Get quick, opinionated answers to your everyday dilemmas, complete with a humorous roast. Track your decisions and their outcomes to see how your choices play out.
1.2.0
November 12, 2026
- Stats tab: see how often people actually follow the oracle, how their gut calls hold up, and what everyone's agonizing over this week. Founders also get their own stats. - Spicy mode: the oracle swears now, if you let it. Off by default; turn it on in You. - Send Feedback: tell us what's broken, what's great, or what you'd ask for. Find it in You → About. - Update alerts, so you never miss a new version. - Polish and fixes.
More$9.99
Founder
Every feature, forever.
Should I?? is an entertainment app that provides quick, opinionated yes or no answers to your everyday questions, accompanied by a humorous roast. It also allows you to track your decisions and their outcomes.
The free version of Should I?? allows you to ask up to 5 questions per day. This provides a good way to test out the app's features before considering the Founder option.
The Founder option for Should I?? is a one-time purchase of $9.99. It offers up to 100 questions a day, access to the 'gut check' feature, and lifetime access to all future features, removing daily limits.
No, Should I?? does not use a subscription model. The Founder option is a one-time purchase, providing lifetime access to its premium features without recurring charges.
You can ask Should I?? about a wide range of everyday decisions, from simple choices like "Tacos, pizza or sushi?" to more personal ones like "Should I text them back?" The app is designed for fun and reflection, not serious advice.
Based on the provided data, Should I?? is currently supported on iPhone devices. Information regarding Android availability is not specified.
Should I?? was last updated on October 30, 2026, to version 1.1.0. This indicates a recent update, suggesting ongoing development and support for the application.
Should I?? has an age rating of 12+. This suggests that the content and humor within the app are considered appropriate for users aged 12 and older.
