How to fail and keep going – Written by Alex Hugo

This is best described as a letter I wrote to myself during a specific time in my life it has been rewritten over and again when I revisit it during times of defeat.  It serves much better as inspiration than instruction.  Please read it as such.    Once again I find myself in this position, … Read More

Don’t go into debt and put your life on hold for years to get skills.

“The only skill that will be important in the 21st century is the skill of learning new skills. Everything else will become obsolete over time.” – Peter Drucker   Just 36% of 32,585 currently enrolled college students are “confident” that they will graduate from college “with knowledge and skills needed to be successful in the … Read More

Who SHOULDN’T listen to Successful Dropout

Someone recently introduced me via email to a friend of theirs whom they thought would be a good fit for the show. For the sake of anonymity (even though with some quick due diligence you can find the real name), let’s call this person Steve. After he was introduced, Steve sent me another email to … Read More


Be-Do-Have Most people think that if you HAVE a thing (money, time, possessions), then they can finally DO a thing (travel, write, start a business, pursue a relationship, pursue a hobby), which will allow them to BE a thing (free, happy, content, abundant etc.) They reverse the Be-Do-Have paradigm. But that’s not the way the … Read More

Success isn’t an option

First, realize that “success” is relative. It means different things to different people. But it almost always means you are building, creating, and working towards something that will make your life and the lives of others better. Many people, even while working towards success, view it as optional. Some people “make it”, some people just … Read More

I interviewed 20 successful dropouts: here’s what I learned

As the host of the Successful Dropout podcast and website, I have had the pleasure of interviewing an inspiring and successful dropout every week. Most have been entrepreneurs, as well as a few individuals (and many more to come) who dropped out to land their dream 9-5 job. Entrepreneur or dream-job-lander, they all have one … Read More

How Successful People Overcome Obstacles

I’m a curious and analytical person, and it definitely started manifesting when I was very young. I remember laying in bed, thinking about different concepts and ideas, sometimes for hours at a time. One of my favorite activities was walking through the Christmas tree farm in our backyard, listening to the radio (on my walkman, … Read More

Should I Drop Out of College?

“Should I drop out of college?” If you find yourself struggling with this question, you are not alone, and you’re not crazy. You are at a point in your life where it is natural to question. Perhaps what you’ve been raised to believe is wrong. Maybe the path you have always been on is not … Read More

Should I Drop Out of College To Start A Business?

Yes. And I say this assuming that you have already examined yourself, and you KNOW that you want to be an entrepreneur…and perhaps you already have a project in the works. If you’ve already answered that question, and now your dilemma is “should I leave school early to work full-time on my business”… The answer … Read More