• Qualified Small Business Stock Can Be Sold With No Taxes

    Qualified Small Business Stock (QSBS) has special tax rules which can result in no taxes when sold. To qualify, a business needs to be an active C Corporation, less than $50MM in assets, not in an excluded category, acquired directly (not second-hand), and the stock must be held for 5 years or more and have documentation of the stock. The excluded (not taxed) gain is limited up to $10MM or 10 times the adjusted basis of the investment (after that it gets the normal capital gains treatment).

    What about vesting schedules? Wouldn’t that make for the holding period starting on each vest?

    According to this blog post, filing an 83(b) election would start the 5 year holding period at the time of grant rather than the time of vesting.


  • Prospera Is a Libertarian Corporate Charter City in Honduras

    Próspera is a charter city run by the Honduras Próspera Inc (HPI) in conjuction with the Honduras government ZEDE laws which enable setting up economic zones (i.e. charter cities) governed by a non-Honduran entity (like a corporation). The group established the first zone in Roatan in an area of unused land the size of Central park.

    Their planned government is libertarian, emphasizing property rights, low taxes, and small government. The ruling council is composed of 5 elected members and 4 appointed by HPI which keeps it small (although the 4 appointed members would likely vote as a group and elected member would likely not i.e. political parties). 3D property rights would solve air rights issues (e.g. building a tall building) and a property token will be used to finance the development of the land. A 10% tax rate would attract people and busineses and they would cut 1% to the Honduran government.

    Read Prospectus On Próspera.

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  • Versioning Provides a Way to Sell Information Without Cannibalizing High Margins

    Versioning is a pricing strategy for information products where you create different versions of the product for different users. The version the users pick reveals the value they place on the information and what they are willing to pay for it—without alienating users by charging different prices. This is especially important for digital information products that can drive prices and margins down due to competition.

    Types of versioning include:

    • Delays e.g. stock quotes delayed by 20 minutes vs real-time, movie vs rental
    • Convenience e.g. amount of session time vs unlimited
    • Comprehensiveness e.g. deeper coverage, historical information like archives
    • Manipulation e.g. download or print, exports
    • Community e.g. LinkedIn direct messaging for access to members
    • Annoyance e.g. ad free
    • Speed e.g. faster calculations
    • Data processing e.g. filling out tax forms vs audit features to highlight risks
    • User interface e.g. simple UI for casual users, more featureful UI for power users
    • Image resolution e.g. higher resolution images
    • Support e.g. email vs premium phone support

    The number of versions depends on the number of distinct user segments. Even with a small number of segments, businesses can benefit from having three tiers for the same product to move users from the lowest price into the middle price tier (Goldilocks bias).

    Read ‘Versioning is the smart way to sell information’

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  • Fermi Estimate

    A ‘back of the napkin’ estimate that can be quite accurate. By estimating multiple variables somewhat accurately and both underestimating and overestimating, the variables tend to balance out and result in accuracy within an order of magnitude. This is usually enough to get a general idea of the problem and solution which is useful, similar to dimensional analysis like Big O Notation.

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  • PEOs Are an Underwriting Business

    Since PEOs are the employer of record, they shoulder the insurance risk for health care, workers compensation, and unemployment. They must be mindful of this exposure as they grow and control for it with risk management.

    For example, if a PEO takes on a client with a higher likelihood of physical injury (like a construction company) they risk more workers compensation claims and thus a higher workers compensation insurance premium. This will cause them to either lose margin or pass it on to their customers raising the price and potentially causing churn.

    That’s why it’s useful to think of a PEO as an underwriting business where they must carefully manage their exposure and unexpectedly lower or higher revenue as a result.

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  • How People Get Rich and Income Inequality

    Paul Graham argues in How people get rich now that we are returning to a period where wealth is mostly generated from starting companies (as opposed to inherited wealth from oil and natural resources) and that’s a good thing even though wealth inequality is growing. He argues that it’s that rich people coming from tech get rich faster and much more wealthy and not something more sinister that technology companies growth correlates with rising income inequality.

    Of course, it’s not that simple and Just be rich, a reaction to the essay mentioned above, points out that Paul Graham’s essay is meant to make rich people feel better for being rich and that the answer is to start a company and be rich. That’s a bit of a straw man which makes it easy to poke at PG, but it seems they are both right. Declining middle income is bad and causes struggle and lack of access to opportunity. Also, tech is better than what we had 40 years ago when most wealth was generated by exploitation of natural resources or inheritance.

    While the reaction blog post got a lot of airtime on HN, it’s a bit sensational. The reaction offers no alternatives and draws no new conclusions about what to do about the problem.

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  • How to Lose 10MM Dollars

    In a tweetstorm from Andrew Wilkinson about how their task list app Flow was out competed by Asana. To summarize, his team built an early SaaS task list web app that was growing fast until Asana arrived and quickly outpaced them. Their growth slowed and eventually decided to shut down after many years. He frames the underlying causes as bootsrapped vs venture backed and how, “Good product with great marketing beats amazing product with no marketing.”

    He offers a word of caution about bootstrapped businesses that are in a highly competitive space with low barriers to entry (like a todo list app) and how a well capitalized competitor can win.

    See also:

    • 7 Powers might offer some more explanation. It seems like Asana used it’s process power in engineering to outpace Flow (e.g. building iOS, Android clients) and branding to market and position the product.

  • A Cathedral for Creation a Bazaar for Growth

    There are two approaches for creating something of significance, the cathedral and the bazaar. The cathedral is best for creation and the bazaar is best for growth.

    The cathedral is unified coordination mechanism that is well suited for reaching a singular vision. It is hierarchical which provides a clear line of decision making. This consolidation of decision making makes it efficient for coordination.

    The bazaar is a distributed and loosely coordinated mechanism best suited for growing something that is well defined. By agreeing on a few rules (like commerce, or open source code) it can grow autonomosly—far exceeding what a single person or group (cathedral) could do on their own. However, the bizaar fails to create something new that’s also great (like designing by committee).

    Read Curtis Yarvin’s blog post A Founder’s Farewell.

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  • Robert Moses Was a Failure in the First 5 Years of His Career

    In the early years of his career, Robert Moses—with all of his idealism and arrogance—failed to reform the New York City government and improve efficiency as he proposed. None of his reforms were ultimately taken up and Tammany Hall retook the mayorship from the ‘Boy Mayor’, John Purroy Mitchel the reformist, after three short years.

    After his brief stint in local government he was out of a job and bounced between jobs or was fired.

    It wasn’t until Belle Moskowitz chose Robert Moses to be her Chief of Staff did his career take off.

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  • PEOs Taking Care of Everything Is a Myth

    PEO’s often position themselves in the market as a service where you can entrust them to do everything for you. However, that is not the case.

    For example, while using a PEO you still need to handle leave of absences (e.g. customizing a leave letter), prepare for involuntary separations, develop a parental leave policy, set up harrassment prevention training, and even set up certain employer tax accounts (i.e. Client-reporting states).

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