Ask the Greatest
Roundtable for Hard Decisions
About
Engage in simulated debates with historical figures and business thinkers on your toughest questions. Receive structured reasoning and actionable insights from these virtual roundtables. Supports bilingual conversations in English and Chinese.
What's New in Ask the Greatest
1.1.0
June 13, 2026
A top-to-bottom redesign for a calmer, more focused experience: - An all-new typographic interface — clean, quiet, and easy to read - Faster launch: your home screen appears instantly - Redesigned conversations, roundtables, sessions, and archive - More tactile throughout, with refined motion and haptics - Stability improvements and various fixes
MoreSubscription plans
Pro Monthly
All figures, unlimited roundtables. Monthly.
Developer apps
FAQ
What is Ask the Greatest?
Ask the Greatest allows you to pose questions to a simulated roundtable of historical figures and business thinkers. The app generates structured reasoning based on their known writings and decisions, providing insights for your own decision-making.
How does Ask the Greatest work?
You select 2-5 thinkers, ask a question, and the app presents a debate among them. The output includes structured reasoning that you can examine and act upon.
What are the subscription options for Ask the Greatest?
Ask the Greatest offers a free tier with starter figures. For unlimited sessions and access to all figures, you can upgrade to Pro Monthly for $6.99 or Pro Yearly for $69.99, saving 15% annually.
How do I manage my Ask the Greatest subscription?
Subscriptions automatically renew unless canceled at least 24 hours before the current period ends. You can manage and cancel your subscriptions directly within your App Store account settings.
What devices is Ask the Greatest available on?
Ask the Greatest is available on iPhone and iPad devices.
What is the age rating for Ask the Greatest?
Ask the Greatest has an age rating of 4+.
How often is Ask the Greatest updated?
The latest version is 1.1.0, and the app was last updated on June 13, 2026. This indicates a recent update, suggesting active development.
Does Ask the Greatest support multiple languages?
Yes, Ask the Greatest offers bilingual support, allowing conversations in both English and Chinese.