StretchLearn Course

Build a Short-Term Rental That Cash-Flows From Day One

From underwriting your first deal to running a multi-unit portfolio on autopilot.

Beginner9 hr 45 minSelf PacedRegistered

Course Overview

What this course is designed to develop

This course takes you from a blank spreadsheet to a cash-flowing short-term rental. You will learn to evaluate markets with AirDNA, model occupancy and ADR, optimize a listing for the Airbnb search algorithm, and price with dynamic tools like PriceLabs. It then covers guest experience, co-hosting, and the systems needed to scale to multiple units without burning out.

Learning Outcomes

What the learner should be able to understand, build, or execute.

01

Underwrite a short-term rental deal using ADR, occupancy, RevPAR, and a 12-month cash-flow model

02

Validate a market and unit type with AirDNA, AllTheRooms, and local regulation research

03

Build a high-converting listing that ranks in Airbnb search and lifts conversion above market

04

Configure dynamic pricing in PriceLabs or Wheelhouse with base price, min-stay, and seasonal rules

05

Design a guest experience and automation stack that earns Superhost status and 5-star reviews

06

Scale beyond one unit through co-hosting, rental arbitrage, and standardized operating procedures

Curriculum Preview

Inside the curriculum: a structured path from fundamentals to execution.

Preview the course structure, see how the modules build on one another, and understand the path this program is designed to take you through.

Module 1

Module 1: Underwriting and Market Selection

Learn the core metrics of the short-term rental business and how to pick a market and unit that pencils out before you spend a dollar.

3 lessons
The Numbers That Run the Business: ADR, Occupancy, and RevPARContent · 45 min
Preview Enabled
Validating a Market with AirDNA and Regulation ResearchContent · 50 min
LMS Access
Building a 12-Month Cash-Flow ModelContent · 55 min
LMS Access
Module 2

Module 2: Listing Optimization and the Airbnb Algorithm

Turn a furnished unit into a listing that ranks high in search and converts browsers into bookers.

3 lessons
How Airbnb Search Ranking Actually WorksContent · 45 min
LMS Access
Photography, Title, and Description That ConvertContent · 50 min
LMS Access
Amenities, Reviews, and the Conversion FlywheelContent · 45 min
LMS Access
Module 3

Module 3: Dynamic Pricing and Revenue Management

Price every night for maximum revenue using software, rules, and demand signals.

3 lessons
Why Static Pricing Leaves Money on the TableContent · 45 min
LMS Access
Configuring PriceLabs or WheelhouseContent · 55 min
LMS Access
Seasonality, Events, and Reading Your DataContent · 45 min
LMS Access
Module 4

Module 4: Operations, Guest Experience, and Scaling

Build the systems, team, and growth model to run great stays and expand beyond one unit.

3 lessons
Automating Operations and the Guest JourneyContent · 50 min
LMS Access
Co-Hosting and Rental ArbitrageContent · 50 min
LMS Access
Standardizing and Scaling to a PortfolioContent · 50 min
LMS Access

Built for Application

A complete learning path, not a one-off inspiration hit.

This program is designed around progression: focused lessons, structured modules, applied resources, assessments, and a course rhythm that turns information into usable capability.

Airbnbshort-term rentaldynamic pricingAirDNAco-hostingrental arbitrageSuperhostpassive income