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Business Mistakes: 5 Things I’d Do Differently if Starting Over in 2021

by Sean Ogle | Last Updated: May 10, 2018

In my 10 plus years of running Location Rebel, let’s just say I’ve made a lot of business mistakes.

Wait, hold up.

Did I just say nine years?

Why yes, my astute friend, I did. This week marks the 9 year anniversary of starting this site and sending my life down a path with which I’d never recover.

That sounded bad.

Sending my life down a path that’s been much more fun, fulfilling, and profitable than I ever could have imagined.

Ah yes, that’s more accurate.

For the past week, I can’t tell you how long I’ve hovered over this post, not sure what to write.

I could do a sappy and generic thank you (but seriously, thank you!), but that didn’t seem valuable enough.

I thought about doing a post on the secret to my success. Then I realized I did that not long ago:

I also considered doing a recap of all the highlights from the past 10 years. And decided there’s a good chance the only person who would care about that is me.

So in the end, what you’re left with is the following post.

In it, I’m reflecting on 5 of my biggest business mistakes. These are the things I would have done differently looking back, and with each of them, I try and provide some lessons on how you can avoid making the same mistakes, and what you can do this week to make positive progress on your own ventures.

How You Can Avoid My Biggest Business Mistakes

Mistake #1: Not Spending Money on Advertising

I’m going to let you in on a really embarrassing secret.

This site?

It’s not nearly as big as you think it is.

Our traffic numbers have been more or less stagnant for the past 4-5 years.

And that’s been a frustrating problem that I’ve been attacking head on over the last few months.

But here’s the thing.

I do a lot with the traffic I do have. I’m very good at building relationships with readers. I’m very good at converting email subscribers into customers. And I’m very good at getting results for the people who do decide to join our community.

I’ve got the hardest part figured out.

Yet, when it comes to traffic I’ve just continued to create more content and hoped it would rank, without being more proactive about it (until recently).

In December, we ran ads for a couple of weeks. I spent around $750 to get 500 new sign-ups.

At least 10 of those (I think) can be attributed to new Location Rebel members.

That’s over a 500% return on investment.

Traffic is one of the easiest problems to solve because you can pay for it through Google ads, Facebook ads, or any other number of channels.

And the times I’ve done it? It’s worked.

There’s a long story about why we stopped (hint, it has something to do with our recent site transition), but my mistake is not making this a priority years ago.

Once I knew I could return positive ROI, there’s no reason not to grow our presence through the use of ads.

What Should You Do?

If you have an online business, create and test your product funnel as early as possible, and run ads.

Look at all of the biggest online marketers out there? Did they wait and spend years building an audience organically? Nope, they spent on advertising, and now many of them have followings just as loyal as we do here.

Obviously, there is more to it than just throwing money at ad spend, but with testing and a willingness to learn, it’s the fastest way to grow any online business.

Build a Lifestyle Business Giving You Freedom You've Always Wanted

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Mistake #2: Not Focusing on SEO from Day 1

Many of you know that my “bridge business” or the way I transitioned from my day job to a full-time online business, was in part from doing freelance SEO.

I was good at it, and I got some big wins for the people I worked with,

But you know what I didn’t do?

Any optimization on this site.

I even told new bloggers “don’t worry about SEO when you’re starting. Focus on quality content and building your audience.”

Quality content is important, but it means absolutely nothing if people can’t find it in the first place.

For the better part of 5-6 years, I really didn’t do anything to optimize my blog content.

Fortunately, I got lucky and still had a few posts take off, but the majority of it? Crickets.

When you don’t do that, you’re forced to spend a lot of time, effort, and money to go back and do it all after the fact.

I’m right in the middle of this now.

Here’s an interesting fact for you.

Out of around 700 blog posts on this site, around 150 of them haven’t received a single view in the past 3 months.

Not. ONE.

Many of these posts didn’t stand a chance regardless. They were poorly written, outdated, or irrelevant.

But others, are good. The concepts are good. But because I didn’t have a plan for promotion or optimization, they languished in the dark recesses of our archives.

As I mentioned above, ads are great, and they can fast track a lot of growth.

But even better than that? Consistent, free traffic that solves a problem people are looking for.

What Should You Do?

