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Skill Building

Short-Term Rental Masterclass

Hosted by: Brittany Wenninger

Course Duration: 100 Minutes


Skill Building

Short-Term Rental Masterclass

Hosted by: Brittany Wenninger

Course Length: 100 Minutes

What's in it For Me?

Unlock a powerful niche in real estate by learning how to serve short-term rental (STR) clients with confidence. In this masterclass, you’ll discover how to find STR-friendly markets, navigate rules and regulations, understand the unique needs of STR buyers, and position yourself as the go-to expert in this fast-growing industry. Whether you’re looking to boost your business or build your own STR portfolio, this course will give you the tools and strategies you need to stand out. Get ready to tap into a market where demand is high, competition is low, and opportunity is endless.

Video 1 - 11:54 minutes
Module 1: Intro to Short-Term Rentals
Discover the potential of short-term rentals (STRs) with a deep dive into what they are, how they work, and why they offer incredible earning opportunities. You'll walk away with a clear understanding of industry terms, major booking platforms, and the powerful advantages STRs have over traditional investments.
Video 2 - 15:00 minutes
Module 2: Finding and Researching a Short-Term Rental
Learn how to find the right markets, research key data like occupancy rates and ADR, and identify what draws travelers to a location. Whether you're helping clients or buying your own STR, this module shows you how to confidently pinpoint profitable opportunities.
Video 3 - 20:35 minutes
Module 3: Rules and Regulations
Understanding local rules, permits, and licensing is critical to short-term rental success—and protecting your investment and the clients. In this module, you'll learn how to navigate state, county, township, and HOA requirements, minimize risk, and set yourself (and your clients) up for long-term compliance and profitability.
Video 4 - 20:26 minutes
Module 4: Analyzing a Short-Term Rental
Learn how to confidently run the numbers on a potential short-term rental investment without getting overwhelmed. In this module, you'll walk through a simple deal analysis framework step-by-step to calculate cash flow, ROI, and key performance metrics—so you (and your clients) invest wisely and avoid costly mistakes.
Video 5 - 14:30 minutes
Module 5: Writing a Short-Term Rental Offer
It’s time to take action. In this module, you’ll learn how to write a winning offer for a short-term rental—including strategic clauses, common mistakes to avoid, and the exact language I use to protect buyers while keeping deals strong and competitive.
Video 6 - 22:51 minutes
Module 6: Setting Up and Managing a Short-Term Rental
In this final module, you’ll learn exactly how to furnish, automate, and manage a successful short-term rental with pro-level systems—even if you're a first-timer. From design strategies and guest experience tips to budgeting, software tools, and team-building, you’ll walk away with a streamlined plan to launch and scale with confidence.
Connect with Your Instructor
Brittany Wenninger
Brittany Wenninger is the owner of Front Porch Realty, based in Wisconsin. As a real estate agent and active short-term rental investor, Brittany specializes in helping clients buy and sell Airbnb and investment properties throughout Wisconsin and beyond. With several successful short-term rentals of her own, she combines firsthand experience with industry knowledge to guide clients through every stage of the STR investment process — from market selection to maximizing ROI. Brittany is passionate about helping both new and seasoned investors build profitable short-term rental portfolios with confidence and clarity.
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