Inner Game of Startups #25

The latest issue and all others can be found here.

Published
Categorized as Commentary

What’s Worse Than Greed?

You know what’s worse than greed?

Trying to stop it with a gun.

Published
Categorized as Commentary

Communication vs. Management

I tend to keep my internal processes separate from my external communications.

That is, if I’m creating a product or piece of content or building a business or even drafting a fantasy football team, I have a process I use to manage to-dos, track and determine actions, etc. I also have some form of communication with others about what I’m doing and have done. Team members, customers, investors, friends, readers, etc.

I’m a pretty transparent guy and like sharing stuff as I do it. Work out loud. But it is often confusing to people because what and how I share the vision is not the same as what and how I manage the process of making it.

Pitch decks and email updates are great examples.

If I make a pitch deck for Crash, it will convey where we are, where we’re going next, and our plan to get there. To external audiences, it is (if I do it right) at the proper level of granularity. It is not inconsistent with our internal process, but it’s very different. The team who’s on the inside might see it and be confused, because it’s not exactly the same framing as what we’re working on internally.

Email updates to investors are similar. I let them know current priorities and road-map in a way that is perfectly consistent to me, but might look slightly foreign to someone deep on the inside.

I’ve never found a valuable way to make the public communication identical to the internal process. There needs to be some buffer, level of abstraction, and simplification. But I’ve also never been the type to keep things super close to the vest. I like the excitement and accountability of sharing pretty openly what’s going on. Just not the dirty napkin sketch version.

Published
Categorized as Commentary

Remote Workers Need No Justification

Someone sent me these three question about having a remote team. My answers below.

1. Why do you hire remote workers?

This question strikes me as backwards.

Having an office and requiring every team member to live and commute in the same place is way more costly and hard to justify. It seems to me the burden of proof should be reversed.

Why would you build an on-site team? Do you think the city you’re in has talent superior to every other city combined? Will the best people always want to move there? Will your team work better in a physical office to the tune of (insert amount paid for rent)?

Non-remote workers are very tough for me to justify. Remote workers are just workers. They need no special justification.

2. How have remote workers benefited you?

Allowed me to build two companies. No chance in hell I’d have been able to had I needed on-site workers from day one.

Remote allows me to easily experiment with interns and contractors and see who develops into full-time talent as we grow. It allows me to attract world-class talent at below market wages (because adjusted for quality of life, and cost of living in city they pick, they come out ahead).

It allows me to live in a smaller city that’s ideal for raising my four kids even though it’s not ideal for the talent my company needs.

How many times is the best place to raise four kids also the best place to find startup talent? Probably never. Why compromise on either when you can have both?

3. How do you keep them engaged/interested in the work?

Hire the people who don’t need me to keep them interested.

Really!

When you’re remote from day one, this isn’t hard. People know what to expect. You attract those who can handle it.

Many people say that team members will have a hard time focusing or being motivated if not in an office. The dirty little secret is that anyone who would have that struggle as a remote worker is already having that struggle in the office, it’s just going unnoticed because people can see them there and assume they must be working.

The bar and accountability are higher with remote teams. If you don’t reply to a message, it’s easy for people to assume you’re asleep or at the beach. You need to maintain a great reputation by delivering results. In an office if someone pops in to chat and you’re not there they just assume you went to the bathroom. You can get away with more.

Published
Categorized as Commentary

Preemptive Wealth Management

It’s kind of funny that most curricula are focused on kids and young adults learning things before they need to know them.

They learn about and memorize facts and ideas that are completely unnecessary to solving actual problems they face. The idea is so that they’ll be prepared and know things in case they ever become important or useful to know in the future. It’s odd for several reasons, not least of which is that this kind of learning has almost no retention, but especially because most of the students won’t end up ever facing most of the problems even if they did retain the knowledge. (I have used Pythagorean theorem once in my entire life, and even then I didn’t remember its name or the specific formula, but had a vague idea that there was a way to find out one length of a triangle if I had the other two. Google did the rest.)

It should be taken as a given then that I am not pushing for “just in case” learning, or any kind of compulsory education period.

But if one were to agree with the standard approach of learning a bunch of things that might possibly be useful to some sliver of the class at some point in the future, you would think there might be a good bit of material on wealth management. After all, there are 12 million millionaires in the US – more than 3% of the population – which is probably higher than the percent of students who will ever need to know how to label a mitochondria. If you believe in preparatory learning, preparing to manage wealth would seem at least as logical as preparing to be a medical doctor. (There are roughly 900,000 doctors in the US, or less than 0.3% of the population).

