July 23, 2022 | Amelia Melching
At Wheelhouse, our mission is to help short-term and vacation rental owners improve revenue and scale their portfolio. We do this through our dynamic pricing software that allows our customers to get pricing specific to seasonality, day of week trends, and even actual sales in the market.
But, we know there’s a lot more to success in the vacation rental market–which is why we love learning from and sharing the best short-term rental business coaches and courses out there.
Executive coach, life coach, relationship coach — there’s a coach for everything, including short-term rental businesses.
Why is it so common for people to have a coach? One branding expert attributes their popularity to an unprecedented need to navigate immense change; a feat coaches help with. Courses are also useful, especially ones that capture proven income strategies and latest trends.
What’s great about 2022 is the sheer availability of tools to enhance your business. From revenue management tools to property management software, coaches and courses are just another option for you to keep profits growing.
Here’s why:
Learn from (others’ experience): These coaches have a lot of experience in the short-term rental world. They’ve done it before, they’ve helped others, and they’ve created entire courses about improving your short-term rental business. They not only share how they’ve reached success, but the roadblocks that got in their way that you can avoid.
New perspective: Every short-term rental owner or manager knows it’s a rocky road to success. You have to try out different strategies to find one that builds you a comfortable profit. If you’re not reaching your goals, you might be too deep in the game to notice a fatal flaw. Coaches and courses offer a new perspective to help you see the bigger picture.
Improve confidence: Perhaps you know your Airbnb or Homeaway portfolio is valuable, but how do you feel communicating that value to staff? Investors? Partners? Coaches and courses help you feel more confident in your business communications.
Learn the latest tech: A simple Google search might show you the latest ancillary software, but let’s be real: your day-to-day operations keep you from buckling down and researching your industry. Coaches and courses (at least the good ones) likely have experience with new tech in the short-term rental space and will share them with you.
Stay sharp: You’ll never know everything about a market or business, no matter how long you’ve managed your portfolio. Being open to education means you’re open to innovations, strategies, and new approaches to grow your business.
Known as the King of Airbnb, Brian Page helps people leverage automation to work part-time in the short-term rental business and discusses making money through Airbnb through rentals, not owned property.
The BnB Formula is a 3-6 month coaching program where Page works 1:1 with clients to enhance their Airbnb portfolios and business. It includes a masterclass, a collection of tools and templates, and access to a private Facebook community of like-minded entrepreneurs.
Page has 100,000 students across the world studying his BnB formula. However, he advises on more than just the real estate industry, including affiliate marketing, cryptocurrency, and stock trading.
How it works:
8-week masterclass
Tools, templates, and checklists
Private member Facebook group
MP3 lessons and transcripts
Bonus topics
Other social media accounts:
Awards, Recognition, or Results:
#1 Airbnb training in the world
Featured on Forbes, INC., Entrepreneur.com, and NBC
Pricing: Starts at $1,997
Cashflow Diary features hospitality training for aspiring short-term rental managers that want to succeed without buying property. Founder J. Massey is a successful entrepreneur and family man who found financial freedom (retired at 38) through investing in Airbnb short-term rentals. Today, his portfolio consists of 34 units that make him more money than anything he’s ever embarked on in his business experience.
Massey’s training business features all sorts of juicy resources, from regular blog posts noting industry trends, to a weekly podcast. He also offers free, short training courses and videos on topics like marketing, staffing, financing, and revenue management. Finally, his course titled “Short-Term Rental Business Blueprint” is absolutely free and tailored to the beginner STR manager.
Massey’s 12-month coaching and mentoring program is less advertised and doesn’t list a price.
How it works:
Course is virtual and video-based
Offers access to a community of over 1,000 other short-term rental owners and managers.
Resource library including workflows, checklists, and videos to learn about building a short-term rental business.
Inquire for coaching and mentoring
Other social media accounts:
Awards, Recognition, or Results: Testimonials from customers detailing enhanced revenue and occupancy after participating in Cash Flow Diary resources.
Pricing: Free course, coaching price not listed
The Fearless Investor is a collection of real estate education services by Kyle Stanley. His background in health and wellness, sales, recruitment, and television offer a unique perspective, but his true success started with using Airbnb to pay off his mortgage.
