The infinite to-do list

(Editor’s note: Jason Cohen is founder of Smart Bear Software. He contributed this column to VentureBeat.)

As a start-up owner, there’s always more you could be doing. No matter how hard you work, it always feels like you’re falling behind. Worse still: Every time you cross something off the to-do list, you add three – or ten – more things.stressed

After seven years of running my company, I can tell you this: It never gets easier. There is simply no way to get everything done.

But I can tell you this too: it doesn’t matter.

When I started Smart Bear, I constantly fretted over the things I should be working on. There was always one more feature I need to add to get one more customer; one more change to the website that might increase trial downloads; one more AdWords variant that could increase click-throughs by another 0.1 percent.

I worked too hard and (of course) didn’t make a dent in the to-do list. My wife, herself a successful chef and self-made businesswoman, would say “There will always be an infinite amount of work, so why not just stop for today?” She was right, but usually I kept on.

Even today, with 15 employees, we still have an infinite list of things to accomplish. Our marketing to-do list currently has eight items marked “Number One Highest Priority Must-Do Super-Critical.”

What we fail to realize, though, is that it’s often not necessary that it all be done.

Businesses – even yours – have no correct timetable. That’s like saying your kid should be potty-trained by now when every kid is different. You’re measuring against a yardstick that doesn’t exist.

Instead of worrying about the enormity of things that need to be done, concentrate on getting a few concrete ones completed. And realize that sometimes procrastination is a lot better than prioritization.

But what about those other people that seem to have boundless time and energy? Those people who find the time to create software, visit customers, create amazing blog entries, travel, give lectures and stay current on industry trends, all while also managing the mountain of time-consuming trivialities that plague small businesses?

Yeah, well, they’re not as prolific as you imagine.

Take Jeremiah Owyang whose blog Web Strategist is popular enough to attract scores of comments and Delicious links on almost every post. How does he have the time while also working full-time for Forrester Research? His words:

“How do I Keep Up?” This is one of the most common questions I get from folks, or a variant: “Do you sleep?” or “Do you have a family?”

I can answer succinctly: “I don’t, in shifts, and yes? I think.”

I’ve dedicated my life to how the web helps companies connect with customers, it’s something I knew I wanted to do for many years, I’m lucky I fell into my passion. It comes with costs however, I’m out of shape, stressed, I don’t sleep well, and my blood pressure is up.

Keep in mind, Jeremiah doesn’t even run a startup, but the example is still valid. The chaos he endures trying to keep up to date as an industry expert is very similar to what start-up owners go through. There’s always too much to do.

That’s OK, though. In fact, that’s how it’s supposed to be. Start-ups are evolutionary creatures that don’t care one bit about your schedule or how many items are left on your to-do list.

But here’s the secret: Often, things blow over when they don’t get done – and it frequently turns out that they weren’t as critical as they seemed when they got put on your to-do list.

Accept that success is not predicated on doing it all. Maybe tonight you can sleep a little easier.

Image by Dave-F via Flickr.

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About the Author, Jason Cohen

Jason Cohen is the founder of Smart Bear Software, maker of Code Collaborator. He was also a founding member of ITWatchdogs, another bootstrapped startup which became profitable and was sold, and is a mentor at Capital Factory. He is the author of Best Kept Secrets of Peer Code Review, which examines modern, lightweight methods for doing peer code review effectively without everyone hating life. He also blogs regularly at A Smart Bear.

  • Zen Habits Redirect
    Good post, wrong blog -- post it on Zen habits :)
  • Wow! This is so true. There never seems to be enough hours in the day. I find I come up with many more to-do items each day than I was able to get done. I have adopted a routine that has helped me.

    I come in each morning, make a cup of coffee, and review my to-do list. I put a star next to each item that has a direct impact on business in or business out. I make a point of getting those items completed that day. I am then satisfied that I did the most important tasks so I can turn my brain off when I do finally get home...
  • Great post. Thank you for writing it. My wife often asks, "Are you done working?" The answer is always, "no," but sometimes I try to make it "for tonight, yes."

    I think it's also worth pointing out that, besides becoming burnt out, overwork can sometimes inhibit strategic thinking, either through exhaustion or simply being too busy focusing on a lot of minor details.

    @Zen Habits Redirect - This is the perfect forum. Entrepreneurs need to hear this.
  • nileshd
    Absolutely True....I am in the league for about year now and I see fact being mentioned here. I second all of it.
  • Great column - so true. I love the part "Often, things blow over when they don’t get done – and it frequently turns out that they weren’t as critical as they seemed when they got put on your to-do list." That is very true in startups.
  • I agree-- tackling the infinite to do list sometimes feels like riding a bicycle without a chain.