We tend to think about wealth as only a benefit, not a problem to be dealt with. “Oh yeah, sure would be nice if my biggest challenge was learning how to manage a million bucks!” Maybe. But probably not as nice as we imagine.

What’s the opportunity cost of paying off a mortgage vs putting the money to work in the market? How liquid do you need to be? Where to keep cash since banks are only insured or $250,000 in deposits? How to deal with requests and demands from friends and family? How much to hedge against exogenous economic shocks? How to do so? How to not get taken advantage of by financial planners, lawyers, accountants, and managers of family offices and trusts? What’s the best way to handle inheritances so you give your kids a leg up but don’t cripple them and rob their ability to gain strength by solving their own problems?

Most people have trouble with financial management at the paycheck to paycheck level. More money doesn’t magically solve that. The problems just get bigger and the stakes higher.

While the idea of compulsory public schools teaching wealth management is not desirable, there might be something to the idea of individuals who desire to achieve wealth learning how to manage it a few steps ahead of time. If nothing else, the mindset alone is a form of subconscious confidence building. Investing in wealth management is a kind of bet on yourself that you will put it to use.

Published
Categorized as Commentary

XFL Haiku

So close the first time

And yet so far, I hope that

This time is closer

Published
Categorized as Commentary

Another (too long) Bitcoin Chat

This year I’m trying to spend about an hour a week making something totally unrelated to work.

Doing a two hour discussion on bitcoin every few weeks has fit the bill. Though this one ran way too long!

I always learn something and have fun, plus it gives me an excuse to hang with my friends.

Published
Categorized as Commentary

Inner Game of Startups Issue #24

On frustration, momentum, and product scope.

Read it and all issues here.

Published
Categorized as Commentary

Pranks and Creativity

I have a friend who is like Jim Halpern from the show The Office.

He will spend inordinate amounts of time scheming and executing elaborate pranks. They always delight everyone around him, and he is clearly very alive while doing them, but I always felt like it was such a waste.

How much time and energy was taken away from productive, profitable work?

I think I was underestimating the value of pranks.

I’m not going to claim there’s no such thing as unhealthy distraction, but I think the process of pranking is a source of untapped creativity and productivity.

The thought process that pranksters have is playful. It’s not threatened by circumstances, but seems to see only opportunity in every event. It is empathetic and has a deep understanding of what makes other people tick. It’s creative and challenging. It’s patient. And it lightens the mood for everyone and creates a strong esprit de corps.

These are all desirable things if you’re trying to create and deliver value in the world.

I’m not a big prankster, but working myself into a more mischievous, pranking mindset never seems to have anything but positive effects on my work. The lost time is made up for in gains from fresh thinking and enjoyment.

Published
Categorized as Commentary

The Source of Decisions vs. the Sequence of Decisions

There’s a lot of debate about who should make decisions.

Should government decide what substances you’re allowed to ingest, or you?

Should owners decide how many vacation days to offer employees, or should employees or other agencies force it on owners?

Should product designers decide what goes into a product, or should they ask customers what they want?

These debates mostly miss the point. In their quest to answer what should occur, they fail to understand what actually does occur, whether they like it or not.

In reality, only individuals can ever decide. Only individuals act. Individuals decide to listen to other individuals or ignore them. You can’t change this. To say, “Let the experts/government/market decide” is just a less clear way of saying, “Let individuals decide”. The thing that changes are the consequences and incentives for those individuals. What is really being debated is what happens after an individual decides.

The real thing on the table isn’t who decides, but how decisions are responded to through time. It’s not the source, but the sequence of decisions.

After an individual chooses to offer an item for sale, what should happen next? Should another individual with a warrant and a gun come and tell them to stop? Should other individuals be free to buy or badmouth or ignore it?

The sequence of decisions is crucial. Individuals will make good decisions and bad decisions. But most of the time you can’t tell whether it’s good or bad based on the decision in isolation. You’ve got to see the sequence that follows.

In business, it’s not possible to defer decisions entirely to consumers. You can’t wait for people to decide what you should do because the information is never complete. You have to decide what to make, how to price it, where to sell it, etc. This doesn’t mean you dictate to consumers. Quite the opposite. After you decide, you see how they decide. You see the response or non-response, take in feedback, then decide the next step. It is a sequence of decisions through time that determine what’s good or bad, working or not. It’s not about who chooses once for all, but how choices unfold through time.

