Startup Systems

Think about how different an accounting software for tattoo shops would look compared to Quickbooks.

Or how you could integrate pool-party motifs into a CRM for pool cleaners.

All of which would set your brand apart from the get-go and take you from being one of many to being the one and only.

B2B SaaS doesn’t have to be boring and you can create an a... See more

Founders are striving to do something more innovative, uncertain, and psychologically demanding than most of us ever try to do—many with potentially large impacts on the world—and yet their distinct psychological needs have gone largely unstudied and unaddressed. And despite the many headlines signaling a “mental health crisis in startups,” with se... See more

There are few companies that have successfully scaled taste better than MSCHF (pronounced “mischief”). Well, not exactly a company, as they explained to me when I visited their Brooklyn-based workshop set across the street from a skate park, but an “artist’s collective that happened to raise venture capital.” Or, according to their self-selected Li... See more

The first thing to do when thinking about starting a project, before you invest in systems design, infrastructure or fancy tools, is to practice getting some customers. And the second thing to do is to find out what it’s like to delight or disappoint those customers.

Customer traction is just about the only thing all successful organizations have in... See more

You can do what's called the board mission pledge where the people on your board are required as a condition of being on your board to pledge that they'll use their business judgment under Delaware law to support the mission, not just the narrow interest of shareholders. You can build, we call it an LTSPV, which is basically a financing instrument ... See more

I started this company in one of the recessions and had seen suppliers and customers go to the wall in droves. To me, getting more customers and more orders meant safety and security.

To the people who worked for me, growth meant change.

When talking to people, look for two things: pain and pull . Pain tells you there’s an opportunity to solve a problem. Pull tells you that you’re actually solving the problem.

Here’s what pain and pull look like in practice:

1. People pay you money: Several people start to (or offer to) pay for your early product, ideally people you don’t have a direct

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The mistake is thinking your startup idea is venture-scale and getting on the VC treadmill. Once you’re on the treadmill, here’s what changes:

1. High growth expectations: VCs are looking for companies that grow big enough fast enough. If your business isn’t suited to this kind of rapid growth, it can lead to undue pressure and unrealistic expectation

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The only reason you need venture capital is if (a) the technology is too expensive and you cannot self-fund it or (b) your product is going to catch fire too quickly. If done correctly, crossing the chasm should be inexpensive. Strive for cash-flow-positive and aim to change the value state of your company to attract investors and avoid constant fu... See more