Faith
Prayer, doctrine, doubt, spiritual leadership, and how you'll walk with God together.
Amos 3:3
“Can two walk together, unless they are agreed?”
99 Questions is a guided conversation deck — and a companion app — built to help couples discover real alignment in faith, values, and vision before they commit.
Why 99 Questions
Most couples don't fail because they fight too much. They drift because they never asked the questions that matter. 99 Questions takes the conversations modern dating tends to skip — faith, family, future, and fun — and puts them in your hands, one card at a time.
Prayer, doctrine, doubt, spiritual leadership, and how you'll walk with God together.
The home you came from, the home you'll build, and what you carry — or leave behind.
Calling, money, kids, where you'll live, and the legacy you're building together.
Play, rest, friendship, the way you laugh together — the joy you fight for.
Who it's for
You're serious about each other. Find out if you're serious about the same things.
A counselor in your back pocket between sessions — and a place to keep going after the wedding.
Trade scrolling for date-night questions you've never thought to ask each other.
A reusable framework for pre-marital counseling, small groups, and discipleship.
Inside the Deck
Each card is hand-written to invite something deeper than a yes or no. A memory, a fear, a hope, a conviction. Pull one a night or work through a category in a weekend.
How it works
Pick a category — or shuffle the whole stack. Light a candle, pour something warm, put your phones face-down.
One reads, the other answers. No jumping ahead. No fixing. The only rule is honesty.
End each session with a prompt from the back of the box — and a one-line prayer over what you heard.
The Deck
99 questions, written to take you from surface-level small talk to soul-deep alignment. One conversation at a time.
The Companion App
The 99 Questions app sends one card a day, saves your answers privately, and lets you and your partner unlock each other's responses only when you've both shared.
Early voices
“We've been engaged eight months and we'd never talked about half of what's on these cards. One night with the deck was worth a month of date nights.”
“I use it with every couple I counsel now. It does the work of three sessions in an hour, because the questions don't let you hide.”
“Eleven years in and we're still finding cards we don't have an easy answer for. That's the point.”
FAQ
Join the waitlist
One email when pre-orders open. No noise, no spam — promise.
We'll only email you about 99 Questions launches.