30 Customer Questions
Your AI Should Answer
Automatically
The Complete Training Checklist for Appointment-Based Businesses
Stop repeating yourself. Train your AI assistant to handle these questions in under 20
minutes.
By HelloChippy • 2026 Edition
📋 HOW TO USE THIS CHECKLIST
This checklist contains:
- 30 most common customer questions
- Pre-written AI responses (customize for your business)
- Industry-specific variations
- "Escalate to human" decision tree
How to use it:
- Read through all 30 questions
- Check off (☐) the ones YOUR customers ask
- Customize the provided responses for your business
- Input them into your AI assistant
- Test thoroughly before going live
⏱️ Time required: 20-30 minutes
SECTION 1: UNIVERSAL QUESTIONS
(Every business gets these)
1
How much do you charge / What are your prices?
My customers ask this
Why it's asked: Customers want to know if you fit their budget
before booking
AI should provide:
- Clear pricing or price ranges
- What's included
- Any variables that affect price
- Option to book or ask follow-up questions
"Great question! Here's our pricing:
• [Service 1]: $X - $Y
• [Service 2]: $X - $Y
• [Service 3]: $X - $Y
This includes [what's included]. Final price depends on [any variables].
Would you like to book one of these, or do you have questions about what's included?"
✏️ Customize for YOUR business:
- Insert your actual services and prices
- Add what's included
- Mention any packages or discounts
2
Do you have availability this week / Can I book an appointment?
My customers ask this
Why it's asked: Customer wants to book NOW
AI should provide:
- Check live calendar
- Offer 3-4 specific time slots
- Book directly when they choose
"Yes! I have several times available this week:
• Tuesday at 2:00 PM
• Wednesday at 11:00 AM
• Thursday at 4:00 PM
• Friday at 10:00 AM
Which works best for you?"
✏️ Customize for YOUR business:
- Ensure AI is connected to your live calendar
- Set your actual availability hours
- Configure buffer times if needed
3
Where are you located / What's your address?
My customers ask this
Why it's asked: Want to know if you're convenient to them
AI should provide:
- Full address
- Parking information
- Public transit access (if relevant)
- Google Maps link
"We're located at:
[Your Address]
[City, Province, Postal Code]
Parking: [parking details]
Transit: [nearest station/bus]
[Google Maps link]
We're about [X minutes] from [local landmark]. Easy to find!"
✏️ Customize for YOUR business:
- Insert your actual address
- Add specific parking instructions
- Mention nearby landmarks
4
What are your hours / When are you open?
My customers ask this
Why it's asked: Want to know when they can reach you or visit
AI should provide:
- Regular hours
- Any special hours (holidays, etc.)
- Note that AI can book 24/7
"Our regular hours are:
Monday-Friday: 9:00 AM - 6:00 PM
Saturday: 10:00 AM - 4:00 PM
Sunday: Closed
Good news: You can book appointments with me anytime, 24/7—even when we're closed! Want to schedule
something now?"
✏️ Customize for YOUR business:
- Insert your actual hours
- Note any seasonal variations
- Mention holidays you're closed
5
How do I book / What's the booking process?
My customers ask this
Why it's asked: Unclear on next steps
AI should provide:
- Offer to book right now
- Explain how easy it is
- Show available times
"Booking is easy—I can help you right now!
Just let me know:
1. Which service you're interested in
2. Your preferred day/time
I'll check availability and book you in under a minute. What day works for you?"
✏️ Customize for YOUR business:
- Match your tone (formal vs. casual)
- Mention any prep needed
- Note deposit policy if applicable
6
What's your cancellation/rescheduling policy?
My customers ask this
Why it's asked: Want flexibility in case plans change
AI should provide:
- Clear policy statement
- Any fees or timeframes
- How to cancel/reschedule
- Emphasize you're flexible (if true)
"Our policy is:
• Cancel/reschedule up to 24 hours before: No charge
• Less than 24 hours notice: $[X] fee
• No-shows: Full charge
We understand life happens! Just let us know as soon as possible and we'll work with you.
To cancel or reschedule, just message me here or call [phone]."
✏️ Customize for YOUR business:
- Insert your actual policy
- Add any grace period details
- Mention how to modify booking
7
Do you take [insurance / credit cards / specific payment]?
My customers ask this
Why it's asked: Want to confirm payment method works
AI should provide:
- List of accepted payment methods
- Insurance details (if applicable)
- Any payment policies
"Yes! We accept:
Insurance: Most major plans including [list top 3-5]
Payment: Visa, Mastercard, Amex, debit, cash
We'll verify your insurance coverage before your appointment. Bring your insurance card and we'll handle
the rest!"
