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Over 100 plain-language guides, written for working entertainers. Search, or browse by topic below. Still stuck? Reply to any Booked Solid email and a human answers.
Installing & updating
- Install Booked Solid on Windows (getting past the "Windows protected your PC" warning)
- Install Booked Solid on a Mac (Gatekeeper) and put it in Applications
- The app is stuck on an old version or won't update
- How updates work: the update badge and Restart & install
- Mac says the app cannot update: the "move the app" message explained
Getting started
- Activate your license code and set up your account
- The autonomy dial: Show me, Check with me, or Run it
- First run: pick your BookingHQ workspace and get a first win
- Get Otto ready: the one-tap assistant setup screen
- Bring your work over from another computer or your Claude chats
- Coming from the terminal version: your old commands in the new app
Troubleshooting
- Sign in and fix a failed sign-in
- "Your license is paused" or license revoked - how to get back in
- Generate a support bundle and turn on support logging
- Grant microphone and screen permissions on Mac
- A Studio creation failed or did not produce a result
- "That license code was not found or is already in use": the three causes
- The app signed me out by itself: the honest reasons why
- Sign-in stuck or "on hold": when this computer cannot save your account
- "Your saved keys couldn't be unlocked on this machine": fixing keys after a computer change
- The app went blank or froze: how to recover without losing work
- Why Otto says browser control is not available
- "The app closed before the result was verified": why some jobs do not retry themselves
Plans & billing
Connectors
- Connect your accounts (Gmail, Calendar, Stripe, and the rest)
- Choose your AI (Claude, ChatGPT, or Gemini) and add an API key
- Add email accounts and calendars (so gig dates never clash)
- Optional add-ons: integrations, Microsoft 365 sign-in, and Discover
- Run a private local AI with Ollama (free and offline)
- Connected, Key saved, or Linked: what each Connections badge really means
- Gmail shows Linked but drafts stopped working: how to relink
- Set up Stripe deposit links safely with a restricted key
- An add-on refuses to turn on: the three blockers (key, sign-in, Node.js)
- Microsoft 365 by device code: what Otto can and cannot do in Outlook
- Add any inbox by IMAP: app passwords and every "Check it" error explained
- Purpose tags on mail and calendars: bookings vs personal, and the clash check
- Most thorough, Balanced, or Fastest: what the thoroughness setting changes
- Let Otto browse the web with Chrome or Safari
- Computer control: let Otto work your desktop, and its limits
- Connect Outlook and desktop mail (Microsoft 365)
Otto features
Using the app
- Use voice dictation: hold to talk anywhere in the app
- Set up watch folders and automatic backups
- The Studio: generate photos and video with your own Higgsfield account
- The top bar explained: updates, your phone, help, and the Advanced menu
- The left sidebar: quick workflows, automations, opening files, and recent conversations
- Task tabs: run several jobs side by side (Chat, Power view, Activity)
- The Help buddy: ask anything in plain words
- Notifications: what Booked Solid pings you about while it works
- Web browsing and Browser control: what Otto can and cannot do
- Watch folders: which dropped files come in and which are skipped
- What runs in the background while you are not looking
- Why the Studio needs a photo before it makes a video
- First-time voice dictation: setup and the common errors
- Drag and drop files into a task
Licensing & account
Privacy & data
Chat & tasks
Today, leads & inbox
Activity & approvals
Plays & Autopilot
- Plays: every one-tap booking job explained
- Get set up recipes: one-tap 'Do it for me' setups
- Turn on Autopilot (Otto only)
- Fully Autonomous Booking: what it does and what always stays a draft
- Cold outreach in Booked Solid: what's built in (and what isn't)
- Scheduled tasks when the laptop was asleep or the app was closed
- Event-driven plays: how Otto decides something is due
- Why a play says it needs to learn something first
- "Blocked:" messages during a run: what the safety guard stopped and why
Dashboard & Brain
Settings & preferences
- House rules: floor rate, never-contact list, and follow-up caps
- Your Booking HQ folder: change it, find it, restore a backup, tune it up
- Places I listen: the social places Otto reads
- Make it yours: themes, your own colors, and language
- Set your aim: tell Otto what you're going for
- Sync your Mac's Contacts, Reminders, and Calendar
- The rest of the General tab: dynamic workflows, replay the opening, sign out, and more
- Settings > Permissions: how far each connected tool can reach
- Skills (Advanced): extra abilities Otto manages himself
- What automatic backups save, where they go, and why API keys are not inside
- Restoring a backup: the safety net and the "before restore" folder
- Set a floor rate that actually blocks low quotes
- How the do-not-contact list matches names (it blocks more than exact matches)