Corporate gets you Donkeys; Entrepreneurship gets you a Princess
My dear friend Yu-kai and I always get into heated discussion. Tonight we had a debate about a recent blog post he wrote about entrepreneurship being better than the corporate world. We never let each other off easy, even when we agree with each other. Sometimes it’s just fun to bash each other to see who will win.
We just finished our heated discussion documented on gChat. I edited some typos and changed some names to ensure the people we were talking about stay private; however, everything else is real. Hope you guys learn a lot and enjoy!
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Jun: I’m gonna write a blog post that argues for the corporate world because entrepreneurs seem to bash them so much when they don’t bash us. Because they don’t need to defend themselves. It’s as if entrepreneurs need to bash to make ourselves feel better.
Yu-kai: I think that’s one
Jun: like, “i love this i love this. this will pay off”
Yu-kai: I think people who are doing corporate jobs wished they were entrepreneurs too though. like they secretly agree and wished they had the courage to start their own business too
Jun: I don’t think so. You can’t make that generalization. Just look at Bilbo Baggins. He could care less.
Yu-kai: But I know a lot of people who say “I’m going to start my own business one day”. Bilbo says he wants to start his own business
Jun: oh yea?
Yu-kai: one day. Michelangelo says he wants to be an entrepreneur. Leonardo said he wants to own his business one day
Jun: hrmmm…well he technically does
Yu-kai: Yea, that’s besides the point. I’m not saying ALL of them do
Jun: ok, so the most motivated ones do? No, because Bilbo isn’t motivated.
Yu-kai: but I think a lot of them don’t bash entrepreneurs because most of them hate their corporate jobs too
Jun: hmmm…
Yu-kai: they just get used to it and wait for the weekends to play golf or something
Jun: but what is so bad with weekends? If you include weekends, and holidays, US citizens get 3 months off of work! That’s a lot of time
Yu-kai: really?? 2 weeks, weekends, holdays
Jun: yup, 3 months
Yu-kai: = 1/4? where did you get that data?
Jun: ok: 2 weekends a week. 4 weeks a year. 8 weekends a month. 12 months a year = 96 days of weekends.
Yu-kai: ok
Jun: 2 weeks of holiday
Yu-kai: you’re right
Jun: 2 paid time off. 4 sick days. Almost 4 months! They relax more than some entrepreneurs. Well, most. All!
Yu-kai: So they slave for 8 months to hang out for 4 months, haha
Jun: not slave. Who said anything about slave? We slave. We are the ones who slave, work for no $. They make money, work less hours, and get more vacation.
EVERYONE says this: “its ok, keep working hard. it’ll pay off in the end”
All entrepreneurs feel it will pay off in the end, but you know what 90% of us fail (just pulling numbers out of thin air). But I’m sure that only 10% actually have a successful company. And you know what, the majority aren’t going to be making more than a consultant, banker, lawyer, doctor, or accountant, even if they are successful!
Yu-kai: yea, that’s true. I talked to my friend at Stanford who’s going morgan Stanley, and he says the motivation of possibly making $10M is a lot lower when you know you can for sure make $500K a year in 5 years
Jun: hahah, true. And i think 500K a year is MORE than enough. And in 5 years, you save up $1M and start your own company
Who are the superstars: kevin rose, mark zuckerberg, pete cashmore. 3 people under 30. kevin rose is actually 32 i think. Everyone else makes it big at like 35 or something. Maybe corporate first and then entrepreneur is the ideal route.
I think young entrepreneurs bash and say “we love life while corporate people hate theirs” because we have to make ourselves feel better
While Leonardo can start his company at 30 with an MBA and $1M in the bank
Yu-kai: its just a lifestyle choice. Its not a choice to go rich
Jun: yah. but was is the lifestyle we chose? It’s like this:
In a video game, you can beat the game on easy or hard, and at the end, you still get the girl no matter if you beat it on easy or hard.
Yu-kai: its fighting in the jungle, hunting your own food and have it burnt, when you could have your steak in the big city
Jun: we chose hard, just to feel better about ourselves. Pride
Yu-kai: well, challenging is more interesting
Jun: right that too. it’s WAY more challenging
Yu-kai: people pick hard in games, not so much on pride, but more on because its makes the game more engaging
Hahaha, I hate those games that easy is a joke and I can never get past stage 1 when its hard!