You can’t escape individual choice and responsibility. Neither can you expect a single choice to be decisive. The best results come from an ongoing sequence of individuals choices that inform, incentivize, and build off each other. It’s not about who leads in the dance. It’s about how the initiation-response process unfolds.

Published
Categorized as Commentary

Why Don’t We Spend More Time Preparing for Death?

If I told you a hurricane was certain to strike your neighborhood in five days, what would you do in those five days?

You probably wouldn’t spend that time thinking about what to do if you got in a car accident. You wouldn’t spend them planning for career contingencies. You wouldn’t spend it thinking about your dream vacation, or buying domain names for a project you may do someday, or planning your kids long-term education.

All those things are fine activities, but they involve preparing for something that might happen. Meanwhile the hurricane is guaranteed to happen. It would be weird to spend all your energy on many things that could happen and ignore the one thing that absolutely will happen.

We will all die.

Death is the only fact of life that is utterly and inescapably universal.

We know it’s coming. It will happen. It’s the only guarantee in all of life.

Yet it seems like the thing we spend the least time and energy preparing for. We do more planning for totally unlikely events like winning the lotto, or global apocalypse, or contracting a rare disease, or becoming famous than we do for the sure thing that is death.

Death denial is widespread. Not just stuff like preparing a will or getting life insurance or creating succession plans. Many people (though not as many as would seem prudent) do these. They kind of check them off the list then try to never think about it again. Like maybe if we don’t confront it, it won’t happen? But it will.

It would seem normal to spend more time contemplating and preparing for death than anything else. It has a 100% probability of happening. How many things in life can you know with such certainty? It’s a huge leg up and ought to make prepping for it easier. Why not pre-death counseling, to emotionally prepare for it? Why not study all theories related to the process of dying, biologically and spiritually, and theories on what might happen next? Why not plan for death like we plan for less sure things?

I’m not sure why we don’t. I’ve been thinking more about death. And, like almost everything, it seems way more scary when avoided then when confronted. I used to think people or religious traditions that talked a lot about death had some unhealthy obsession. Now I wonder if it’s those who don’t that have the bigger problem.

Published
Categorized as Commentary

The Spiritual and the Strategic

The answer to strategic dilemmas is rarely strategic thinking.

I often find myself hemming and hawing over strategies and tactics while building Crash. When it’s something small, I can think my way to it quickly. Something medium, I can reason, discuss, debate, write, or test my way through it. But big strategic decisions require some kind of deeper epiphany or understanding. Something closer to a spiritual insight or feeling than a strategic one.

A thought in the shower that animates me so much I have to jump out sopping wet and write it down. A just-upon-waking understanding of what must be done that makes me jump out of bed. A long walk that begins in indecision and ends with decisive clarity. Some kind of re-connection with a gut-level knowledge of what must be done.

I have this suspicion that we always know what to do, but the difficulty is learning what we already know from ourselves. That is a different process than just strategic thinking. It’s going where your gut already wants to go, and where tension melts away and positive energy emerges.

I don’t know why it works this way (though I’ve explored it for years and keep playing around with theories) but for me at least, it does work this way.

Published
Categorized as Commentary

Big Transformations from Small Actions

I think daily blogging has spoiled me.

It created such a massive acceleration in my life just a month or two after I began, and has never not noticeably made things better.

So when I try other stuff, especially health related, I’m always a bit disappointed. No alcohol, sugar, or caffeine for a month. No gluten. Full paleo. I’ve tried several of these and never noticed any difference except an increase in spending and inconvenience. I’m always hoping for something as impactful as daily blogging, or at least half as impactful as people who rave about these on Twitter.

Exercise is a bit better. I do get some results, but they aren’t very big. I feel a little better and look a little better if I’m on a daily routine, but it hits a ceiling pretty quickly. Not sure if I’d need hours in the gym or some other highly inconvenient, costly routine to break through. It’s never been that much of a priority.

I’m always looking for something as dramatic as daily blogging in terms of the insane ROI. Tiny daily commitment. Huge and constant life improvement.

Published
Categorized as Commentary

A Few Bitcoin Articles

Sometimes I do my daily blogging elsewhere. Today, I’m sharing a few articles I posted recently about bitcoin to a cool Bitcoin Cash based Medium style platform.

Why Bitcoiners Should Be More Selfish

How to Ask for Money for Your Bitcoin Project

Published
Categorized as Commentary

Inner Game of Startups #23

The latest from my weekly newsletter.

Subscribe to read here.

Published
Categorized as Commentary