The Retainer Upgrade That Added $400 Monthly in 10 Minutes 🔥
Client on $150 monthly maintenance. One conversation. Now paying $550 monthly. Here is how to upgrade existing clients without being pushy. THE SETUP: 6 months into maintenance contract. Invoice processing running smoothly. Monthly check-in call scheduled. THE CONVERSATION: Me: "How is everything running?" Her: "Great. Invoices are handled. Life saver." Me: "Glad to hear it. What is taking up most of your time now?" Her: (pause) "Honestly? Expense reports. My team submits receipts and I spend hours organizing them." Me: "How many expense reports monthly?" Her: "About 60 across 8 employees" Me: "How long does processing take?" Her: "Maybe 12 hours total" Me: "Want me to automate that too?" THE EXPANSION PROPOSAL: Added expense report automation to existing system Same tech stack (Make.com plus PDF Vector) Builds on infrastructure already in place Setup: $800 (discounted from $1,200 for existing client) Monthly increase: $400 (from $150 to $550) Annual revenue increase: $4,800 plus $800 setup THE PSYCHOLOGY OF EXPANSION: They already trust you They see results from first project Adding more is low risk for them You understand their business Implementation is faster (systems already connected) THE MONTHLY CHECK-IN FRAMEWORK: Every maintenance call, ask these 3 questions: 1. "How is the current automation performing?" (Opens conversation, shows you care) 2. "What is taking up most of your time now?" (Identifies new pain points) 3. "Anything else you wish happened automatically?" (Plants automation seeds) THE EXPANSION OPPORTUNITIES: Invoice processing clients often need: - Expense report automation - Purchase order matching - Vendor onboarding - Contract tracking Form processing clients often need: - Follow-up automation - Data validation - Reporting dashboards - Multi-location rollout THE PRICING FOR EXPANSIONS: Existing clients get 20-30% discount on setup Monthly increase matches scope Package deals for multiple expansions This keeps them loyal and increases lifetime value.