"We accept:
• All major credit cards (Visa, MC, Amex)
• Debit
• E-transfer
• Cash
Payment is due at time of service. We'll send an invoice after your appointment."
✏️ Customize for YOUR business:
- List YOUR accepted methods
- Add any deposit requirements
- Explain insurance process (if applicable)
8
What should I bring / How should I prepare?
My customers ask this
Why it's asked: Don't want to forget something important
AI should provide:
- Specific checklist
- Any prep instructions
- What NOT to bring (if relevant)
"Please bring:
✓ Insurance card
✓ Photo ID
✓ List of current medications
✓ Completed intake forms (we'll email these)
No special prep needed. Just arrive 10 minutes early for check-in!"
"To make our call productive, please have ready:
✓ Brief description of your goals
✓ Any questions you want to cover
✓ Your calendar (in case we schedule follow-up)
I'll send a Zoom link 24 hours before our call. See you then!"
✏️ Customize for YOUR business:
- List what THEY need to bring
- Add any prep instructions
- Mention what YOU'LL provide
9
How long does [service] take?
My customers ask this
Why it's asked: Planning their schedule
AI should provide:
- Duration
- What's included in that time
- Any variation factors
"[Service Name] typically takes [X] minutes.
This includes:
• [Component 1]: X minutes
• [Component 2]: X minutes
• [Component 3]: X minutes
First-time clients sometimes need an extra 10-15 minutes for intake. Plan for about [X] minutes total to
be safe."
✏️ Customize for YOUR business:
- List YOUR service durations
- Explain what's included
- Note first-timer differences
10
Do you offer [specific service/option]?
My customers ask this
Why it's asked: Checking if you meet their needs
AI should provide:
- Yes/no answer
- Details if yes
- Alternative if no
- Offer to book
"Yes! We offer [service]. It's [brief description].
Pricing: $[X] for [duration/scope]
Includes: [what's included]
Would you like to book this? I have [day] at [time] available."
"We don't currently offer [service], but we do offer [related alternative] which might work for
you.
Alternatively, I can recommend [competitor/partner] who specializes in this.
Would you like to know more about our [alternative service]?"
✏️ Customize for YOUR business:
- List services you DO offer
- Prepare alternatives for common "no" requests
- Have referral partners ready
SECTION 2: INDUSTRY-SPECIFIC QUESTIONS
11
Are you accepting new patients?
My customers ask this
"Yes, we're accepting new patients!
For new patients, we start with a comprehensive exam and consultation. This takes about [X] minutes and
costs $[X].
I have openings:
• [Day] at [Time]
• [Day] at [Time]
Which works for you?"
12
Do you take my insurance?
My customers ask this
"We accept most major insurance plans including:
• [Plan 1]
• [Plan 2]
• [Plan 3]
• [Plan 4]
Which plan do you have? I can verify coverage before your appointment.
If you're unsure, bring your insurance card and we'll check it at your visit."
13
Do you do emergency appointments?
My customers ask this
"Yes, we handle dental emergencies same-day whenever possible.
Can you describe what's happening?
[If during hours]: Let me check if we can fit you in today.
[If after hours]: We have emergency coverage. Call [emergency line] for immediate assistance, or I can
book you for first thing tomorrow at [time]."
14
What if I'm nervous/have anxiety about dental work?
My customers ask this
"We completely understand! Many of our patients feel anxious.
We offer:
• Sedation options
• Extra time and breaks
• Detailed explanations before we start
• Headphones and calming music
Dr. [Name] is very gentle and experienced with anxious patients. Would you like to schedule a
consultation first to meet the team and discuss your concerns?"
15
Can I request a specific stylist?
My customers ask this
"Absolutely! We have [#] stylists:
• [Stylist 1]: Specializes in [specialty]
• [Stylist 2]: Specializes in [specialty]
• [Stylist 3]: Specializes in [specialty]
Who would you prefer, or would you like me to recommend someone based on what you're looking for?"
16
How much is [specific hair service]?
My customers ask this
"[Service] pricing depends on hair length and condition:
• Short hair: $[X]
• Medium hair: $[X]
• Long hair: $[X]
This includes [what's included]. Final price will be confirmed during your consultation.
Ready to book?"
17
Do you sell the products you use?
My customers ask this
"Yes! We carry [Brand 1], [Brand 2], and [Brand 3].
We can recommend specific products for your hair type during your appointment. Most products range from
$[X]-$[X].
Want to ask about a specific product?"
18
Can I try a class before joining?
My customers ask this
"Yes! We offer:
• Free first class (new clients only)
• $[X] drop-in rate
• $[X] for 3-class intro pack
Our next beginner-friendly classes are:
• [Day] at [Time]: [Class Name]
• [Day] at [Time]: [Class Name]
Which would you like to try?"