A few investments, coaching sessions, seminars, and “flips,” later, Kyle fashioned his modest Airbnb listing into a $25,000-monthly revenue machine.
Today, he offers a few products:
Self-paced, Kickstart Course for Airbnb beginners with money to invest
1:1 Mentoring and coaching for people who require more guidance
Regular podcasts, blogs, and Youtube videos with industry news and insights
How it works:
Airbnb Kickstart Course – Self-paced
1:1 mentoring
Other social media accounts:
Awards, Recognition, or Results: Testimonials detailing $160,000 in yearly revenue, success convincing landlords to allow Airbnb businesses, and more.
Pricing: Not listed
Million Dollar Renter is an education business that specializes in supporting short-term rental managers that rent their properties. However, they also cover property acquisition for interested investors. The program currently offers five specialized courses on the short-term rental business:
The Airbnb Closers Crash Course: Negotiation, property acquisition, renting with bad credit, market research, plus access to an eBook and Airbnb MBA 2.0.
Pricing Masterclass: Dynamic pricing (duh), last-minute bookings, SEO, length-stay discounts.
Upsell Course: Training videos about upselling with tide pods, affiliate links, and calendars.
Cracking Superhost: Property acquisition, rent negotiation, utilities, interior design, customer services, upsells, automation, access to past coaching calls
Airbnb MBA 2.0: Business models, location, photography, pricing, scaling, and more.
Sean Rakidzich owns the business and also runs a YouTube channel called Airbnb Automated.
How it works: Self-paced, video-based courses
Other social media accounts:
Awards, Recognition, or Results: Testimonials detailing new property acquisitions, increased revenue, and more occupancy
Pricing: Course prices range anywhere from free to $4,000
Rental Scale-up offers regular tutorials on various short-term rental topics, like optimization strategies, cleaning tips, crisis management, and more.
A trusted source for short-term rental news, Scale-Up features regular blog articles, newsletters, and reviews on the latest trends in the industry. For example, they feature some top pricing tools like Wheelhouse in the website’s Airbnb tools section.
The site also has a dedicated industry news section categorized by booking websites, including one for Airbnb, VRBO, and Booking.com.
As for courses, Rental Scale-up offers various consulting and course packages, like:
Advertising: Lead generation campaign, masterclass, thought leadership articles, and ads
Product Marketing and Management: Competitive analysis, market assessment, authority building, strategy mapping
Strategy: Business plan review, team workshops, pitch deck review
Instagram Framework Course: One-off audit or 5-week course on success measuring, social media lead generation, and content marketing for short-term rentals
How it works:
Consultation and coaching
Instagram course with consultation
Regular videos and articles about the latest in the industry
Self-paced
Other social media accounts:
Awards, Recognition, or Results
Official Vacation Rental World Summit 2021 Partner
Panel member for Short Stay Week (French edition)
Podcast guest on Short-term Rental Titans, Get Paid for your Pad, Flying Cat Marketing, and more.
Pricing: Ranges from free to thousands of dollars for more intense consultation packages
Julian and Jon run Short-term Sage, a company dedicated to helping everyday people find financial freedom through Airbnb. A key principle is their stance that you don’t have to own property to succeed in the short-term rental business.
Both hosts had humble beginnings with Airbnb starting with a small basement rental. The pair found success first with a short-term rental podcast, then quickly moved on to offer a free training course that covers:
Awards, Recognition, or Results: Countless video testimonials detailing success with starting an Airbnb/short-term rental business, increasing occupancy, finding efficiencies, etc.
Pricing: Free
Hosted by Tracey Northcott Consulting, the Whole Hearted Host is a course that features various branding and monetizing strategies for Airbnb hosts. Tracey stumbled upon Airbnb as an income source by accident but quickly grew to run a 7-figure business with staff in Tokyo.
Now, she offers top-notch consulting for aspiring short-term rental business owners both within and outside Airbnb.
The course lasts six weeks and covers branding, guest screening, profitability, marketing, monetization hacks, and more. Moreover, she also offers a completely free masterclass about writing the perfect listing bio.
