On this week’s episode, Avery is joined by Brian Boyd. Brian, a tax attorney and real estate investor, breaks down how the short term rental tax strategy works, explaining how investors can use cost segregation and bonus depreciation to offset active income while building wealth. He emphasizes the importance of self-managing properties, tracking time accurately, and understanding the rules to properly qualify for these tax benefits. The conversation also dives into common mistakes investors make, like overspending on furnishings or prioritizing tax savings over cash flow, and highlights how real estate can be a powerful long-term wealth-building tool when approached strategically.

How to connect with Brian:

YouTube: @yourtaxlawyer
Instagram: briantboyd
TikTok: @briantboyd
Facebook: Brian T Boyd

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

Short Term Shop Plus - stsplus.com

Follow us on Instagram

Follow us on TikTok

Join the Short Term Shop Facebook group

Check out the Short Term Shop on YouTube

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by Kim Fitzpatrick. Kim shares how she went from being a PE teacher and single mom to launching her first Airbnb with an air mattress, eventually scaling into multiple investment properties across markets like the Smokies and Montana. She breaks down how her hands-on experience renovating and setting up properties led to founding Launched Host, a service that helps investors go from empty to guest-ready in just seven days. The conversation also highlights the realities of launching short term rentals, the importance of systems and guest experience, and how simplifying setups can reduce stress and improve long-term success.

How to connect with Kim:

Launchedhost.com
https://www.instagram.com/launchedhost?igsh=dnNhYXpjbGZsbHBm&utm_source=qr
https://www.facebook.com/share/1K5wTTDLjP/?mibextid=LQQJ4d

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

Short Term Shop Plus - stsplus.com

Follow us on Instagram

Follow us on TikTok

Join the Short Term Shop Facebook group

Check out the Short Term Shop on YouTube

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by Ari Rastagar. Ari shares how he built a multibillion-dollar real estate firm starting with just $3,500 and explains why real estate is far more operationally complex than most beginners expect. He dives into the importance of risk management, due diligence, and local market expertise, highlighting common mistakes investors make—especially when relying too heavily on spreadsheets instead of real-world context. The conversation also explores why short term rentals require an intense focus on customer experience and operations, and how scaling systems and processes is key to long-term success.

How to connect with Ari:

Website: https://rastegarcapital.com/
LinkedIn: https://www.linkedin.com/in/arirastegar/
Instagram: https://www.instagram.com/rastegar
TikTok: https://www.tiktok.com/@arirastegar

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

Short Term Shop Plus - stsplus.com

Follow us on Instagram

Follow us on TikTok

Join the Short Term Shop Facebook group

Check out the Short Term Shop on YouTube

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon