Don’t be afraid of the Start(up)

I was pretty intimidated — and still am, frequently — by the idea of trying to create or join a startup. Perhaps you’re just out of school, flat broke, and thinking of getting into startups. If so, no problem: you have nothing to lose. But for people with a Stable Job in Corporate World, switching to doing your own thing can be pretty scary.

“How will I pay the bills?”, you might ask. “What if it all goes wrong?”  ”How will this look on my resume?” “What will my friends think?” “Will my family understand what I’m doing?”

Well, to the last of those, I will answer “probably not”. Unless you come from a family of entrepreneurs, your fam will probably have no clue what you’re doing. This will make for lots of awkward holiday dinner conversations. Oh well.

Will you have to take a pay cut? Probably. In exchange for your Stable Corporate Salary you will get to work on an idea you are passionate about, in a work style you own, with a chance at more long-run financial upside. If that tradeoff of short-term money for immediate happiness, immediate control, and long-term financial potential sounds bad to you, stop now.

As for the optics, I guarantee you will become a more interesting person, both on paper (your resume) and in the eyes of your friends. You will be learning new things, meeting new people, stretching yourself. Simply by taking this risk you will be markedly different from everyone in Corporate World. If you go back, you will be noticed. And that’s a good thing.

Lastly, what if it all does go sideways in Startup World? Consider this: when you exit a stable job in which you’ve done well, it’s highly likely you can turn right back around and knock on the door you just stepped out of. All those people you just said goodbye to like you. They miss you. They might even envy you. And they will be happy to see you again.

Pretty good worst case, no?

Don’t be afraid of the start.

Pressly Makes Sense

Hey Jeff and Peter,

I just finished watching the videos of you launching Pressly at TechCrunch Disrupt. Well done. You and your team should be really proud of what you’ve achieved.

I wish you’d been given more opportunity to elaborate on your strategy to win. Instead you had to spend most of the Q&A time defending Pressly’s raison d’etre to Dustin Moskovitz et. al. That was unfortunate; deck stacked against you. But you did a nice job staying the high road and giving solid answers to the skeptical questions.

Jeff, I loved your comment about publishers being great at telling stories, and not so great at building technology innovations to deliver those stories (in compelling new ways, with compelling profitability). It’s true. And it’s good, I think, that Pressly is joining a cadre of other players in this same space. Existence of multiple players is proof that the market is ready. And publishers need lots of options right now, especially ones that let them do fast, cheap experiments. Pressly can help them do that.

I suppose controversy-seekers could frame this as “walled garden versus open web, round 2″. That was my very first thought after watching the video. But that isn’t really the case, is it? Neither the iPad/App Store ecosystem nor HTML is going away anytime soon. There will be multiple winners in this market, with multiple technology bets. Consumers will buy many different kinds of devices, and consume content in many different places and ways. It’s probably more accurate to compare Pressly’s space to the blogging services market back when it was just getting going: Blogger, WordPress, Movable Type, and so on. Lots of experimentation and diversity, with consolidation down the road.

My biggest takeaway on all this is that Pressly makes a lot of sense from a publisher’s point of view. Publishers are losing sleep over how to follow their audiences to digital devices without abandoning all the assets they hold dear: their brand, destination websites, exclusive content, and UX. And with limited capital and time/runway remaining for technology investment (or investment of any kind) they have to be brutally frugal and thoughtful about what bets they make. Pressly has good answers on the economics (very little cash up front), the technology (more open), the user experience (niiice), and control issues. Clearly The Economist and Toronto Star think so, and I bet many others will reach the same conclusion.

I hope Pressly does really well.

Let me know when I can buy some shares.

osh

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