Tracey’s unique lens into the Japanese real estate market is rare in short-term rental coaching.
How it works:
Mentoring and consulting
Free masterclass
6-week course
Other social media accounts:
Awards, Recognition, or Results: Happy testimonials
Pricing:
How to write the perfect listing bio — Free
Custom coaching pricing, but consultations start at $150 per session
Branding and listing audit — $299.00
STR Communication Pack — $37.00
House rules bundle – $7.95
Course content: Interior design and STR coaching
Get coaching from Tatianna Tait on the rental industry and interior design. Tait has six years of marketing experience and four years of interior design experience and has worked on residential and multi-family projects. Get tips and tricks on transforming a space and renting it out to the public.
You can view Tatianna’s most recent interior design projects on her website or take the time to read her blog as she gives insight on how to make a house a home.
How it works:
Tatianna’s website services are currently being updated, but you can get access to her free resource library immediately
Other social media accounts:
Awards, Recognition, or Results: Not specified
Pricing: Not specified
Course content: Hospitality technology
VRMB is not a get rich quick overnight success tool for those wanting to become a short term rental owner. The main purpose of this blog is to educate struggling and new short term renters and challenge them to think outside the box.
VRMB offers structured learning that includes years worth of short term rental research. There are four structured learning total and they cover property management software, a in depth report of short terms rental trends this past year, and the short term rental lifecycle.
How it works:
Get a membership
Access to all content
Attend premium meet-ups
Buy the Structured Learning
Other social media accounts:
Awards, Recognition, or Results: Satisfied testimonials
Pricing:
Membership is $55 a month
Accelerator Program/Bootcamp: $1500
Essential Guide to Property Management: $125
Operational Growth: $50
VRMB 2022 Trends Report: $24
Course content: Real estate and STR investing
Diya Liu’s course is 100% online, broken up into modules that teach you how to analyze and research your investments and improve find cash flow. Furnish and show off your properties for your bookings, create your payment system, optimize your website to attract new renters, and rank number one in the search engine.
How it works:
One-hour mini seminar
100% online, full length STR course
Other social media accounts:
Awards, Recognition, or Results: Testimonials about making additional thousands of dollars every month
Pricing:
“Invest to travel” course: $1597
1-hour seminar: $97
Course content: STR safety and security
Justin D Ford STR Safety course teaches hosts and property managers about safety and security through a series of podcasts, webinars, and more. Justin Ford also provides personal safety and security issues he has faced in his career to educate short-term rental owners on the importance of safety.
You can enroll into 2 free courses that teach about short term rental safety as well. Each course is 6 weeks long and you earn when the course has been completed.
How it works:
Access his webinars, podcasts, and interviews on his website
Enroll into the 6 week safety courses for free
Learn about short term rental safety
Get a certificate for each completed course
Other social media accounts:
Awards, Recognition, or Results:
2022 Ambassador for Safety
Top 20 Short-term Rental Consultants of 2021
Award for Excellence in Safety & Security from Alto Vita
Pricing: Not Specified
Course content: Airbnb hosting tips and consulting
Amy, the Abundant Host, has a list of reads for newbie Airbnb hosts or those looking to start short-term renting altogether. She also has several consulting services.
How it works:
The Abundant Host offers several services:
60 minute Airbnb consulting call
In-depth Airbnb listing evaluation
60 minute consultation and listing evaluation
4-week Abundant Hosting Mastermind class
Sponsorship and advertising opportunities
20-minute speed calls
Other social media accounts:
Awards, Recognition, or Results: Not Specified
Pricing: Abundant host services range from $80 for 20-minute consulting sessions to $795 for her Mastermind course.
Course content: Real estate investing
Bigger Pockets has articles, videos, and podcasts to help show their consumers how to invest in real estate properly. It breaks down strategies to help you learn and master all the steps to investing. Gain insights from their community networks and forums.
Instead of an actual structured course, Bigger Pockets let you take your learning at your own pace. The videos, podcasts, and articles are divided and sorted so you can focus on one topic at a time. All you have to do is make an account and get started.