Jun: hahaha, I hate it too! but it’s a game. While this is life
So in your analogy, I can go out and hunt a cow, cook it, clean it, and all that stuff, or i can buy the steak at a nice restaurant
Yu-kai: no. you can live in the jungle, constantly have wild animals attack you, restless nights, avoiding snakes, fighting warthogs for your next meal, IN HOPES of finding that treasure. Or you can stay in your city mansion and have people bring you steak
Jun: So it’s lifestyle choice. it’s not the money
Yu-kai: no. Money is the fuel to sustain this suffering lifestyle, hahaha
Jun: hahaha, but when people say, “it’ll get better,” it probably won’t. and we know it
Yu-kai: that’s in one sense true. Because the worse it gets, the chances of it getting even worse lowers, lol
Jun: we most likely won’t sell our company for $50M
Yu-kai: yea, but we don’t need to sell our company for $50M for it to become “better” lol
Jun: so the drive is choosing “hard” instead of “easy”
Yu-kai: yea, its a hard game. people like us can probably strive very well in the easy game
Jun: oh ok, here we go:
Choosing hard and beating the game gets you the princess; choosing easy and beating the game gets you a pet donkey
Yu-kai: lol. That’s the funniest analogy I’ve ever heard
Jun: hahah
Yu-kai: Yea, but while we’re struggling at stage 1, we see other people beating easy and getting that donkey. and we have nothing, lol
Jun: haha, and then they can start the game on hard, but by that time
Yu-kai: they have a donkey to help them!
Jun: they might just be content w/ the donkey. Hahah, they can ride it!
Yu-kai: yea! maybe they can go through stage 1 with that donkey!
Jun: damn i want that donkey
Yu-kai: and this is a good analogy: in that case, donkey is their advantage and our advantage is that we’ve been playing hard over and over again that we are more experienced and “could” do better. donkey = money
Jun: ah, i like this
Yu-kai: some guys, after 10 years save up money and they become entrepreneurs, but 10 years later, HOPEFULLY we would be WAY better at this game, lol
Doesn’t mean we could get the princess, but maybe we can get to stage 4 or 5
Jun: hey, we already got our princesses. Yours is in a plane to china;
Yu-kai: OK, if you have to break out of my analogy
Jun: mine is writing her blog
Yu-kai: hey! mine’s gonna become rich. so I can keep playing this game, as long as I don’t piss her off too much
Jun: mine has a blog!
Yu-kai: oh ok…you win
Jun: well if she makes money, then you get a donkey
Yu-kai: but I already have the princess!… Oh! I get the princess and she gets me the donkey, lol
Jun: hahaha
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What do you guys think? Did one of us win? Would you rather ride a Donkey or a Princess?





Definitely an interesting discussion! While I do admire the bravery of [young] entrepreneurs, I’m also hoping that going the corporate route first will be beneficial.
It’s been a while since I’ve played video games and while I sort of disagree with the easy/hard part, let me stick to the analogy:
While you’re stuck on level one, I’ve moved through several levels and have probably learned a few tricks along the way. So once you finally get passed level one, you’ll still be struggling through levels 2, 3, 4, 5 while I’ve perhaps found shortcuts or “secret passage ways” to skip levels. Even though it’s on “easy” a shortcut from level 3 to 5 will work on “hard”- Remember Super Mario 3?? ha ha
I’ll take it a step further and say: while you’re still struggling with the same game (business/industry) on level 4 now, I’ve played/finished several other games and have acquired other skills along the way which will likely benefit the original game, so when I DO get back to it on “hard”, I’ll be better equipped.
I think it’s ultimately a question of time; you mentioned some of the folks who make it really big really fast. Those are the lucky few, for the rest of us, it takes time.
All that being said, hopefully I’ll move to “hard” sooner than later!! Whether you choose to take a risk and play on “hard” immediately or play a few games on “easy” before attempting “hard”, I believe we can all get princesses in the end!
Hey Ian, thanks for the thorough response.
I want to add one thing:
While we’re struggling in level 1 because it’s so hard, we have to learn and update, and get new skills. Things like a personal brand, knowledge of wp and programming, speaking in from of executives and networking, creating powerpoints and business plans.
I know that corporate people get similar training, BUT, you have to admit that MOST corporate people don’t develop a personal brand or have their own blog. Most training and learning just comes to them.
You are a very motivated individual so your training in the corporate world is complimented by a desire to develop outside of it. In that case, I will say you’re a rare case.
Yes, lets all get the Princess!
- Jun
Jun Loayza’s last blog post..FDTV Episode 24 - Promote your talents on youtube with Olivia Thai
That’s really funny. Remember though, people don’t play games just for the princess. They play games because they’re fun! Sure it feels good to beat the game, but the reason you do it is the struggles and advances you have along the way. Life is a journey not a destination. You chose the E-life because you love the game, not just because you want the princess. I remember your post that was something along the lines of “I work 14 hours a day because my work IS play.” And you’re much further than stage one. Look how far you’ve come. Just because you’re stuck on a hard boss, don’t be discouraged. You’re the beacon of hope that shines for all those who don’t have the courage to do what you’re doing. Remember that the 10% that succeed aren’t randomly chosen. Those 10% are the ones with the most determination and perseverance. They are they ones that just won’t quit, and there’s no doubt in my mind that you’re in the top 10% of that 10%, haha.
Tony’s last blog post..Buddhism and Emotional Awareness
Interesting, interesting…
I’ve had this exact discussion a few times with my friends as well. I totally agree with you that it is simply a lifestyle choice, neither is better than the other.