Whether you have an established website or are just starting, here are a few things you should do on every post:

  1. Create long useful content
  2. Choose a searchable keyword and include it in your title, H2 tags, and in the body of your post
  3. Install Yoast SEO on your site, and fill out fields for Title, Description, Keyword, and Social.
  4. Include images and fill out the meta tags
  5. Look at “related searches” in Google, and include relevant keywords in your post
  6. Go back to relevant old posts on your site, and link your new one.

I’ll do a proper “how to optimize a blog post” soon, but in the meantime, this post will also help you assess where you’re site is as a whole. This is also one of our more popular posts on SEO as well.

Mistake #3: Not Being Consistent With YouTube

Earlier this year, I talked about how to be successful as a blogger in 2018, you needed more than just one “thing.” Don’t worry, you can still do the same thing now.

Which I still firmly believe. Whether it be a social media network, podcast, video channel – you have to have another way to engage people outside of just your blog.

For me, YouTube has always been the preferred platform.

I enjoy doing video, but unfortunately, over the years, I haven’t been consistent with it.

I started a vlog of sorts when I was living in Bali.

Then I started it again in 2016.

Then I did a daily vlog for a month and gave up on it.

I don’t do video to become a “YouTuber”. Sure it’s always nice to see comments, likes, and shares, but the real reason I do video is that it’s the best way for my audience to get a sense of who I really am. It’s the easiest way to build trust, and show that I am who I say I am.

BUT, I wouldn’t argue if each video I did brought in more people to Location Rebel.

And had I been doing it consistently since 2011? I’d be doing a much better job of that than I am now.

What You Can Do?

Regardless of what the second medium you use to grow and promote your brand is, stick to it. I often would make it a few months, not see quick results, and then move on. But if you’re consistent, continue improving, and take it seriously any medium you choose (Podcast, Video, Social, etc) can make a huge difference.

Mistake #4: Making Personal Development an After Thought

When I say “personal development” I don’t necessarily mean this in the woo-woo sense you often see in entrepreneurial circles.

I’m thinking more basic than that.

Healthy routines and habits.

Eating well. Drinking less. Exercise every day. Reading on a regular basis.

The small things that we all know we should do, yet often have a tough time implementing over the long term.

I’ve said repeatedly that the best thing I can do to grow my business, is to improve my health and my mindset. Those things mentioned above are exactly what I mean.

What Can You Do?

I wrote this post years ago, as a bit of a reminder to myself to get back to basics and focus on the fundamentals. Every time I find myself in a rut or need a kickstart, I go back to these essential aspects of life and within a couple of days, I start feeling better, which in turn allows me to perform better.

Mistake #5: Not Enough Experimentation

Finally, if there’s one thing that remains constant it’s that the online landscape is always changing. Different types of business work, and then don’t. Different marketing techniques, work, and then don’t.

And if I were going to back and do it all over again, I’d spend much more time testing, tweaking, analyzing, and improving every aspect of our site and business.

I’ve fallen into a routine of “good enough”. The marketing is good enough. The blog posts are good enough.

But they could be much better. And by not trying to improve upon the things that are already working well, I’m doing both myself and our readers a big disservice.

What Can You Do?

One of the easiest ways to experiment is to get a service like Sumo (start with their free account) and test out different forms of marketing to grow your email list. Every time I refocus on this, I see a nice big boost, and as you begin to find things that work, you can optimize, and make it work even better.

Thank You!

The last decade plus has been more incredible than I ever could have imagined. The people I’ve met, the relationships I’ve built, and the success stories that have come out of Location Rebel have left me feeling so fulfilled and happy with the work we continue to do.

I’m working harder than ever to continue improving the site, and to help you with your goals. So if there’s ever a way we can help you with your goals of making a change in your life or starting a business, please reach out and let me know.

Here’s to the next 10 years!


Sean Ogle is the Founder of Location Rebel where he has spent the last 12+ years teaching people how to build online businesses that give them the freedom to do more of the things they like to do in life. When he's not in the coffee shops of Portland, or the beaches of Bali, he's probably sneaking into some other high-class establishment where he most certainly doesn't belong.
Build a Lifestyle Business Giving You Freedom You've Always Wanted

Our 6-part course gives you a strategy to start right now. Put control of your life back in your hands. Sign up below and let’s do this together.

By entering your email address you agree to receive emails from Location Rebel. We'll respect your privacy and you can unsubscribe at any time.