How it works:
Make an account
Get access all free content
Upgrade to a Pro or Pro Annual Membership for access to investment tools
Other social media accounts:
Pricing:
Starter: Free
For Pro Monthly: $39 a month
For Pro Annual: $32.50 a month, currently 16% off.
Course content: Airbnb management and rental arbitrage
Bnb University has a curated curriculum that introduces the world of Airbnb to the student. Kick off your learning with a free course that covers all the Airbnb rental basics such performing property research, compound interests, finding profitable properties, and more to generate a stable cash flow.
Each course is sold individually and must be completed in order, or you cannot move on to the next course.
How it works:
There are three courses sold separately, but they must be taken in order.
The first course is free, but you will have to pay for the other courses.
The first course is an intro to Airbnb, the second is on Airbnb management, and the third is on rental arbitrage.
Other social media accounts:
Awards, Recognition, or Results: Chi Ta made over 2 million dollars within 9 months of starting his short-term rental career. Students are making thousands through their properties each month.
Pricing:
First course is free
Second course costs $2,497
Course content: Airbnb investing
BNB Inner Circle guides you through your next successful investment and shows you how to build equity and maximize cash flow in seven different ways. From finding deals in a competitive market, to building instant equity and improving future cash flow through strategic renovations, they cover it all.
They also show you how to find properties that are uniquely well positioned to dominate on Airbnb, and how to make that happen without all of the headache that typically comes along with property management. They’re certain that working with them will be worth at least $30,000 to you in additional equity and cash flow within the first 12 months.
How it works:
Guides you through steps to make successful investments and build equity and cash flow.
Other social media accounts:
Awards, Recognition, or Results:
Positive testimonials from industry leaders and previous students
Co-Wrote “Airbnb for Dummies”
Pricing: Not Specified
Course content: Property assessment and management
Bnb Hosts Nicole and Aaron Byerlee operate in Australia; specifically in Melbourne, Brisbane, Gold Coast, Sunshine Coast, Cairns, Port Douglas, Adelaide and along the coast between Geelong and Lorne. The team takes homeowners through a three-step process for property management to help them improve their returns.
How it works:
Property assessment by their team
Photography and marketing support
Complete property management
Other social media accounts:
Pricing: Not Specified
Course content: Vacation rental strategies
Learn from Bnb Specialist everything that you need to know about becoming an Airbnb host with blogs, tips, and software suggestions. Watch the How-To videos to get a better understanding of the internal work that goes into being a short term renter.
Bnb Specialist has many downloadable templates and guides you can purchase on their website. The price range for the templates and guides is 2 to 45 dollars.
How it works:
Join the email list
Watch her how-to videos
Join her private Facebook community
Purchase one of the templates or guidelines on their website.
Other social media accounts:
Pricing: Templates and guides range from $2 to $45.
Course content: Airbnb essentials
Learn about Airbnb with the help of Symon He, a published author and prominent real estate agent in the Los Angeles area. His work has been cited in the Wall Street Journal, Forbes, Reuters, and more.
Read articles and learn about the latest trends with Airbnb hosting and real estate. Get proper tips on how to keep your Airbnb clean and free of bed bugs. Join with your email and receive free training from Symon He, himself, and become a hosting pro in no time.
How it works:
Enter your email
Get free training and bonuses from Symon He.
Other social media accounts: Not specified
Awards, Recognition, or Results:
Co-Wrote “Airbnb for Dummies” with James Svetec
Pricing: Not specified
Course content: STR acquisitions
The Short Term Shop is an acquisition company that helps short-term renters grow and acquire new property. They have property listings and real estate agents all over the country.
The Short Term Shop offers a three-hour Monday Management course that helps new short-term renters learn how to properly self-manage their properties. It covers everything from housekeeping to taxes.
You can also learn about short-term management through a series of videos starring Avery Carl. She invites guests to talk about the work that goes into being a short-term renter and how to be successful.
How it works:
Watch the Short Term Shop Videos.
You have to be a client to enroll in the Monday Management course.
When you become a client you will receive a link to enroll in the course.
Other social media accounts:
Awards, Recognition, or Results: Not Specified
Pricing: Not Specified
Course content: Vacation rental industry website support and education
Get a 30 day free trial, work through modules, and gain access to all the vacation rental secrets that lead to success. Learn about the tourist market and how you can apply these secrets and suggestions to become a vacation rental owner successful.
