Rob Cubbon – Generating A Passive Income From Paradise

I have been following Rob Cubbon for a while now on social media etc. and I was extremely happy when agreed to do a Q&A interview to give me an idea on how he runs his business operation – I am even happier now that we have spoken and I can share the interview with my readers!

I love the business set up that Rob has created for himself, he spends a lot of his time working in Thailand soaking up the sun and working from really idyllic locations, looking at some of the photos he has posted up on social media it really does look like he is working from paradise.

Rob has been able to set up a business model that generates a lot of passive income through various means such as ebooks, courses through his website, Udemy courses and Amazon FBA.

Basically, Rob can teach you a lot about how to generate a passive income, so before get to the interview about a quick video where we can hear from the man himself:

Can you please tell us a little bit about yourself and your background?

In 2006 I was wasting my life away on a string of mundane jobs in offices in London, UK, when I started a website and started providing web and graphic design services for clients. I gave up work in 2008 and since then I’ve been earning money doing what I love – creating e-books and video courses as well as working for clients and other things. Since 2014 I’ve been traveling full time.

How did you learn all the skills required to start your online ventures?

I had basic skills with design software (Adobe Photoshop, Illustrator and InDesign).

Do you have a mentor?


Since you first started your online business, has earning money become more difficult due to crowded marketplaces & changes of rules etc? For example, I have read that a lot of Udemy instructors have seen their incomes decrease due to changes on Udemy’s website. 

Every year some areas become more competitive but new opportunities spring up in other areas. Overall, I’d say it was always about the same. Yes, I’ve seen my Udemy earnings go down but that’s not such a bad thing as I’m less dependent on them now.

Is it therefore, important not to have all your eggs tied up in one basket?


You appear to have tried most of the mainstream online ventures, from Udemy, to Blogging to writing Ebooks. How do you find the time? Do you have a set daily routine that you follow?

I’ve never had a routine and I don’t work particularly hard. I think the fact that I like to get things done and finished works in my favor. I’m not a perfectionist. I set myself medium-term goals – I like to get a blog post published every week (up until recently), a video course or a book finished within a month, etc.

Is web design still your core business?

Not ‘core’ but I still do it.

How has running a blog changed since you began in 2006?  Is content still king?

For me, good quality free content is still king. The only thing that’s different is that the content now has to be better (over 1500 words with video, etc., whereas before 400 words per blog post was OK).

What do you know now that you wish you had known when you first started your own business?

Nothing springs to mind. There are no secrets.

How much of your success would you contribute to building an email list?

A lot! Apart from a website, the email list is the most essential thing.

Do you outsource any of your work?

Yes, loads!

You seem to be living the dream and spending a lot of time in Thailand instead of London, is it easy to run your business from another country or does it come with it’s own problems?

To be honest, there may have been a few teething troubles but I found it quite easy.

How many hours roughly per week do you spend on your business?

I have no idea. I work when I want to.

To date, what has been your most successful business venture?

Creating video courses.

How long did it take for you to earn to money from your blog?

Not long, if you count getting clients to contact me from the website earning money from a blog. It took six months.

For a long time you published your income reports on your website, can you advise how much money you have earned in your most successful month?

One month I made nearly $7000 from Udemy alone so I must have made over $10,000 passive income profits that month. Remember I only publish passive income reports, I don’t include money from clients.

What tips would you give our readers who are looking to earn an extra income by starting an online business?

Create great free content, collect email addresses, and be consistent both with the content and emailing the subscribers. And then start creating products and be consistent with that. Everyone starts but gives up so quickly.

What suggestions would you give to a new blogger looking to drive more traffic to their website?

Create great free content.

What are your plans for the future?

2017 is going to be the year I work less.

I’ve been in business for over 10 years. And, for most of that time, I’ve been interested in “bootstrapping” businesses. I grew my business from zero (OK maybe I invested $200 initially!) to six-figures.

My blog articles, my books and my courses have reflected the desire to help people grow businesses with minimal investment.

However, in the last few years, my business has been doing well and I’ve been living in cheap parts of the world. The result is I have capital in my business that I want to invest. So my future businesses will be about, for example, turning $10,000 into $100,000 – rather than growing something from nothing.



I hope this interview inspires you to pursure some of your own Money Earning Ideas. If you need some more inspiration how about reading some of Rob’s ebooks which can be purchased from Amazon.