On this week’s episode, Avery is joined by Jake Cohen, hospitality veteran and founder of Step by Step BNB. Jake grew up running a family bed and breakfast in Lake Tahoe, learned the art of pricing while managing boutique hotels, and eventually built a portfolio of short term rentals before launching his own revenue management company. He and Avery dig into why most investors overprice, how to shift your mindset from nightly rates to total revenue, and the biggest mistakes new hosts make with restrictions and minimum stays. Jake also walks through real data-driven pricing strategies using PriceLabs dashboards and shares his top lessons from nearly a decade in the industry.

How to connect with Jake:

https://www.stepbystepbnb.com/
https://www.facebook.com/groups/priceyourstr

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
Short Term Shop Plus - stsplus.com
Follow Avery Carl on Instagram
Follow Avery Carl 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

Production done by Outlier Audio

On this week's episode, Avery is joined by Brittany Magsig, the social worker turned short-term rental investor and content creator behind Mountain Mama Cabins. Brittany shares how motherhood, a pandemic trip to the Smoky Mountains, and a desire for freedom inspired her to pivot from education into real estate investing. She opens up about buying her first cabin in Wears Valley, navigating management challenges, and building a viral social media presence that now drives over 70% of her bookings directly. Avery and Brittany also discuss the myth of the “Airbnb bust,” staying adaptable in a saturated market, and how authenticity fuels both business and personal growth.

How to connect with Brittany:

mamacabins.com
@mountainmamacabins - TikTok
@mountainmamascabins - IG
Mountain Mama's Cabins - Facebook

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
Short Term Shop Plus - stsplus.com
Follow Avery Carl on Instagram
Follow Avery Carl 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

Production done by Outlier Audio

On this week's episode, Avery is joined by Sandeep Nanda, one of the highest-volume Short Term Shop clients. Sandeep shares how he went from corporate revenue management to buying his first condo in downtown Austin, identifying the early opportunity in short term rentals, and scaling from one property to over thirty. He breaks down how data analysis, conviction, and a few bold power moves with lawyers and lenders led to multi-million-dollar exits—along with lessons about timing, asymmetric bets, and why “time kills deals.” Sandeep also discusses how he’s now applying those analytical skills to artificial intelligence through his new company, AI MySTR, helping hosts automate and optimize their businesses.

How to connect with Sandeep:

deepnanda.com

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/
Short Term Shop Plus - stsplus.com
Follow Avery Carl on Instagram
Follow Avery Carl 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

Production done by Outlier Audio