The world needs employees, and there’s no reason someone couldn’t be totally happy being one.
@Tony - you made an excellent point. The 10% that do succeed are NOT randomly chosen. I love this video game analogy
@Keenahn - True that
Jun Loayza’s last blog post..FDTV Episode 24 - Promote your talents on youtube with Olivia Thai
Hey guys, as the others have said it was a very interesting read
Something I recently looked at is the actual success rate of serial entrepreneurs who didn’t have a launchpad career beforehand. So here’s my take on all this:
These are who I can remember off the top of my head: Bill Gates, Steve Jobs (though he had a little soul searching time), and Mark Zuckerberg. All three of them seized upon an emerging opportunity and had a semi-marketable product in a very short amount of time. Most people gained experience, connections, money, and other things while playing the game on easy. Most people who play on easy end up never going back to hard because they got what they wanted from easy even though they planned to beat the game on easy and then try it on hard. A very small subset of them jump from easy to hard and go on to make neat things, such as Kevin Rose (though his neat thing isn’t doing so great now that they want to sell it), and even Guy Kawasaki can probably be lumped into this group.
More people nowadays it seems are doing extremely well with starting on hard immediately - but I really can’t think of any “superstars” besides the aforementioned who went this route.
So, in summary, I agree that if you choose to play on hard it’s gotta be for the journey because while you should always hope for a mega-hit, it can’t be expected! Of course, past results aren’t always a great indicator of future ones
@Stejo - There are few superstars… but there is always a chance.
In your study, what did you find gave the greatest chance of success: persistence, previous experience, the idea, or sheer luck?
Oh, and I’d like to add Bill Joy to the list! I oddly didn’t know about him till I read Outliers (another Gladwell book) and I highly recommend it!
Actually, from Outliers directly it seems that all three of those all matter a lot (and from what I’ve read elsewhere as well - though most of the other stuff I’ve read puts a decent amount of weight on the make-up of the person).
It makes the point that 10,000 hours of practice seems to be what makes someone great at something… and to get those 10,000 hours of experience you are probably going to need some luck and you’re absolutely going to need a whole lot of persistence!
True words of wisdom. Thanks Stejo.
Congrats on the offer btw! Did you accept? Let me know
Thanks, and yeah I did! I start on Tuesday
I think you’re putting corporate life and entrepreneurship into too much of a dichotomous perspective. Corporate life can be challenging too, its not like you just show up and get a predetermined check. Doctors and Lawyers open their own practices, bankers and sales people need to execute; even the waitress is an entrepreneur working of commission (tips) in a sense.
Bonds are to corporate life as the stock market is to entrepreneurship. Sure, the latter entails more risk and higher payoff, but they are both essentially a means to the same end.
As long as you just enjoy whatever you’re doing… I always thought that wealth made people happy and successful, because most of the rich people I knew were happy. I think it’s the other way around: people get to be rich and successful because they are happy and have a positive mindset. Happiness is a conscious choice, irrespective of career path, wealth, or status.
max’s last blog post..It’s Called Adulthood
Max, good to hear from you.
It’s true, the discussion began because I see so many people glorify entrepreneurship and knock on the corporate life. The conclusion to be drawn from it is that it’s a personality and lifestyle choice.
Now, I will argue that corporate life IS a walk in the park compared to entrepreneurship. The reason for this is that all you really have to do is walk into work, do what is necessary, and then go home and sleep. I am generalizing here because I’m not including Doctors in the ER room, high profile case lawyers, or directors and executives of companies.
Even you just do what is necessary in entrepreneurship, you will die. You will not get paid, no one will know your name, and you will fail. That’s why we say that we’re playing on hard.
Good input
- Jun
Jun Loayza’s last blog post..FDTV Episode 24 - Promote your talents on youtube with Olivia Thai
@Max - “Bonds are to corporate life as the stock market is to entrepreneurship.”
Excellent parallel!
Jun, I think that sums it up pretty well. Both routes are essentially means to the same end, just that one is more… exciting, I guess you could say!
Max has a good analogy indeed. Generally speaking, the stock market requires a bit more skills and active involvement while still possibly making you lose all your money. For bonds, you can generate income in a pretty steady and straightforward way that’s more hands off (60 hours of work a week is like vacation to us
)
Yu-kai Chou’s last blog post..A collection and rating of Twitter apps and tools
Hey, aren’t we forgetting that there’s a third option besides corporate and entrepreneurship? You could be a bum or street musician! I’m not kidding. That is arguably an much more secure path to happiness and fulfillment if you are willing to let go of your desire for wealth and influence in favor of a simple life. Now, I’m not advocating this but it’s interesting to think about after sat down and had an hour lunch with a street musician named Rolando a few weeks ago, and wrote about it.
What it comes down to in the end is your goals, and whether your willing to live a lazy or eager lifestyle. I think both are equally valid, and it’s a personal choice, although most people make it unconsciously.
Tony’s last blog post..Eager vs. Lazy Lifestyle