September 26, 2024

Upsell Course Lesson 4: Drive More Revenue with Automated Upsells

Are you a short-term rental or vacation rental operator or property manager? Learn how to drive more revenue per guest through upsells. Automating popular upsells prior or during guest checkin is a powerful way to maximize revenue per guest, per listing.

Lessons

Upsell course lesson 1 title card: two smiling people on scooters looking at phones, text 'Unlocking revenue in your guest journey'

Upsell Course Lesson 1: Unlocking Revenue in Your Guest Journey

Upsell course lesson 2 title card: delivery rider on a scooter with a green bag, text 'What to offer'

Upsell Course Lesson 2: Monetize Rentals with Upsells - What to Offer

Upsell course lesson 3 title card: person counting cash from a wallet, text 'How to price'

Upsell Course Lesson 3: How to Price Upsells and Drive More Revenue Per Guest

Upsell course lesson 4 title card: man working on a laptop, text 'What to automate'

Upsell Course Lesson 4: Drive More Revenue with Automated Upsells

Upsell course lesson 5 title card: smiling traveler with a suitcase checking his phone, text 'Using guest data'

Upsell Course Lesson 5: Using Data to Monetize Your Short-Term Rental with Upsells

Put your upsell strategy into action with Enso Connect

60 minutes with the people redefining loyalty in short-term rentals. Free to attend — recording sent to everyone who registers.

Book a Demo

Continue Reading

Explore more insights, guides, and resources from the Enso Connect team.

Browse expert insights, tips, and real-world success stories

Case Study

Goldnest founder with arms crossed beside '$300K a year in extra revenue for luxury rentals in Texas' and a Six Figure Club badge

Sep 25, 2026

$300K+ a Year in New Revenue: How Goldnest Runs 240+ Luxury Texas Rentals with Enso Connect

Goldnest, a 240+ property manager in Dallas-Fort Worth and Houston, adds an average of $30K a month in upsells and damage waivers with Enso Connect on Guesty.

Case Study

Smart BNB representative at a SCALE event beside '5X ROI, 68% automation, $8K monthly upsells' across 130 units

Aug 27, 2026

5x ROI, 68% Automation, $8K in Monthly Upsells: How Smart BNB Scaled Guest Experience Across 130 Units with Enso Connect

See how Smart BNB, a 130-unit property manager in Nice, unified guest messaging, automated 68% of communications, and earned $8K in monthly upsells with Enso Connect.

Case Study

Video

Aug 15, 2026

Upgraded Property Management: 50% Growth, 3.83x ROI

Discover how Upgraded Property Management a tech-enabled short-term rental start-up in Bristol grew listings 50% and hit 3.83x cash ROI using Enso Connect.

Case Study

Sep 25, 2026

$300K+ a Year in New Revenue: How Goldnest Runs 240+ Luxury Texas Rentals with Enso Connect

Goldnest, a 240+ property manager in Dallas-Fort Worth and Houston, adds an average of $30K a month in upsells and damage waivers with Enso Connect on Guesty.

Case Study

Aug 27, 2026

5x ROI, 68% Automation, $8K in Monthly Upsells: How Smart BNB Scaled Guest Experience Across 130 Units with Enso Connect

See how Smart BNB, a 130-unit property manager in Nice, unified guest messaging, automated 68% of communications, and earned $8K in monthly upsells with Enso Connect.

Case Study

Video

Aug 15, 2026

Upgraded Property Management: 50% Growth, 3.83x ROI

Discover how Upgraded Property Management a tech-enabled short-term rental start-up in Bristol grew listings 50% and hit 3.83x cash ROI using Enso Connect.

Event

Webinar graphic with speakers from PriceLabs, Avantio and Enso Connect on AI guest communication and upselling

Aug 11, 2026

Automating Revenue Growth with AI Guest Communication and Upselling

How vacation rental operators in Mexico and Brazil are turning every guest message into a revenue opportunity - without adding headcount.

Recognized as industry leaders

canadian Office

488 Wellington Street West

Toronto, ON Canada

Spanish Office

Luxa, Glories, Carrer de Tànger

86, 08018 Barcelona, Spain

Product

Guest Boarding Pass

Unified Inbox

Upsells, Fees & Experiences

Multichannel Messaging

Guest Screening & Verification

Apple Wallet

Guest Sentiment Analysis

Guest Database & Reporting

Resources

Company

What is Enso Connect?

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.

Recognized as industry leaders