Is Your Airbnb Calendar Running on Empty?

Is Your Airbnb Calendar Running on Empty? | Cunningham Group
Webinar · April 22, 2026

Is Your Airbnb Calendar
Running on Empty?

Date Wednesday, April 22, 2026
Time 10:30 AM PT
Format Live Online Webinar
Investment $20

Your property is ready. Your listing is live. But your calendar? Half-empty — and your revenue is proving it. This webinar changes that.

Short-term rental investing is one of the most exciting wealth-building strategies in real estate today. But there's a dirty little secret most Airbnb hosts won't tell you: a beautiful property with a mediocre calendar strategy earns the same as a forgettable one with a great one. Sometimes less.

The difference between a host making $2,000 a month and one making $5,500 from the same type of property usually isn't the décor, the thread count, or even the location. It's the calendar — how it's managed, priced, promoted, and optimized night by night.

62%
of hosts never adjust their base price
3x
revenue possible with active calendar management
90 min
to change how you manage your listing forever

The Webinar That Actually Gets Into the Weeds

On Wednesday, April 22nd at 10:30 AM, real estate investment advisor and Airbnb operator Karisa Cunningham of the Cunningham Group at RE/MAX Advantage is hosting a live, interactive webinar built specifically for STR investors and Airbnb hosts who are serious about performance.

This isn't a fluff session. There are no "just believe in your property" motivational moments. This is a tactical, no-nonsense deep dive into the exact calendar strategies that move the needle on occupancy rates and nightly revenue — from Las Vegas and beyond.

Most hosts set their calendar once and pray. The ones winning are the ones treating it like a living, breathing asset that needs daily attention.

What You'll Walk Away With

In 90 focused minutes, you'll learn how to stop leaving money on the calendar and start treating your Airbnb like the investment it is.

Webinar Agenda

10:30 AM
Why Guests Book When They Do The psychology of traveler behavior and how to align your calendar with real booking patterns.
10:50 AM
Dynamic Pricing Beyond Smart Pricing Seasonality, local events, and competitor gaps — how to price for fills AND protect your nightly rate.
11:15 AM
Minimum Night Strategy & Gap Filling The exact settings that reduce dead nights without destroying your revenue per stay.
11:35 AM
Visibility Hacks & Promotion Tools How to push your listing to the top of Airbnb search using built-in tools most hosts ignore.
11:50 AM
Live Q&A Forum Open mic. Questions submitted in advance get priority. Forum stays live after the session.

This Webinar Is For You If...

🏠
You own 1–3 Airbnb properties

And you know your occupancy rate could be higher but aren't sure why it isn't.

📈
You're an STR investor scaling up

You want systems and strategies before adding more doors, not after.

💡
You rely on Airbnb's Smart Pricing

And you've started to wonder if you're leaving serious money on the table.

🗓️
Your calendar has gap nights

Those orphaned 1–2 night gaps between bookings that just sit there costing you revenue.

Submit Your Questions in Advance

One of the things that makes this webinar different: you don't have to wait until the end to get your specific situation addressed. When you register, you'll have the opportunity to submit your questions in advance. Karisa will review them ahead of the session and weave the most common and compelling ones directly into the presentation — so the content speaks to your real challenges, not generic scenarios.

After the live session wraps, a community forum opens up for continued discussion. Ask follow-ups, share what's working in your own market, and connect with other STR investors who are in the trenches with you.

Reserve Your Seat Today

Empty Airbnb Calendar?

The Airbnb Calendar Mastery Webinar — 90 minutes that will change how you think about your listing.

Date Wednesday, April 22, 2026
Time 10:30 AM
Location Online — Zoom
Register on Eventbrite $20
Published by Cunningham Group · Real Estate Investment Advisors · RE/MAX Advantage
Airbnb STR Investing Short-Term Rental Webinar Las Vegas
Next
Next

Double-Digit Returns in Tokyo Real Estate—Without the Regulatory Risk