Hospitable In-Person Masterclass (Chicago)
Schedule
Wed Apr 29 2026 at 09:00 am to 04:00 pm
UTC-05:00Location
Courtyard by Marriott Chicago Downtown/River North | Chicago, IL
About this Event
Thanks to Airbnb for sponsoring this event. As a result, we can offer a significantly lower ticket price (these workshops normally cost $250 before taxes and fees).
Join us and the Airbnb team for a hands-on workshop that will help you set up and optimize your Hospitable account for true STR mastery. We will cover practical tips and guide you through all of the essential features of your Hospitable account. Please note that you have to bring your laptop to this event.
Your ticket includes lunch and refreshments.
The workshop will cover the following:
- OTA Channels Connection
- Automated Messages and Reviews
- Direct Booking website setup so you are ready to receive direct bookings
- Connection and configuration of Devices (Smart Locks and Thermostats)
- Configuration of Dynamic Pricing
- ... and more!
Please check the detailed agenda above.
No fluff, just pure action ⚡⚡⚡Seats are limited, so make sure to get your ticket early and become the absolute Hospitable master!
Agenda:
09:00 AM - 09:15 AM
Kickoff Connection: Forge Peer Bonds & Set Clear Goals
Welcome, intros, and how to mine the day’s collective wisdom.
09:15 AM - 10:00 AM
Maximize Reach: List on the main OTAs
Learn channel-specific best practices and live-sync your listings.
10:00 AM - 10:45 AM
Capture Direct Bookings: Launch Your Custom-Domain Site
Step-by-step site build, launch on your own domain, and syndicate to direct booking channels.
10:45 AM - 11:30 AM
Grow Guest Loyalty: Email, Social Media & Remarketing Fundamentals
Set up StayFi/Mailchimp, Instagram and Facebook profiles, in-unit QR codes, and drip flows.
11:30 AM - 12:00 PM
Enhance Responses: AI-Powered Auto & Canned Messages
Tune your Knowledge Hub for Suggest & Reply and human-feel message flows.
12:00 PM - 12:15 PM
Break
12:15 PM - 01:15 PM
Optimize Taxes (Working Lunch): Bonus Depreciation & Cost Segregation
CPA-level strategies to boost cash flow over your meal.
01:15 PM - 02:00 PM
Delight Guests: Smart Lock & Thermostat Integrations
Hands-on setup to streamline operations and elevate stays.
02:00 PM - 02:45 PM
Scale Effortlessly: Onboard Co-Hosts, Owner Portals & Financial Statements
Blueprints for delegation, profit splits, owner statements, portals, and quality control.
02:45 PM - 03:15 PM
Accelerate Learning: Peer Share of Top Tactics
Rapid breakout swaps of your highest-impact templates and hacks.
03:15 PM - 03:30 PM
Break
03:30 PM - 04:00 PM
Empower Your Future: Freestyle Q&A & Roadmap Next Releases
Open mic for unanswered questions and upcoming Hospitable features.
Agenda
🕑: 09:00 AM - 09:15 AM
Kickoff Connection: Forge Peer Bonds & Set Clear Goals
Info: Welcome, intros, and how to mine the day’s collective wisdom.
🕑: 09:15 AM - 10:00 AM
Maximize Reach: List on the main OTAs
Info: Learn channel-specific best practices and live-sync your listings.
🕑: 10:00 AM - 10:45 AM
Capture Direct Bookings: Launch Your Custom-Domain Site
Info: Step-by-step site build, launch on your own domain, and syndicate to direct booking channels.
🕑: 10:45 AM - 11:30 AM
Grow Guest Loyalty: Email, Social Media & Remarketing Fundamentals
Info: Set up StayFi/Mailchimp, Instagram and Facebook profiles, in-unit QR codes, and drip flows.
🕑: 11:30 AM - 12:00 PM
Enhance Responses: AI-Powered Auto & Canned Messages
Info: Tune your Knowledge Hub for Suggest & Reply and human-feel message flows.
🕑: 12:00 PM - 12:15 PM
Break
🕑: 12:15 PM - 01:15 PM
Optimize Taxes (Working Lunch): Bonus Depreciation & Cost Segregation
Info: CPA-level strategies to boost cash flow over your meal.
🕑: 01:15 PM - 02:00 PM
Delight Guests: Smart Lock & Thermostat Integrations
Info: Hands-on setup to streamline operations and elevate stays.
🕑: 02:00 PM - 02:45 PM
Scale Effortlessly: Onboard Co-Hosts, Owner Portals & Financial Statements
Info: Blueprints for delegation, profit splits, owner statements, portals, and quality control.
🕑: 02:45 PM - 03:15 PM
Accelerate Learning: Peer Share of Top Tactics
Info: Rapid breakout swaps of your highest-impact templates and hacks.
🕑: 03:15 PM - 03:30 PM
Break
🕑: 03:30 PM - 04:00 PM
Empower Your Future: Freestyle Q&A & Roadmap Next Releases
Info: Open mic for unanswered questions and upcoming Hospitable features.
Where is it happening?
Courtyard by Marriott Chicago Downtown/River North, 30 East Hubbard Street, Chicago, United StatesEvent Location & Nearby Stays:
USD 108.55
