August 19, 2021

Ultimate Guide to Providing Broadband Internet in Your Airbnb Property

Airbnb has been a revolution for the hospitality industry. With regular homeowners able to list properties for temporary lets, the platform has been a boom with modern […]
August 4, 2021

From Hectic Host to Millionaire Manager

Airbnb hosts pay attention...there's a brand new online event coming up called From Hectic Host to Millionaire Manager. This FREE event will take place on Thursday August […]
February 3, 2021

Work in Paradise: Airbnb Trends Towards Remote Workers in 2021

It's no secret that remote work has increased dramatically this year. This has caused one of the biggest Airbnb trends of the year – catering to […]
January 27, 2021

How To Setup Your Digital Airbnb Guidebook In 2021

Guests have more questions now than ever.  If you've traveled recently, you've probably had a few questions yourself. You're wondering if the Google hours at the […]
January 20, 2021

9 Lessons To Help You Grow Your Airbnb Business in 2021

2020 was a roller coaster ride for short-term rental hosts. So, what did Airbnb hosts that stuck it out learn in 2020? And how can we […]
January 6, 2021

Prevent House Parties at Your Airbnb: Tips for 2021

With all the social restrictions in place right now, people are itching for ways to let go.   If you’re an Airbnb host, a house full […]
December 30, 2020

How to Make Your Airbnb Pet Friendly and Increase Revenue up to 25%

Have you considered making your Airbnb pet friendly? Many people are traveling closer to home with new restrictions. This means they are bringing the whole family, […]
December 22, 2020

Airbnb Demand Drivers Every Host Should Know in 2021

Keep the same price on your short-term rental every day? Knowing these 3 Airbnb Demand Drivers could increase your revenue by 40% or more. Seriously.  Back […]
December 16, 2020

Cohosting on Airbnb: Lessons From a Legend

A lot of people ask me about how to get started cohosting on Airbnb.   So, on this week’s episode of Get Paid For Your Pad, […]
December 10, 2020

Investing in Short Term Rentals : Lessons From a Legend

I’ve been getting a ton of questions from you guys about investing in short term rentals,  and how to start growing your business.  So,  this month […]
November 15, 2020

7 Profitable Ways To Grow Your Direct Booking Website

Author: Keiran Griffiths | CMO Lifty Life Vacation Rentals Many short term rental operators are looking to improve their online visibility, rely less on the large […]
August 31, 2020

The New Traveler Persona: How to Stay Relevant to Your Target Market in 2020

The past few months mark an inflection point for the short-term rental industry. The world has changed, and so have traveler behaviors and expectations. There’s a new […]

The best business strategy is a satisfied customer. And if you host one or two short-term rental properties, it’s fairly easy to earn five-star reviews on Airbnb. But how do you maintain a high-quality guest experience at scale? How do you rack up 2,000-plus reviews and keep a 4.99 rating?

Sean McGregor is the Founder and CEO (Chief Experience Officer) of Stay Work and Play Co-Hosting, otherwise known as SWAP Lofts. Sean and his wife Lindsey have been hosting on Airbnb since 2012, garnering 2,212 reviews and a 4.99 rating overall. Sean pivoted to the cohosting model during the pandemic, and so far, he has built a portfolio of 15 listings in five states. He is also an active member of our Legends X community.

On this episode of Get Paid for Your Pad, Sean joins me to explain how he pivoted his STR business during COVID, sharing what he did to connect with property owners and build his management portfolio. He discusses using Thumbtack to find good team members in a new location and walks us through his plans to scale SWAP. Listen in for Sean’s top four strategies for maintaining a five-star guest experience—even as you grow your STR business!

Topics Covered

How Sean got his start with short-term rentals

  • Helped then-girlfriend Lindsey host on Airbnb
  • Managed remotely during family trip to Europe

How Sean pivoted to cohosting during COVID

  • Draw on experience managing family property 
  • Find property owners in Facebook groups

How Sean uses Thumbtack to find team members

  • Hire photographer, cleaners, handyman, etc.
  • Narrow down by reviews, they bid on job

Why Sean pays for a photographer to do a 3D tour

  • Makes it easier for cleaners to bid on job
  • Help guests and team members find things

How Sean maintains a high guest satisfaction score

  • Make it as easy as possible to check in
  • Personal connection via text throughout stay
  • Make it right when things go wrong

Sean’s top strategy for getting a 5-star review

  • Write detailed, friendly review for guest
  • Text screenshot and they reciprocate

Sean’s plans to scale SWAP Co-Hosting 

  • Document processes through Legends X
  • Build team so business can run without him

What Sean did before he got into short-term rentals 

  • College VIP discount cards for students
  • Golf VIP (access to/discounts on courses)

Why Sean recommends the Legends X program

  • Accountability pods to stay engaged
  • Community going through similar things

Connect with Sean

Stay Work and Play Co-Hosting


The 4-Hour Workweek: Escape 9-5, Live Anywhere and Join the New Rich by Timothy Ferriss

‘Alive Time or Dead Time. What Will It Be?’ in the Daily Stoic


Matterport Virtual 3D Real Estate Tours


Julie George on Clubhouse

Legends X

Get Paid for Your Pad on YouTube



Hostfully [Discount Code PAD]

July 5, 2021

Scaling a Remote Co-Hosting Business While Maintaining a 5-Star Guest Experience – with Sean McGregor (Ep390)

The best business strategy is a satisfied customer. And if you host one or two short-term rental properties, it’s fairly easy to earn five-star reviews on […]