 |
Hassle Free REAuthor: Hassle Free RE
Hosted by Dave Menapace & Will Van Wickler - this is a real estate podcast for investors, those thinking of getting into investing, or anyone that is generally interested in what's happening today in the real estate market. Dave and Will are both industry thought leaders and own several real estate businesses, from real estate sales teams, consulting firms, and property management companies. This podcast is perfect no matter where you are in your real estate journey! Language: en Genres: Business, Entrepreneurship Contact email: Get it Feed URL: Get it iTunes ID: Get it |
Listen Now...
90 - From W-2 to STR Co-Hosting: Maine Markets, Amenities, and Expansion with Matt Welch
Monday, 6 October, 2025
Welcome to Hassle-Free RE! Today, Dave Menapace and Will Van Wickler sit down with guest Matt Welch—a former CPG sales leader who left his W-2 to scale a short-term rental portfolio and co-hosting company across Maine. Matt shares how he and his partners built an owner-first management model, why certain amenities (hot tubs, saunas) outperform in specific markets, and how they’re preparing to expand beyond Maine.You’ll hear the real numbers behind portfolio mix (owned vs. co-hosted), lessons from testing amenities in different geographies, and what gave Matt the confidence to make the leap from corporate to full-time real estate. Whether you’re investing, managing, or considering co-hosting, this episode is a playbook for building systems, choosing the right markets, and growing with intention. Tune in now to learn how to balance guest experience, durability, and ROI while planning your next expansion.TIMESTAMPS01:05 – Will’s 50 deals02:10 – Cape Cod hot tub ROI03:14 – Sheets culture on Cape04:04 – Best product, best price05:25 – Guest intro: Matt Welch06:13 – Early path into real estate08:22 – From LTRs to STRs13:21 – Co-hosting, owner’s mindset16:05 – Maine markets they serve17:51 – 33–34 listings overview20:56 – Hot tubs extend season21:57 – Sauna on deck test23:20 – Leaving a W-228:27 – 2025: team building29:05 – 2026: expand beyond Maine31:52 – How to contact MattConnect with the Guest:Website: https://daysawayrentals.com/Linkedin: https://www.linkedin.com/in/matt-j-welch/#ShortTermRentals #RealEstateInvesting #CoHosting #MaineRealEstate #Hospitality
