Wanted to share my experiences failing, failing teaches you lessons to (hopefully) win someday. Here are my list of online business failures and why I think they failed 2012: Wordpress video tutorial website Background: I was learning wordpress. I was having a hell of a time setting up a wordpress multisite, there was just not that much information to be found on how to do it. Most of the time I was going to youtube to watch tutorial videos. There was no one youtube channel that had a comprehensive list of WP tutorial videos and it was a pain to search them out on youtube. So my idea was to make a website that collected the best WP tutorial videos. I bought a premium WP theme that could search and import youtube videos for $80. $80 at the time was a huge expense for me, but I reasoned that I could make my money back....somehow. Why it Failed: I did not understand the amount of work involved to curate videos from youtube. I reasoned that I did not have to create the videos myself, it would be easy. Not so! It was time consuming and boring, tedious work. Plus it was bound to fail because I had no understanding of keyword research. The WP theme was pulling duplicate title and descriptions, which would make my site invisible in google. In addition I had no plan to monitize the site even if it did get any traffic. I figgured that I would learn how to make money with the site AFTER I got some visitors. I didn't have a clue. 2015: Marijuana entertainment site / E-commerce Vape site combo Background: Yeah, look at my avatar, I love weed. So, I thought, I would create a cannabis entertainment website. That would be something I would enjoy and I had been reading and learning BHW and other sources for a couple of years absorbing information. I wanted to try again and this time I had a plan decent plan (I thought). I had recently switched to vaping weed instead of smoking it and I thought there was an opportunity in selling weed vaporizers. I built a e-commerce site and found a dropshipper for vaporizers. The site looked great and I re-wrote the item descriptions (major PITA), but it became apparent that ranking an e-commerce site is difficult. It only has brief 100-300 word product descriptions and google likes long content. So I reasoned that I had two options: 1) Create a blog on the e-commerce OR 2) Create another weed entertainment site and put ads on the entertainment site for my e-commerce site. I went with option #2 because vape sites are somewhat in a legal grey area kind of like headshops, the vapes are suppose to be for tobacco. So I thought it would be easier to create a weed entertainment site and have the freedom to write articles about all things weed and not be encumbered with the legality of the e-commerce vape sites. Why it Failed: Mostly because selling vapes online is highly regulated. You have to get a high risk credit card processor. No paypal or stripe payments and much more expensive to process payments. Finding a payment gateway that was not a scam took months. Finding a good dropshipper took months. The first sale I had I got scammed for $230. Stolen credit card and I was left paying for the vape. The problem was that the payment gateway was for pros and I did not set it up to restrict credit card transactions that could be fraudulent. Also, I had ranked a few good keywords on my marijuana entertainment site but ranking stalled and it seemed like I was in google purgatory. The last straw was when I was sent a notification that Mastercard was creating new compliance standards for vape sellers that included a $500 annual fee to process cards. After learning that, I pulled the plug. So, there is my list of failures. What are yours?