Homeowner Hotline: Open House Austin Radio

Steph Douglass and Jennifer Carey

Welcome to Homeowner Hotline: Open House Austin Radio—your go-to real estate group chat, just with fewer memes and more actual answers. Each week, Steph Douglass and Jennifer Carey serve up real talk about buying, selling, and everything in between. Whether you’re renting, house hacking, dreaming big, or feeling stuck—we’ve got stories, strategies, and straight-up advice to help you make confident moves. From first-time buyer fears to Austin market gossip to the occasional happy cry over client wins, we’re here to make real estate feel a whole lot more human.

  1. 08/14/2025

    Vacation Home, Airbnb Investment Property, and Side Hustle—All in One

    In this episode of Homeowner Hotline, Steph sits down with Open House Austin’s Jennifer Carey to talk about her latest real estate win—a Wimberley property that’s part vacation home, part Airbnb moneymaker. Jennifer walks us through how she found the deal (spoiler: she almost skipped it because of bad listing photos), renovated it for under market value, and now manages it remotely while breaking even in year two. Read more about Jenn's journey here. You’ll hear: How Jennifer’s 2010 first home purchase set her up for multiple investments. Why she chose Wimberley over other small Texas towns. The renovations that turned a dated house into a guest magnet. What it really takes to manage a short-term rental from a distance. Her tips for financing and setting realistic expectations. Whether you’re dreaming of a Hill Country getaway or looking to scale your investment portfolio, this is a masterclass in turning a property into both a personal retreat and an income stream. Don’t judge a property by bad listing photos — visit in person to see true potential. Small-town tax rates can make a huge difference to your bottom line. Start small — Jennifer began renting just the studio before launching the main house. Guest experience is everything — from s’mores kits to handwritten notes. Break-even in year one or two is a win — especially with a property that appreciates and builds equity. Financing matters — know the difference between second-home and investment loans. Book a Call with Jenn Attend a How to Buy a House Workshop 00:00 – Intro & Jennifer’s preference for “Jennifer” 01:10 – First home purchase at 21 in 2010 02:57 – Pivot to investment properties & renting out her first home 04:31 – Why Wimberley and small-town scouting 06:26 – The property she almost didn’t see 07:43 – What she loved vs. what needed work 09:23 – Hidden value: two units on one property 11:14 – Renovations & budget choices 13:35 – The game-changing picture windows 14:44 – Staging, timelines, and first Airbnb listing 15:46 – Managing remotely & finding reliable cleaners 16:54 – Listing strategies & pricing control 17:57 – 2024 revenue breakdown 19:13 – Monthly expenses and cash flow 21:01 – Guest experience details & amenities 22:53 – Future upgrades: hot tub, game room 23:25 – Lessons learned and what she’d do differently 26:03 – Financing strategy and tax advantages 28:47 – Advice for aspiring STR investors in small towns 29:44 – Steph’s wrap-up and Hill Country real estate plug

    Vacation Home, Airbnb Investment Property, and Side Hustle—All in One
5
out of 5
3 Ratings

About

Welcome to Homeowner Hotline: Open House Austin Radio—your go-to real estate group chat, just with fewer memes and more actual answers. Each week, Steph Douglass and Jennifer Carey serve up real talk about buying, selling, and everything in between. Whether you’re renting, house hacking, dreaming big, or feeling stuck—we’ve got stories, strategies, and straight-up advice to help you make confident moves. From first-time buyer fears to Austin market gossip to the occasional happy cry over client wins, we’re here to make real estate feel a whole lot more human.