19
What are your membership options?
My customers ask this
"We have three membership tiers:
Basic ($[X]/month):
• [# classes] per month
• [Benefits]
Premium ($[X]/month):
• Unlimited classes
• [Additional benefits]
VIP ($[X]/month):
• Everything in Premium, plus:
• [Exclusive benefits]
Which interests you? I can schedule a tour and trial class."
20
Do I need to bring my own equipment?
My customers ask this
"We provide:
✓ Mats
✓ Weights
✓ [Other equipment]
You just need:
✓ Water bottle
✓ Towel
✓ Workout clothes
First class? Come 10 minutes early and we'll get you set up!"
(Consulting, Legal, Accounting)
21
How does your process work?
My customers ask this
"Great question! Here's our typical process:
Step 1: Discovery Call (30 min, free)
We discuss your needs and see if we're a good fit.
Step 2: Proposal & Agreement
I send you a detailed proposal with scope, timeline, and pricing.
Step 3: Kickoff & Work
We start the project with clear milestones.
Step 4: Delivery & Follow-up
You get deliverables + support period.
Want to schedule a discovery call?"
22
What's your hourly rate / project cost?
My customers ask this
"My pricing depends on project scope:
Hourly: $[X]/hour
Typical projects: $[X]-$[X]
Most clients prefer project-based pricing so there are no surprises.
Tell me about your project and I can give you a more specific estimate. Want to schedule a quick call?"
23
How long will this take?
My customers ask this
"Timeline depends on scope, but typically:
• [Small project]: [X] weeks
• [Medium project]: [X] weeks
• [Large project]: [X] weeks
This assumes [assumptions about client availability, feedback time, etc.].
I can give you a specific timeline after our discovery call. Available for a call this week?"
24
Can I see this property?
My customers ask this
"Yes! [Property Address] is available for showings.
I have these times available this week:
• [Day] at [Time]
• [Day] at [Time]
• [Day] at [Time]
Which works for you? Showings take about 30 minutes."
25
Has there been an offer on this property?
My customers ask this
"[Property Address] is currently [status]:
[If no offers]: No offers yet. It just hit the market [X days] ago.
[If offers]: There is interest/offers. Properties are moving fast right now.
Want to see it ASAP? I have [today/tomorrow] at [time] available."
26
What's the market like right now?
My customers ask this
"Great question! In [neighborhood/city], we're seeing:
• Average days on market: [X]
• List-to-sale price ratio: [X]%
• Inventory: [High/moderate/low]
[If buyer]: This means [buyer advice].
[If seller]: This means [seller advice].
Want to discuss your specific situation? I can walk you through current comparables."
SECTION 3: WHEN TO ESCALATE TO HUMAN
AI should handle: Questions with clear, factual answers
AI should escalate: Complex situations requiring judgment
🚨 Escalate to Human When:
- Medical/health advice questions
- Legal advice questions
- Pricing for extremely custom/complex situations
- Complaints or service issues
- Customer is frustrated or upset
- Requests outside your standard services
- Technical problems with booking
- Questions about sensitive topics
- "I want to speak to a person"
"That's a great question that deserves a detailed answer from [Your Name]. Let me connect you:
Email: [your email]
Phone: [your phone]
Or I can have [Your Name] call you. What's your preferred contact info and best time to reach you?"
SECTION 4: IMPLEMENTATION CHECKLIST
Use this to set up your AI:
📋 Preparation
- Review all 30 questions
- Check off ones YOUR customers ask
- Gather your specific answers (pricing, policies, etc.)
- Write out any industry-specific Q&A
🤖 Training
- Input answers into AI platform
- Customize tone to match your brand
- Set escalation rules
- Add your business details (location, hours, etc.)
🧪 Testing
- Test all 30 questions
- Verify answers are accurate
- Check booking flow works
- Test escalation triggers
- Have colleague test as "customer"
🚀 Launch
- Start with soft launch (one page)
- Monitor all conversations
- Fix any issues
- Full launch across site
🔄 Ongoing
- Review weekly
- Update as business changes
- Add new common questions
- Improve responses based on feedback
🎉 You're Ready!
You now have:
- 30 common questions identified
- Pre-written responses to customize
- Implementation checklist
- Escalation decision tree
Next steps:
- Customize the responses for YOUR business
- Input them into your AI assistant
- Test thoroughly
- Go live
- Monitor and improve
Need an AI assistant to implement this with?
Try HelloChippy free for 14 days:
- ✓ Setup in 5 minutes
- ✓ Paste this checklist right in
- ✓ Start automating today
Start Free Trial → hellochippy.com
Questions?
Email: hello@hellochippy.com
Chat: hellochippy.com
Good luck automating! 🚀
— The HelloChippy Team