We live in this really weird time in history where there is real life money to be made in the ether (i.e. the internet). I’ve been looking into (and trying) different things over the course of the last few years and I thought it would be fun to do a post about the weirdest ways I’ve made money online. (This is almost like a part two to my Thoughts On Passive Income post a couple months back.)

Seven Extra Moneymakers (With At Least An Online Component)

I sold a stock photo on Twenty20 for $2.

I take tons of pictures on my iPhone so for fun this summer, I uploaded a bunch of my nature shots (you need releases if you put photos of people online)… and proceeded to forget entirely that I did this.

Then I got this email…

As you see, this isn’t the most stunning photo ever taken. But someone still bought it, even after I’d forgotten it was for sale.

I told people to sell their extra jewlery on Worthy.com.

One of my friends got divorced several years ago. To give her a hand, I offered to shop it around to local jewelry shops. They all offered me less than $100 (I had the original paperwork for the $2000+ ring) so I held onto it. Then I saw Worthy.com and decided I had nothing to lose so I sent her ring in… And got her $600 for it.

Since then, I’ve told a few other people to do this (via an affiliate link) and have made $50. Note: they did not accept my engagement ring because it was too common of a style so I ended up going through a local jewelry store. In other words, look online and real life if you are trying to find the best price for your jewelry.



I wrote reviews on Capterra.com. 

You know, as much as I’d love to write reviews all day for free for giant corporations, I don’t typically. But if someone’s willing to pay $10 for my opinion on Quickbooks or Dropbox or whatever, I’m fine writing up a detailed review of my years of experience with it. Occasionally Capterra offers $10/review for up to 5 reviews. So I wrote 5 reviews and got $50 in Amazon gift cards. Think about it, Capterra owns my review and can use the content in marketing or for resale on their site so I don’t feel bad getting money in exchange for adding to their database of information.

Note: if you are a small business that I have a good experience with, I’m happy to leave a review gratis.

I am an Airbnb Superhost.

We could say I didn’t choose the Airbnb life, it chose me. I will say having people constantly in your living space can be a little draining (insert high strung dog and demanding day jobs for additional consideration) but it has been a good way to help pay my rent and generate some additional income for my landlord and myself. If you find yourself in Bar Harbor this summer and  want to check out the Golden Girl Palace (long story) for yourself, come on over. 

Airbnb is the largest paying part of the sharing economy. Click here to learn more.

I rent out my projector/screen setup.

My budget for starting Breaking Even was about $10,000. I used $1000 of this to buy a nice LCD projector and screen setup. I was doing a lot of presentations and was getting tired of relying on the venue’s technology. Then I met other people who needed stuff (most of what we rent this out for is family reunions and weddings with an occasional business presentation and kid’s birthday party). We rent it out for $50/day which includes any needed dongles/Mac converters, extension cords, table to set it on, etc. I estimate we rent it 3-5 times a year so we’ve more than paid back the initial investment, plus it’s a benefit we can offer our coworking space members.



I hosted an amateur comedy night.

I’ve been wanting to try standup comedy for awhile so I made a plan to really do it. When I realized I had to travel 4 hours and miss two work days to do it, I figured I had to host something local first to see if I liked it.

So I contacted a local venue and asked if they’d be up for it. We could charge a small cover, which would cover my time to organize and run the thing (and my help with marketing) and they could sell food and drink. So I made a Facebook event and talked about it a little online and then showed up that night and ran the event for two hours. It went great and I walked away with $300 in covers.

I guess the moral is, if you want to do something, see if you can find a way to do it in a low risk way and partner with a venue that has a complimentary audience.

I made and sold courses on Teachable.

You too can buy my SEO course or my online shopping card course! Basically, if you are a consultant type (or heck, any industry where people have to like you to do business with you) an online course is a low risk way for prospective clients to try you out. Plus if you naturally like public speaking (see amateur comedy night), it’s not that much of a stretch. I will, however, be moving these courses to my own domain to avoid the monthly fee, now that I know people are theoretically interested in them.



I’m not including my ‘passive’ income experiments here.

A couple months ago, I did an experiment where I did much more than this stuff. I took surveys, I joined Amazon Mechanical Turks, Google Adsense… You name it, I spent a month trying anything anyone considered passive income. It did make me some money but not a ton (See this post for more information.)

The thing with any of this online money making stuff is you have to understand:

  1. There is a learning curve, during which you clearly aren’t earning money.
  2. It’s not any money I can count on (at least for now) because it’s so variable. For example, I might sell 10 SEO courses one month and 0 the next month.
  3. Most things start online but have an offline component to be truly successful. If you want to sit in your basement and not talk to anyone and be completely anonymous, the reality is very few online opportunities will exist for you.

Now I could do more to expand these. For example, I keep meaning to email all the local caterers and other event venues about our technology setup so they could upsell/rent it for their events. I could get multiple peoples’ jewelry and shop it around for them. In other words, any of these things could bring in more money if I let them… but since most of them happened by accident, I am only thinking of these ideas now.

In other words, as long as you treat online income as a fun experiment that may or may not make you money, you’ll be able to do these (or others) with a spirit of fun and excitement (versus desperation and drudgery). You might not be able to quit your day job, but at least you can get random emails in the middle of the day that will notify you that you made a couple unexpected dollars while you were doing other things.



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