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$10K per month helping people get into yachting šŸ›„ļø

Welcome to a fresh edition of eBiz Insider, my free newsletter packed with tips, insights and opportunities to build your online business.

Today...

  • $10K/Month Helping People Get Into Yachting

  • Making 6 Figures, Working From Anywhere

  • $3 Million Per Year Syncing Vacation Rental Software

  • $100,000 Ebook Sales in 8 Months

  • This Automation Helps Him Make $20K/Month on Upwork

  • $6000/Month Adding a Specialized Layer to ChatGPT

  • Selling Her Notes For $22,000

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$10K/Month Helping People Get Into Yachting

Hugo Ortega is the founder of Superyacht Sunday Schoolā€¦

We help aspiring adventurers with little or no experience in boating or hospitality, begin Yachting without wasting their time and money.

Hugo spent 9 years working as a yacht crew member and has learned the nuts and bolts of how things work šŸ›„ļø

He now offers a program through his site to help people get a job in yachting.

šŸ“ Per a recent interview, in less than 2 yearsā€¦

it has grown into a full-time business earning $10K/month.

The course is priced $997 and offers split payments, so thatā€™s about 10 new students per month šŸ‘

It all started whenā€¦

In late 2022, Hugo began putting together some basic resources to help aspiring yacht crew members. This included PDF guides on how to create an effective CV/resume, a list of top crew recruitment agencies, and checklists outlining the steps to get started.

To get things going, Hugo turned to Facebook groups related to yachting and began engaging with the community, answering common questions, and adding value wherever he could.

Anytime someone asked a common question, Hugo made sure to answer it thoroughly. At the end, heā€™d say something like ā€œIf you want more resources on this topic, Iā€™ve got a great guide here,ā€ and include a link to opt-in to his email list.

That resulted inā€¦

ā€¦ his first $299 sale for a basic package that included a 1-hour phone consultation and those same PDF guides he had offered as opt-in incentives.

That led to the creation of Hugo's course, which includes šŸ‘‡

  • Cheat sheets

  • Personal coaching calls

  • Visa and CV prep

  • Monthly Q&A

  • Community access

  • A certifications and training database

He has since built a following on TikTok and Instagram talking about all things yachting, while running Facebook ads to bring traffic to his site šŸ“ˆ

I love how Hugo is using his past professional experience to help other people get ahead in that field.

Could you do something like that with your past experience? šŸ¤”

Or could you partner with an expert and help them create some kind of training program?

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Making 6 Figures, Working From Anywhere

Today's email is brought to you by Comprehensive Copywriting Academy.

That's a highly-rated copywriting course by Filthy Rich Writer šŸ¤©

One student told usā€¦

I can honestly say that without the CCA my copywriting business wouldnā€™t exist. Nicki walks you through everything you need to know, from the nuts and bolts of setting up a business from zero to how to write great copy. 

Thanks to her guidance, Iā€™m making six figures and can work from anywhere.

$3 Million Per Year Syncing Vacation Rental Software

Vinny Breslin is the founder of Uplisting, self-described asā€¦

All-in-one Vacation Rental Software and Channel Management System

So if you have a rental property, Uplisting plugs into sites like AirBnB and Booking.com to keep all your bookings and availability in sync šŸ˜Ž

Per a recent interview, in 2023ā€¦

Uplisting possessed 1,500 customers and made $3 million in [annual recurring revenue].

šŸš€ How it startedā€¦

When Vinny left for university in 2005, his parents bought a guesthouse with 16 rooms.

Seeing a new business opportunity, his mother [Sian] opened a school in the guesthouse for other mothers. She taught them how to cook cheap and healthy recipes, and it was a local success.

Vinny thought the world might want to participate in his motherā€™s classes, too.

He picked up the idea, named it Sianā€™s Plan, got on some calls with venture capitalists andā€¦

Secured half a million in VC funding for his new startupā€¦

Building a business under pressure from hard-won investors was also a pain. Sianā€™s Plan acquired roughly 10,000 customersā€¦

In 2015, after three and a half years of effort, Vinny and his mother quietly laid Sianā€™s Plan to rest. But Vinny was far from defeated.

So that business ultimately failed šŸ˜• but Vinny learned a lot along the way.

Next he got a job asā€¦

A general managerā€¦ at an Airbnb competitor in London called House Trip.

While working at House Trip, Vinny noticed a common customer complaint. Hosts would forget to update their propertyā€™s availability and pricing because they were too busy focusing on Airbnb.

Even when hosts tried to maintain listings across multiple sites, theyā€™d run into trouble. ā€œAn Airbnb booking, for example, wouldnā€™t block the dates on other booking sites,ā€ Vinny adds. ā€œSo they would eventually end up with a double booking which cost them money.ā€

šŸ¤ So in 2017 Vinny partnered with two of his former co-workers at House Trip to start a new business that would solve the syncing issueā€¦

Fortunately, it was easy to find customers. The industry craved a system for syncing rental stays. However, it was often challenging to integrate Uplisting with major booking sitesā€¦

After a couple of calls to Airbnbā€™s Ireland office over the first two years of operation, Uplisting secured an integration, even becoming a preferred provider.

This time around, Vinny didn't take any VC fundingā€¦

Listening to customers and building for their needs helped in a big way. When youā€™re a bootstrapped company, every product decision has to make money. You make better decisions.

šŸ’° 6 years later, in 2023, Uplisting was doing millions in revenueā€¦

Vinny had put together a strong SaaS business that even his mother, Sian, was using.

They started getting buyout offers and ended up selling it for a "lucrative offer" last year.

Researching SaaS multiples, it looks like they're at least 3-4x annual revenue nowadays, so it's probably safe to say they sold for $10+ million šŸ¤‘

One takeaway from Vinny's story: past failures can lay the groundwork for future success.

Must have been tough to close up shop on Sian's Plan after 3.5 years of effort and go back to being an employee. But sometimes you have to backtrack a bit before you can move forward šŸ‘

I also like the detail about how they persisted with Airbnb to get that integration. I'm sure that was a massive win for their business, and it was 2 years in the making.

None of this stuff happens overnight.

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šŸ—‚ $100,000 Ebook Sales in 8 Months

From the archive, published April 2021ā€¦

Thatā€™s Steph Smithā€™s book, Doing Content Right.

Lots of great insight in Stephā€™s recent AMA on Indie Hackers.

My favorite part is her response to a question about how she managed to write the book while holding down a full-time jobā€¦

I always like to remind people that the book was actually 5+ years in the making (learning and distilling the expertise) when I answer this question.

I think I originally heard of Jack Kerouacā€™s book written in three weeks and an interview where heā€™s asked ā€œHow long did it take you to write ā€˜On The Roadā€™ā€, to which Jack replies, ā€œThree weeksā€.

But when Allen asks, ā€œHow long were you on the road for?ā€, Jack says, ā€œSeven yearsā€. In other words, Kerouac spent seven years and three weeks writing that book.

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