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“INDEPENDENCE” Making a living selling your own software. What I’ve learned from 6 years of building a pro fi table web application.

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Hours Worked Income NOT IDEAL Income tied to hours worked.

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Hours Worked Income IDEAL Income independent of hours worked.

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2000 2014 2007 FULL TIME FREELANCE

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c c c Hope: c c c MONEY “I’m going to be fi lthy rich.”

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Fear: MONEY “I’m going to be fi lthy rich.” “I’m guaranteed to bankrupt my family.”

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Reality: YES Balance optimism and caution. Build up a cushion. Don’t quit your job on a whim. Prepare ahead of time. Don’t rush it.

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c c c Hope: c c c GROWTH “I’ll just post to (insert popular web site here), and it will go viral.”

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Reality: NOPE Slow and steady linear growth is the standard. It sounds boring, but it’s sustainable and reliable. (It’s also much more likely than viral growth.)

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Example: CONSTANT CONTACT How to Negotiate the Long Slow SaaS Ramp of Death http://businessofsoftware.org/2013/02/gail-goodman-constant-contact-how-to-negotiate-the-long-slow-saas-ramp-of-death/

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Fear: LEGAL “My company will sue/ fi re me if I work on side projects.”

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Reality: NOPE Unless you’re fi ling directly competitive patents, you’re probably OK. If you work for a particularly vindictive boss or company, this may be worth thinking about. Otherwise, your current company probably doesn’t care what you do at all.

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c c c Hope: c c c FUN! “I’m going to write software all day!”

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Reality: KIND OF Fraud. Spam fi lters. Spam accounts. Hackers. Chargebacks. Server upgrades. Security updates. Support. Marketing. Taxes. Legal. Testing.

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c c c Hope: c c c NO MARKETING NECESSARY “Great products don’t need marketing.”

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- Marketing is a tax you pay for being unremarkable.” Robert Stephens, Founder of Geek Squad “

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Reality: REMARKABLE IS TOUGH It’s virtually impossible to be “remarkable” when you launch. It’s a poisonous expectation to place on you and your team.

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Reality: MARKETING CAN HELP The idea that your idea and execution have to be amazing enough that you don’t need marketing is poisonous. Marketing, when applied wisely, can make a di ff erence.

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Example: EVERYWHERE Apple. Samsung. Windows. Amazon. Google. The de fi nition of “remarkable” is both subjective and constantly evolving, but these companies are remarkable and spend a lot on advertising.

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c c c Hope: c c c NO BOSS “I won’t have to take orders from anyone.”

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Reality: MORE BOSSES Instead of reporting to 1 or 2 bosses, you report to hundreds or thousands of customers with frequently divergent needs and priorities.

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c c c Hope: c c c NO CONSTRAINTS “I can invest time on fun things instead of rushing half-baked ideas assigned to me by pointy-haired bosses and clients.”

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Reality: MORE CONSTRAINTS Bills. Employees. Revenue. Accessibility. Security. Front-end. Back-end. Server. Marketing. Once you view everything holistically, you recognize the importance of tradeo ff s.

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Fear: TEAM “I need co-founders.”

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c c c Hope: c c c TEAM “I can do this all by myself.”

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Reality: YES Pros and cons to both co-founders and going solo. There isn’t a right or wrong. Only what’s best for you in the here and now. Don’t be overcon fi dent about going solo, but don’t let the lack of a co-founder stand in the way.

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Fear: COMPETITION “There’s 100 alternatives. I can’t compete.”

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Reality: FRAGMENTATION & VALIDATION Be smart and di ff erentiate.

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A) Email Integration B) Attachments C) Search D) API E) Milestones F) OpenID G) Text Formatting None of them

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Example: BUG TRACKING 45 options listed on Wikipedia. Many of which are open source and/or free. Probably just as many that aren’t listed. Do your own thing, and don’t worry about “competition.”

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Example: ACCOUNTING Quickbooks vs. Less Accounting. Quickbooks is a borderline industry standard. Yet Less Accounting is still a pro fi table and healthy company.

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- We’re the cockroach of the accounting software industry.” Allan Branch, Co-founder of LessAccounting “

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Fear: BIGGER TEAMS “Our small team can’t possibly compete against a team of 20.”

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Reality: AGILITY Have you ever watched a team of 20+ try to get something done? You’re faster than they are.

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Example: EVERY SUCCESSFUL TEAM EVER Google. Facebook. Apple. Twitter. They didn’t start with 20 people. Everything was a side project at one point.

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Fear: HEALTH “I can’t a ff ord health insurance.” “What if something happens to me?”

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Reality: MIXED There are very legitimate health reasons not to start a business. Hypothetical reasons, however, are not among them.

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Example: MY FOOT Lost about 6 of the last 12 months to being in bed, on pain killers, or in the hospital. Being self- employed actually made the situation tolerable. Recurring revenue ensured no negative a ff ect on our income.

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c c c Hope: c c c FREEDOM “No meetings or interruptions, and I’ll work from the beach all of the time!”

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Reality: FLEXIBILITY Work when you want. How you want. Where you want. (Most of the time.)

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Example: MY FOOT I got to work from a hospital bed.

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Non-example: CONNECTIVITY Hosted software needs to be available 24x7. (More or less.) If you like to get o ff the grid, ignore what I said about co-founders. You’ll want one.

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Fear: KNOWLEDGE “I don’t have enough experience yet.”

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Reality: YOU NEVER WILL The only way to learn is by doing. Running an app is nothing like running one for a corporation. You have to become a generalist, and most corporate jobs just don’t enable that.

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Thanks!