Welcome to SideQuest
Take our personality quiz, get paired with a compatible match, and try fun side quests together. The duo that completes the most quests we assign wins $100.
How SideQuest Works
Four simple steps from questionnaire to winning the grand prize.
Fill Out the Questionnaire
Answer 40 quick personality questions and share your preferences. It only takes a few minutes and helps us understand who you really are.
Get Your Perfect Match
Our algorithm analyzes your personality type and preferences to pair you with your most compatible person. It's science meets serendipity.
Receive Your SideQuests
You and your match will each receive an email with a set of fun sidequests — activities and challenges designed to help you connect and have a great time together.
Complete & Win!
The pair that completes the most sidequests together wins the grand prize. Compete, have fun, and build a real connection along the way!
Win $100 Cash
The pair that completes the most sidequests together takes home $100 in cash. It's not just about matching — it's about showing up, having fun, and building a real connection.
Start by filling out the questionnaire. The rest is an adventure.
Why SideQuest?
Designed to be fast, fun, and meaningful.
Quick & Thoughtful
40 carefully designed personality questions that take just a few minutes to complete.
Smart Matching
Our compatibility algorithm pairs you with someone truly compatible — not just random.
Privacy First
Your data is stored securely. Sensitive fields are always optional with "Prefer not to say."
Ready for Your SideQuest?
Join others who have already taken the questionnaire. It's free, fast, and could win you $100!