How I Underwrote and Analyzed My Short-Term Rental Deal: A Real-Life Case Study with Mason Kimball

Join us for a real-life short-term rental case study with Mason Kimball as he walks through how he underwrote, analyzed, and evaluated his STR deal before moving forward.

This session will give investors a closer look at the numbers, assumptions, risks, and decision-making process behind a short-term rental investment. Whether you are considering your first STR or looking to sharpen your deal analysis, this is a great opportunity to learn from an actual investment example.

You’ll learn how to evaluate a short-term rental opportunity, what numbers matter most before buying, how to analyze income, expenses, and cash flow, common risks to consider in STR investing, and what Mason looked at before making his decision.

If you want to better understand how to run the numbers on a short-term rental deal, this is a session you won’t want to miss.

DIG’s Short-Term, Mid-Term & Innovative Rental Strategies Subgroup is led by Veronica Ferrante, local investor and operator, alongside co-leader Mason Kimball. Investors of all experience levels are welcome to attend, listen, and participate.

Each month, we meet to discuss real-world strategies around short-term rentals, mid-term rentals, and creative rental approaches. Meetings focus on market trends, operational insights, and practical adjustments based on what’s working now. 

Location: Soprano’s Pizzeria & Restaurant, 1380 Easton Rd, Warrington, PA 18976

This subgroup is designed to be collaborative and discussion-driven, giving members the opportunity to learn from one another and grow together.

Members: Free for DIG Members
Non-Members: $19.99 Guest Fee