#105: Short-Term Rental Success: Brittany Hailey

Short-term rental success is at the core of Brittany Hailey’s journey. In this episode, I’m excited to introduce you to Brittany, a powerhouse mom of two young boys who has built a multi-million dollar short-term rental business from the ground up. Brittany’s journey in the short-term rental industry is a testament to the power of vision, determination, and having the right people by your side.

Her story starts with a creative solution to avoid low-income housing and quickly evolved into an incredible empire of over 40 properties. Brittany will take you on a journey that spans the challenges of managing a newborn while launching her first client, and scaling her business to new heights. This episode is full of valuable lessons for anyone looking to grow a short-term rental business.

Scaling with Strategy and Grit in the Short-Term Rental Market

Brittany opens up about the strategies that helped her thrive in the real estate market. From building a rockstar team to handle day-to-day operations to making key mindset shifts, Brittany’s approach is all about strategic growth and perseverance. You’ll hear how her unique selling proposition helped her stand out in a crowded market, and the importance of continuous learning to stay ahead of the curve.

Brittany’s story is packed with practical advice on time management, especially the balancing act of raising a newborn while running a growing business. If you’re a seasoned short-term rental host or just starting out, this episode is filled with golden nuggets that will help you create a thriving business.

The Secrets to Scaling Brittany’s Short-Term Rental Business Success

Brittany’s success wasn’t built overnight — it’s the result of hard work, smart strategies, and surrounding herself with the right people. She discusses how being in “learning mode” is crucial, as it keeps you from falling behind in the ever-changing world of short-term rentals. Brittany’s ability to identify opportunities, build strong teams, and apply market insights are all part of what makes her story so powerful.

She also credits her father for instilling values like empathy and honesty, which have been instrumental in her journey. Brittany’s belief in treating people with kindness and transparency has helped her establish a trusted brand that continues to grow.

Why You Can’t Miss This Episode

Whether you’re already deep into the short-term rental game or just considering your first steps, Brittany’s insights will resonate with you. This episode is more than just a conversation — it’s a masterclass on how to build a short-term rental business the right way. You’ll learn actionable strategies, the importance of vision, and how to overcome the inevitable obstacles that come with scaling a business.

Tune In & Take Action to Scale Your Short-Term Rental Business

Prepare to be inspired by Brittany Hailey’s journey. Tune in, take notes, and most importantly, take action. Brittany’s experience offers a blueprint for anyone wanting to turn a small side hustle into a successful empire, all while staying true to their values.

Highlights and Key Points of Scaling a Short-Term Rental Business

[00:06] A short introduction about our guest Brittany Hailey

[01:27] Brittany shares how her short-term rental journey started

[05:59] How Brittany’s business opportunity expanded without the need for marketing

[07:38] Identifying a gap in the market and developing a unique selling proposition

[11:29] Learning the short-term rental market and adapting continuously

[13:58] Managing time while raising a newborn and building a business

[16:28] The importance of having a vision for the future

[21:18] Challenges and strategies involved in scaling the business

[26:29] Systems and software Brittany uses to manage her properties effectively

[30:54] The biggest challenge Brittany faced and how she navigated it

[34:24] Valuable advice for those starting their journey in real estate

[35:56] The lightning round

Golden Nuggets

• “The more you know the market, the better you can price your units; the better you know what’s going on, the more you can get in front of people.”
• “We always have to be in a learning mode, because without that continuous growth, you end up actually going backwards.”
• “Having some kind of guide and having someone that can help you navigate, if that’s not your forte, is really important, and can be really helpful.”
• “My father has always told me to work and act with empathy; and I think that has gotten me farther than anything else is treating people with empathy and working with honesty.”

CONNECT WITH OUR GUEST

Website: boutiquemountainhomes.com

Follow Stacey Duvall on: Instagram: @brittany_hailey

Enjoyed the show? Subscribe, rate, review, like, and share!