Get your .Online domain from Namecheap for just $0.98 at https://namecheap.com/upflip Ben Wolff bootstrapped funding and borrowed money to build his own treehouse hotel and rent out luxury rooms down in Texas. The crazy part though? His short term hotel staying experience is so popular that his first ever treehouse hotel alone is generating an upwards of $170K in revenue every month. And now he has a second location that recently opened to the public in September and a third one on the way. Ben originally went to college for business/entrepreneurship and landed a job straight after graduating. Soon after though, he was eager to venture out on his own and started his first business in New York doing lease arbitrage. While the business was originally thriving, the slow business period during COVID made it run to a screeching halt. This eventually led Ben to take up a new job working with and learning from his now co-founder about Airbnb rentals and short term stays. In this episode, learn how Ben has aced content and digital marketing to scale his rental and resort business, the importance of hiring slow and firing fast, and how transparent communication can be crucial when running your own company. He also discusses how connecting customers with the team and the process of opening new luxury stays through social media has produced a loyal following of the business. 💥 Most New Businesses Fail From Guessing 💥 UpFlip Accelerator gives you the system to launch faster and get clients sooner. 👉 https://www.upflip.com/accelerator Or start FREE with our quick-start trainings ↓ 🧽 How to start a $140k/month cleaning business - https://learn.upflip.com/cleaning-business-masterclass 🥤 How to start a $50K/month vending business - https://learn.upflip.com/the-vending-bootcamp-masterclass 🖌️ How to start a million-dollar painting business for under $1K - https://learn.upflip.com/how-to-start-a-painting-business-masterclass 🚛 How to start a $10k/month moving and junk removal business - https://learn.upflip.com/moving-and-junk-removal-masterclass 🔑 How to start a $8K/month mid-term rental business - https://learn.upflip.com/the-mid-term-rental-blueprint-masterclass 🏠 How to make $248K in tax-free profit from building and selling homes - https://learn.upflip.com/the-builders-blueprint-masterclass 🗺️ How to make $25K in one deal buying and selling land - https://learn.upflip.com/land-flipping-blueprint-masterclass OR… 🎓 Join UpFlip Academy to “copy-paste” the top million-dollar service businesses you can start in weeks and profit from in months - https://links.upflip.com/academy-yt More UpFlip Official Resources: 📕 FREE access to 137 Most Profitable Businesses - https://links.upflip.com/137-business-ideas-yt 🎙️ Follow the UpFlip Podcast - https://links.upflip.com/podcast-yt 📩 Join the UpFlip Newsletter - https://links.upflip.com/newsletter-yt 👉 Connect With Ben - https://www.linkedin.com/in/ben-wolff/ Timestamps: 00:00 - Start 00:54 - A paradise… in Texas?! 01:46 - Personal background 02:44 - Education 03:29 - Design inspiration 04:50 - Pool area tour 05:34 - Pricing and profits 06:18 - Profitable seasons 06:35 - Success on the first listing 08:19 - Financing a costly venture 09:30 - From 8 to 200 properties (in 18 months!) 10:50 - Sobriety journey 11:19 - Fan blitz 14:17 - “Spyglass” cabin tour 14:37 - Managing 11 units 15:31 - Fostering a healthy competitive workspace 16:48 - “Monarch” cabin tour 17:20 - Mastering a new industry 18:12 - Boosting organic traffic 19:04 - Top-notch customer service 20:12 - Ongoing construction tour 20:52 - Attracting new customers & launching a new service 21:49 - Buildout costs 23:05 - Revenue numbers behind Oasi 24:45 - Turning viewers into customers (even marketers!) 25:15 - Juggling multiple responsibilities 26:49 - Lessons from early mistakes 28:01 - An investment for Onera 28:26 - Balancing stress across two ventures 29:19 - The “Greenhouse” 29:57 - Navigating risks while scaling 31:49 - Unlocking the “winning mindset” 32:26 - Pushing limits and imagination 33:37 - Power of storytelling 35:26 - Instagram marketing 36:08 - Standing out from competition 37:27 - The most exciting unit (yet!) 38:22 - Overcoming self-doubt 39:10 - Blueprint to success 41:02 - Book recommendation 41:51 - (Overlooked) metrics of success 43:20 - Advice to fellow entrepreneurs 43:56 - Launching on a shoestring budget 44:50 - Outro #airbnb #airbnbbusiness #airbnbhostingforbeginners

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