50 prompts to get more out of your Business Assistant
The AI Business Assistant is most useful when you know what to ask. Here is a categorized list of real-world prompts that save time every week.
Revenue and financial insights
- "What did I earn last week, and how does it compare to the week before?"
- "Show me monthly revenue for the last 12 months as a chart."
- "Which trailer has the highest revenue per day this year?"
- "What is my average reservation value this quarter?"
- "How much deposit money am I currently holding?"
- "List every unpaid invoice over 14 days old."
- "What's my year-over-year growth for Q1?"
Renter insights and segmentation
- "Who are my top 10 spenders in the last 12 months?"
- "Find renters with no booking in 6 months — I want to win them back."
- "Which renters have had two or more damage claims?"
- "Show me new renters from this month who haven't booked again."
- "What's my repeat rental rate this year?"
- "List renters who spent over $2,000 total and haven't booked in 90 days."
Outreach and communication
- "Send a payment reminder to every overdue invoice."
- "Draft an email to repeat customers with a 15% off code for spring."
- "Send a thank-you SMS to my top 20 renters this quarter."
- "Write an apology email to renters affected by last weekend's outage."
- "Draft a review request email for everyone who completed a reservation last month."
- "Send a happy birthday message to renters with a birthday this week."
Bookings and scheduling
- "What reservations do I have this weekend?"
- "Which trailers are unbooked next week?"
- "Show me all overlapping bookings — I want to make sure I'm not double-booked."
- "Create a reservation for John Smith, Dual-Axle #3, next Saturday through Monday."
- "What's my busiest day of the next 30?"
- "List all reservations ending today so I can prep for returns."
Maintenance and fleet health
- "Which trailers are overdue for inspection?"
- "Schedule maintenance for trailer T-104 in 30 days."
- "Show me all open maintenance tasks sorted by priority."
- "What did I spend on maintenance last year?"
- "Which trailer has the highest maintenance cost per mile?"
- "List trailers that haven't been serviced in over a year."
Pricing and utilization
- "What's my utilization rate this quarter by trailer type?"
- "Which trailers have utilization below 30%?"
- "Apply a $10 weekend surge to all utility trailers."
- "Compare my rates to the suggestions from the Pricing Optimizer."
- "Which trailer has the best ROI since I bought it?"
Damage claims and recovery
- "How many open damage claims do I have and what's the total?"
- "Show me the longest-running open claim and who's assigned."
- "Which renters have had damage claims filed against them?"
- "What's my average time to close a damage claim?"
Marketing and growth
- "Draft a Google Ads description highlighting my cargo trailer lineup."
- "Suggest 5 Instagram post ideas for this month."
- "What lead source brings me the highest LTV renters?"
- "Write a referral program email I can send to past renters."
Operations and admin
- "How much do I owe in Stripe fees this month?"
- "What's in my inbox that hasn't been responded to in 24 hours?"
- "Export my revenue report for February and email it to my accountant."
- "Which team member closed the most claims last quarter?"
Deep dives
- "Why did revenue drop 12% in March compared to February?"
- "What would raising weekend rates by 10% do to my estimated revenue?"
Tips for good prompts
- Name time ranges explicitly — "last week," "Q1 2026," "since January"
- Include specific entities — use trailer names, renter names, amounts
- Ask for a format — "as a table," "as a chart," "as a CSV"
- Iterate — refine by asking follow-ups instead of rewriting long prompts
Advanced plan only
All of these prompts require the Advanced plan. Launch and Pro plans have limited access — see the AI Usage and Limits article for details.
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