — about fear, the past, change, and honesty — for when you'd rather know who someone is than what they do.

The step most people skip

The conversation before the first date

How to have the conversation before the first date: what to cover, how to start it without killing the spark, and why it makes the date better, not worse.

The philosophy

Intentional dating, explained

What intentional dating actually means: dating with a stated purpose, honest questions asked early, and decisions made on information instead of momentum.

Know your limits

The relationship deal breakers list

A relationship deal breakers list worth keeping: hard limits, values, behavior, and lifestyle — plus how to tell a real deal breaker from a preference in a bad mood.

The real signal

How to know if you're compatible

How to know if you're compatible with someone: the four signals that predict it, the false positives that don't, and the questions that surface the answer early.

The forward conversation

How to talk about the future while dating

How to talk about the future while dating without proposing or panicking: when to raise it, exact opening lines, and how to read the answer you get.

Or skip straight to the structured version.

The Dating MOU: 14 questions, answered apart, compared together — before the first date.

Start the questions