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We started asking people unusual questions about themselves as a video series. Turns out, everyone secretly wants to go deeper. So we made it a game, with questions you’d never think to ask and a challenge after every round. It's more fun than any normal conversation.

"I didn't think it would be better than natural conversation, but this game really provided a special experience."

What if you could gift a good feeling?

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A woman laughing behind her hand in Times Square
The three levels of How Deep Will You Go cards on a table
Three friends sitting on the grass at night
Two friends laughing mid hug
A couple nose to nose, smiling
Two people talking by a lake at dusk
Three friends on a couch, smiling at the camera
A hand holding the How Deep Will You Go second edition box
Two friends talking on a picnic blanket with cards spread out
Two people on a bench at night, one with an arm around the other
Two friends on a beach at sunset
A woman laughing behind her hand in Times Square
A couple nose to nose, smiling
Two friends talking on a picnic blanket with cards spread out
Two friends laughing mid hug
Two people talking by a lake at dusk
A hand holding the How Deep Will You Go second edition box
Three friends on a couch, smiling at the camera
The three levels of How Deep Will You Go cards on a table
Two people on a bench at night, one with an arm around the other
Three friends sitting on the grass at night
Two friends on a beach at sunset

What happens when people go deeper?

They forget we're even filming.

Over 2.5 million views
“I loved this so much.”
Over 2.8 million views
“This game is amazing.”
Over 3 million views
“That was an awesome experience.”
Over 2.6 million views
“I need to play this more often.”
A hand-painted How Deep Will You Go sign from the early days
2022

It started with two cheap chairs, a Google Doc, and a sign.

We didn't set out to make a card game. We set up two chairs on the sidewalk, kept our questions in a Google Doc, and held up a sign asking strangers one thing: how deep will you go?

People kept sitting down and telling us things they'd never said out loud. One of those videos hit 22 million views, and the comments all asked the same thing: where can I get these questions? So three brothers and two best friends turned them into a game, and it all started with a sign.

200,000 people are growing closer with HOW DEEP WILL YOU GO?

Austin, Cody, Brandon, Ledarius & Kye Founders of How Deep Will You Go
Read our story