Extra questions let you collect information beyond the basics during online booking or on lead forms. Use them for things like customer address, event theme, guest count, or how they heard about you.
Adding Extra Questions
Built-in Question Types
Check Cherry includes common questions you can enable with one click:
- Customer Address
- Business Name
- Event Type
- Estimated Guest Count
- Lead Source (How did you hear about us?)
- Setup At (Date & Time)
- Dropoff At (Date & Time)
- Stair Setup
- PO Number
- Setup Location
- Pickup Location
- Contact Preferences
- Estimated Budget
You can also create custom questions with different field types — text fields, dropdowns, radio buttons, checkboxes, or file uploads.
Question Settings

Each question has settings that control when and where it appears:
When to ask: Choose "Collect during online booking and proposals" to show it to clients, or "Only for lead forms or internal use" to keep it for your own tracking.
Package filtering: Show different questions for different services. Ask about guest count for weddings but not for headshots. Ask about setup logistics for photo booths but not for photography.
Using Answers in Messages
Each question creates an automated message token you can use to personalize follow-ups. If you ask "What's your event theme?", you get a [whats_your_event_theme] token to use in emails and text messages.
This lets you send personalized messages like "We'll see you on [event_date] for your [event_theme] celebration!" or "Thanks for booking! I'll start preparing ideas for your [estimated_guest_count]-person event."