Or, take the Fully Booked Formula training program that is designed to make all your rental properties worth 5 stars. The training program is broken down into three modules that cover booking conversion rates, building your reputation, and how to get your website to stand out.
You can also schedule one-on-one sessions for up to four hours!
How it works:
Sign up and pay for each module.
Schedule one-on-one coaching with Antonio Borlotti.
You can schedule a one hour, two hour, or four hours session.
Other social media accounts:
Awards, Recognition, or Results:
Not Specified
Pricing:
$197 per module
One hour session: $125
Two hour session: $250
Four hour session: $500
Course content: Short term rental investing
Receive mentoring and coaching from 25-year short term rental veteran, Alanna, through her 20 module course with The Distinguished Guest!
The 20 module course is catered toward beginners looking to make short term renting a career. The courses cover how to set your rental listings, hire the right photographer, property managers, and more. You get access to the first 10 modules when you become a member.
Plus, once you’ve become a member you also get access to office hours with Alanna where you can ask questions and get feedback.
How it works:
Sign up and pay for Alanna’s online course.
Start completing the modules.
Gain access to the Facebook Community
Get office hours with Alanna
Other social media accounts:
Awards, Recognition, or Results: Not Specified
Pricing: Regular price is $2,991, though she does offer discounts
Course content:
Airhost Academy with Kevin Kelsey is filled with blog posts available to anyone wanting to learn the basics of Airbnb hosting. You can also join their Facebook community to directly receive tips and tricks from experts on renting, investing, and more. Their website even offers a listing generator.
How it works:
Join their Facebook community or take your time reading through each blog post.
Other social media accounts:
Awards, Recognition, or Results: Not Specified
Pricing: Not Specified
Course content:
Take the quiz with Airbnb Smart and receive feedback directly from Rowan. You will also receive a custom report that will show you your strengths when it comes to hosting. Once you’ve taken the quiz and received your feedback, you can access some of Rowan’s other content.
How it works:
Click the link to take the quiz
Get feedback from Rowan
Get your report
Gain access to free content
Other social media accounts:
Awards, Recognition, or Results: Not Specified
Pricing: Not Specified
Course content: Airbnb training
Legends X offers weekly one-on-one coaching via Zoom, an accountability group to help you ask questions and meet other individuals like you to stay on track, daily interaction with your coach, and weekly training modules that break down short-term renting.
How it works:
Schedule a strategy call
Start a 90-day training with a coach
Join the Legends X Slack
Get support and advice from your peers and coaches.
Be apart of monthly live strategy calls with short-term renters
Other social media accounts:
Awards, Recognition, or Results: Not Specified
Pricing: Not Specified
Course content: Wealth building for STR owners
STR Wealth hosts an intense training program that will train you to become the next great host in the rental industry. Enjoy one-on-one coaching sessions with experts in the industry and get access to a private Facebook group and the Superhost Library linked to the website.
This website was founded by Bill Faith, who has 25 years of experience in real estate and investing and recently made the switch to short-term renting in 2015. Faith has built a multi-million dollar portfolio and wants to share his knowledge so that future short-term renters can do what he did in half the time.
How it works:
Sign up for the training and get coaching from experts
Read from the Superhost library
Join a private community of like minded individuals.
Other social media accounts:
Awards, Recognition, or Results: Multi-million dollar portfolio
Pricing: $379
Courses and coaching offers include:
Training videos
Access to exclusive community groups with other professionals
Checklists, forms, scripts, and workflows
Industry insights and research
1:1 consultations
Courses and seminars
Property assessments
Courses and coaches allow short-term rental business owners to learn from experienced owners who have already seen success and know how to help you get there.
But of course, getting this success yourself can always use additional support, through other vacation management software like Wheelhouse. Wheelhouse is a pricing tool for every type of real estate investor—hobby hosts, advanced owners, and professional property owners. The software includes an adaptable pricing tool, market insights, competition data monitoring, and ultimate customization capabilities.
In fact, most of the above courses and coaches touch upon dynamic pricing to some degree. Ready to see it in practice?
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