RoundBoss Assistant

The RoundBoss Assistant is a built-in chat helper for league managers. Ask it a question in plain English and it answers from the RoundBoss documentation.

Where It Appears

• Manager portal, desktop — a floating chat button in the bottom-right corner of every manager page.
• Manager portal, mobile — open the league’s Settings tab and tap Ask the RoundBoss Assistant. (The floating button is hidden on small screens so it does not cover scoring controls.)
• Player portal — the Assistant is not shown to players; managers are the intended audience.

The chat window suggests a few questions relevant to the page you are on, keeps a history of past conversations, and has a Request a feature form.

What It Can Answer

The Assistant is grounded in RoundBoss’s own knowledge base, covering:

• League management — setup wizard, players, matchups, weeks, templates
• Scoring formats and rules, handicaps, and standings
• Play the Card, makeup rounds, and missed-week settings
• Outings and side games
• Group chat and the player portal
• Billing and account questions
• Simulator operations — the Bridge, kiosk, and GSPro
• Troubleshooting common problems

It does not read your league’s data, so it cannot tell you a specific player’s score or change a setting for you — it explains where to do that.