<description>&lt;p dir="ltr"&gt;If I were starting over in short-term rentals today, I wouldn't rush into the first deal just to say I owned one — and I definitely wouldn't invest where everyone else is telling you to.&lt;/p&gt; &lt;p dir="ltr"&gt;In this episode, I'm walking you through our real journey: buying our first STR, building a six-figure co-hosting business, and realizing pretty quickly what wasn't the right long-term play for us. We talk about market selection, cash flow vs. equity, why I'd avoid certain oversaturated markets now, and what I wish I had understood sooner about renovations, contracts, and boundaries.&lt;/p&gt; &lt;p dir="ltr"&gt;If you're in the "should we buy?" or "what's our next move?" phase — or you're thinking bigger than single-family STRs — this episode will help you slow down and make smarter, more intentional decisions.&lt;/p&gt; &lt;p dir="ltr"&gt;We cover:&lt;/p&gt; &lt;ul&gt; &lt;li dir="ltr" aria-level="1"&gt; &lt;p dir="ltr" role="presentation"&gt;The investing choices I'd change if I started over&lt;br /&gt; &lt;br /&gt;&lt;/p&gt; &lt;/li&gt; &lt;li dir="ltr" aria-level="1"&gt; &lt;p dir="ltr" role="presentation"&gt;Why market selection matters more than ever&lt;br /&gt; &lt;br /&gt;&lt;/p&gt; &lt;/li&gt; &lt;li dir="ltr" aria-level="1"&gt; &lt;p dir="ltr" role="presentation"&gt;Cash flow vs. long-term equity (and how I think about it now)&lt;br /&gt; &lt;br /&gt;&lt;/p&gt; &lt;/li&gt; &lt;li dir="ltr" aria-level="1"&gt; &lt;p dir="ltr" role="presentation"&gt;What co-hosting actually looks like behind the scenes&lt;br /&gt; &lt;br /&gt;&lt;/p&gt; &lt;/li&gt; &lt;li dir="ltr" aria-level="1"&gt; &lt;p dir="ltr" role="presentation"&gt;Why we're focused on micro resorts and boutique hotels moving forward&lt;br /&gt; &lt;br /&gt;&lt;/p&gt; &lt;/li&gt; &lt;/ul&gt; &lt;p dir="ltr"&gt;Connect with me:&lt;/p&gt; &lt;p dir="ltr"&gt;📸 &lt;a href= "https://instagram.com/theweberco"&gt;@theweberco&lt;/a&gt;&lt;/p&gt; &lt;p&gt;&lt;strong id= "docs-internal-guid-7e0a5097-7fff-e56c-624b-0e19a6daa35b"&gt;🌐&lt;/strong&gt; &lt;a href="https://www.theweberco.com/"&gt;th&lt;/a&gt;&lt;a href= "https://www.theweberco.com/"&gt;eweberco.com&lt;/a&gt;&lt;/p&gt;</description>

Branded & Booked

Steph Weber

EP 222: Short-Term Rental Investing: What I'd Do Differently Now

DEC 23, 202520 MIN
Branded & Booked

EP 222: Short-Term Rental Investing: What I'd Do Differently Now

DEC 23, 202520 MIN

Description

If I were starting over in short-term rentals today, I wouldn't rush into the first deal just to say I owned one — and I definitely wouldn't invest where everyone else is telling you to. In this episode, I'm walking you through our real journey: buying our first STR, building a six-figure co-hosting business, and realizing pretty quickly what wasn't the right long-term play for us. We talk about market selection, cash flow vs. equity, why I'd avoid certain oversaturated markets now, and what I wish I had understood sooner about renovations, contracts, and boundaries. If you're in the "should we buy?" or "what's our next move?" phase — or you're thinking bigger than single-family STRs — this episode will help you slow down and make smarter, more intentional decisions. We cover: The investing choices I'd change if I started over Why market selection matters more than ever Cash flow vs. long-term equity (and how I think about it now) What co-hosting actually looks like behind the scenes Why we're focused on micro resorts and boutique hotels moving forward Connect with me: 📸 @theweberco 🌐 theweberco.com