UpsellPro

Documentation

Everything you need to know about Upsell Pro

Table of Contents

Introduction

Upsell Pro is an automated revenue generation platform designed specifically for property managers. We help you generate additional revenue from every booking through intelligent upsell offers and marketing automation.

Our platform integrates seamlessly with your existing Property Management System (PMS) and handles everything from offer delivery to payment processing, allowing you to keep 100% of the revenue generated from upsells.

Getting Started

Getting started with Upsell Pro takes less than 10 minutes. Here's what you need to do:

Step 1: Sign Up
Create your account using email or Google sign-in. No credit card required to get started.
Step 2: Connect Stripe
Link your Stripe account so payments go directly to you. We use Stripe Connect to ensure you keep 100% of your upsell revenue (minus standard Stripe processing fees).
Step 3: Connect Your PMS
Integrate with Hostaway (more PMS integrations coming soon). Your properties and reservations will sync automatically.
Step 4: Configure Settings
Set your pricing for early check-in and late checkout. Configure when offers should be sent and customize your messaging.
Step 5: Go Live
Activate your upsells and watch the revenue roll in. Our system runs completely on autopilot.

How It Works

Upsell Pro works by monitoring your reservations and automatically sending personalized offers to guests at the optimal time. Here's the complete flow:

Reservation Sync

When a new reservation is created in your PMS, Upsell Pro automatically receives the details including guest information, check-in/out dates, and property details.

Offer Dispatch

Based on your configuration, we send offers at the perfect time (typically 7-14 days before check-in). Offers are sent via SMS and email with a personalized link for each guest.

Availability Check

When a guest clicks their offer link, we check real-time availability by syncing with your PMS calendar. This ensures we never sell early check-in or late checkout when the property is already booked.

Secure Payment

Guests complete their purchase through a secure Stripe checkout. Payment goes directly to your Stripe account, and we track the transaction for reporting.

Reservation Update

Once purchased, the reservation details are automatically updated in your PMS with the new check-in or check-out time. Your operations team sees the updated information without any manual work.

PMS Integrations

We currently support:

HostawayAvailable Now
Full integration with reservation sync, calendar availability checks, automatic reservation updates, and PMS unified inbox messaging (send offers directly to guests via Airbnb/VRBO/Booking.com).
GuestyComing Soon
Integration with Guesty's API for seamless reservation management and calendar sync.
StreamlineComing Soon
Native integration supporting all reservation types and property configurations.

Don't see your PMS listed? Contact us at admin@upsell-pro.com to request an integration.

Revenue Generation

Our customers typically see $2,500+ in additional revenue per property, per month. Here's how:

Early Check-In

Allow guests to check in early (typically 1-4 hours before standard check-in). Average price: $50-150 depending on property and timing.

Acceptance Rate: 15-25% of guests purchase early check-in when available.

Late Checkout

Extend checkout time (typically 1-4 hours after standard checkout). Average price: $50-150 depending on property and timing.

Acceptance Rate: 20-30% of guests purchase late checkout when available.

Marketing Automation (Pro Plan)

Automated rebooking campaigns sent to past guests generate repeat bookings without any work from your team. Average conversion rate: 5-8% of guests rebook within 12 months.

Example Calculation

Property with 20 bookings per month:

  • Early check-in: 4 sales × $100 = $400
  • Late checkout: 5 sales × $100 = $500
  • Total monthly upsell revenue: $900

For a portfolio of 10 properties: $9,000/month in additional revenue

Your cost: $90/month (Standard) or $250/month (Pro)

Configuration

Upsell Pro gives you complete control over pricing, timing, and availability:

Pricing Rules
Set different prices for different time slots (e.g., 1 hour early check-in vs. 4 hours). Configure pricing per property or use global defaults.
Dispatch Timing
Control when offers are sent (default: 7 days before check-in). Customize per property or globally.
Availability Windows
Set minimum buffer times between bookings to ensure turnover is possible. Our system automatically checks availability before allowing purchases.
Message Customization
Customize SMS and email templates with your branding and messaging. Use merge fields to personalize each offer with guest and property details.

Marketing Automation (Pro Plan)

Our Pro plan includes powerful marketing automation features to bring guests back:

Guest Profiles
We automatically build profiles for each guest including booking history, preferences, and engagement with your offers.
Rebooking Campaigns
Automated email campaigns sent to past guests at optimal times (e.g., 6 months after their stay). Campaigns include personalized property recommendations and booking incentives.
Booking Attribution
Track which marketing campaigns drive bookings, allowing you to optimize your guest communication strategy.
Direct Booking Links
Generate direct booking links for your properties that integrate with your PMS. Bypass OTA fees and increase direct booking revenue.

Support

We're here to help you succeed. Here's how to get support:

Email Support

Contact us at admin@upsell-pro.com

Standard Plan: Response within 24 hours

Pro Plan: Priority support with response within 4 hours

Setup Assistance
Need help getting started? We offer free onboarding calls for all new customers to ensure your integration is set up correctly.
Feature Requests
We're constantly improving Upsell Pro based on customer feedback. Send your feature requests to admin@upsell-pro.com.