How to Name Your Startup

“It is a pretty recognizable brand name. Originally it was ‘Jerry's Guide to the World Wide Web’ but we settled on ‘Yahoo.’” -Jerry Yang, Yahoo founder

It is no secret at this point that I love being an entrepreneur, and it’s a profession that I would recommend to virtually anyone. At the first mention of job-related trouble, the de facto advice I’ll dispense is to quit your job: burn the bridge behind you and don’t look back. I’ve given away more copies of The 4-Hour Workweek than I can count.

I am often asked, “what is the hardest part of starting a business?”

Like most things in life, the process of starting a business seems impossibly complex until you actually begin to undertake it – what appears from afar to be a mysterious black art becomes fairly simple and straightforward upon closer examination.

With my companies, I have negotiated distribution deals with Amazon.com, manufactured life-or-death components for 200 mph race cars in China, and managed 1,650+ different SKUs – without any full-time employees or a background in engineering, and all while living in South America for a six month stretch…without a cell phone.

Having said that, I can tell you – without hesitation – that the hardest part of starting a business is naming it. And, thanks to a booming startup market and the shrinking availability of .com domains, it is getting harder every day.

But fear not, my friends – while the proliferation of tech startups has certainly dwindled the supply of available .coms, it has also given birth to a series of fantastic tools and resources for solving this frustrating problem.

Below, we’ll go over some rules of naming, and subsequently I’ll divulge my heretofore secret arsenal that will turn you into a dark wizard in the mysterious and elusive art of startup naming.

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The Lost Generation, Explained (finding purpose in an uncertain future)

"We'll start you out here, then give you more responsibilities as you gain experience."

I’ve heard that, in the minutes before a natural disaster, farm animals often exhibit a general and uneasy restlessness – long before any detectable indicator appears on the horizon, they mill about and complain noisily, not exactly able to identify the impetus for their discontent – but fearing the impending storm nonetheless. Continue reading

10 Killer Negotiating Tactics (or, how I got $125,000 for nothing)

A nice bonus.

I once was contacted by a multibillion dollar, publicly traded German company that wanted to use one of our trademarks for their new line of products.

I asked them how much they were willing to offer in exchange for a licensing agreement. In their response below, you’ll see them inform me that company policy prohibits them from compensating me for it, but they’d be happy to cover reasonable legal fees.

Translation: they wanted to use my trademark and they were offering me absolutely nothing in return.

It was a starting point. Continue reading

Knowing Yourself (and, some exciting news)

Some much-needed rays of sun on my road trip.

Despite a decent night’s sleep and an IV bag of iced coffee, I found myself feeling awful today as I sat down to try to get some work done. My mind was foggy and I simply had no energy to get myself going.

For the past day or so, I’d been craving particularly bad food and at the moment, a cheesesteak, sour cream and onion chips, and a gallon of Arizona iced tea was sounding pretty good. Against my better judgement, I left the office in search of some food.

As I stomped through the streets of downtown Chicago in search of satiation (I know…I’m supposed to be in Buenos Aires, but more on that later), some road construction forced me to take a detour past the river. I walked out from the shadow of the buildings and the sun hit me – and the feeling was almost indescribable. As my body began to drink up the rays, it hit me that I had barely seen the sunlight in nearly three weeks. Continue reading

Want To Live A Happy, Healthy Life? Fire Your Boss

People tell me time and time again that they want to quit their job, but entrepreneurship is just too risky. Here’s a few facts I’ve collected that show you that staying in the cubicle farm is more detrimental than you may think.

1. Your boss is slowly killing you.

According to a study of 3,000 Swedish workers, workers who rated their managers most incompetent had a nearly 25% higher risk of developing serious heart problems (the gluttons for punishment who stayed four years or longer increased that risk to 39%).

I personally believe that bosses should be subject to the same labeling regulations as cigarettes: 25% of their viewable surface area should display a warning from the Surgeon General.

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How To Make $7 Million: Ignore Your Critics

The $7,000,000 watch

If you follow any sort of tech news, I’m sure you’ve heard about Pebble – the runaway Kickstarter success story that has sold over $7 million worth of watches virtually overnight.

The project was launched by a 25 year old guy and a couple friends. As with many success stories, they turned to Kickstarter as a last resort after being turned down by a number of (regretful) venture capitalists.

I was reading a New York Times article today and it quoted one of their critics, Robert Fabricant – the VP of some big-time development firm – “casting doubt” on their success:

“Mr. Fabricant, like others in his field, cast some doubt on the notion that it was possible to sidestep the traditional routes to building a business, particularly through a service like Kickstarter. They say young, inexperienced business people need advisers, mentors and a network of support to help them deal with the problems that can emerge.”

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How to Stockpile Cash (a short, no-BS guide for debt-free living)

How much should I spend on rent? On food? What the #$% is a 401(k)?

Money doesn’t buy happiness, but it does buy an eccentric imagination and a great legal team to significantly improve your odds of not getting arrested for pursuing it. Read on as I demystify the ridiculously complicated world of personal finance and get you on a path to stockpiling cash.

Disclaimer: I am not a financial advisor, and my lawyers don’t have my forwarding address in Argentina, anyways. Also, I wrote this post on my iPhone while traveling on a 35 hour bus ride to see the glaciers in Patagonia – please excuse any rambling.

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Why Your Kid Hates School

I’ll preface this by saying I have some fairly strong opinions on the education system in the US. To be blunt, the traditional US eduction system is, by and large, a complete waste of time for an intelligent student. It teaches young people bad habits, sets unreasonable expectations, and differs in most fundamental aspects from the reality of the adult world. Continue reading

How to Apply Business Principles for a Better Personal Life

We’ve all heard stories about the workaholic corporate-type with no personal life, or the driven entrepreneur with a singular focus on business. But in reality, there’s a lot we can learn from the business world – ideas, practices, and philosophies that can be applied to lead an easier, more fulfilling, and more productive life.

I have a few favorites that I’ve raided from my entrepreneurial war chest and implemented successfully in my day-to-day routine. Follow along as we transform boring corporate jargon into Zen-like awesomeness.

Businessman meditating

Today, we're going to breathe some new life into stuffy business concepts.

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How I Make Money, Part II: 5 Steps to Creating a Product

In my first post of this series, I wrote about some common myths that stop would-be entrepreneurs. This post outlines how to make a list of potential product ideas, determine which one is best, and get the ball rolling on finding a supplier.

Since you’re reading a blog post about starting your own business, we’ve already established that you aren’t satisfied with hate your job because:

  • your boss is an idiot
  • you don’t get paid enough
  • you work too many hours
  • you’re underappreciated
  • you’re bored
  • all of the above

Low risk, high profit. A good place to be.

I’m going to give you a crash course in idea generation and product development. It’s not the risky, dark art that “they” want you to think it is – once you know the key steps and some good tools, it’s as easy as…dealing with China. Continue reading