So I do have kind of an extensive questionnaire, so we just touch on a few things, but one thing I think first and foremost is, what are your values? And I think it's really essential to do some sort of values clarification exercise. You can find a ton of them online. You can find a list of values and just pull out your core values and just compare them with each other because when you are aligned, it's great. Or when you're adjacent, it's also great. I might care a lot about excellence, Lenny, you might care a lot about learning. Fantastic. Those are great values that we can kind of, go together. I might care about excellence and you might care about work-life balance. Wow, let's talk about that because I think it's going to be really important as we go through our startup journey that we understand both of us, what does work-life balance mean and what does excellence mean?

One of the founders I worked with, he would text or Slack his co-founder on weekends and the co-founder wouldn't respond. And that was extremely frustrating to the person, to the co-founder I was talking to. And it turned out, after they finally addressed it, it really was about wanting to have some downtime and some, quote unquote, "Balance."

I'm so great at bringing things up." But the person who's close to you might say, "You seethe until you're ready to bring something up and it's really uncomfortable in the seething period." So it just gives you a little more self-awareness about how you actually handle conflict.

The other person might be a person who totally wants to talk about the conflict but wants to let it settle first and wants to also go through their own thinking process about what's important to them and might actually feel like they've resolved it themselves without having to have a conversation with you.

And if you're the person who's like, "Let's talk about it, let's talk about it, let's talk about it." And they're like, "I'm working through it myself." Now you have conflict over the conflict and it just turns into dynamic that's not necessary.

When the Sun-Times appointed me film critic, I hadn't taken a single film course (the University of Illinois didn't offer them in those days). One of the reasons I started teaching was to teach myself. Look at a couple dozen New Wave films, you know more about the New Wave. Same with silent films, documentaries, specific directors.

visual compositions have "intrinsic weighting." By that I believe he means that certain areas of the available visual space have tendencies to stir emotional or aesthetic reactions. These are not "laws." To "violate" them can be as meaningful as to "follow" them. I have never heard of a director or cinematographer who ever consciously applied them.

I suspect that filmmakers compose shots from images that well up emotionally, instinctively or strategically, just as a good pianist never thinks about the notes.

I already knew about the painter's "Golden Mean," or the larger concept of the "golden ratio." For a complete explanation, see Wiki, and also look up the "Rule of Thirds." To reduce the concept to a crude rule of thumb in the composition of a shot in a movie: A person located somewhat to the right of center will seem ideally placed. A person to the right of that position will seem more positive; to the left, more negative. A centered person will seem objectified, like a mug shot. I call that position somewhat to the right of center the "strong axis."

They are not absolutes. But in general terms, in a two-shot, the person on the right will "seem" dominant over the person on the left

In simplistic terms: Right is more positive, left more negative. Movement to the right seems more favorable; to the left, less so. The future seems to live on the right, the past on the left. The top is dominant over the bottom. The foreground is stronger than the background. Symmetrical compositions seem at rest. Diagonals in a composition seem to "move" in the direction of the sharpest angle they form, even though of course they may not move at all. Therefore, a composition could lead us into a background that becomes dominant over a foreground.

Of course I should employ quotation marks every time I write such words as positive, negative, stronger, weaker, stable, past, future, dominant or submissive. All of these are tendencies, not absolutes, and as I said, can work as well by being violated as by being followed. Think of "intrinsic weighting" as a process that gives all areas of the screen complete freedom, but acts like an invisible rubber band to create tension or attention when stretched. Never make the mistake of thinking of these things as absolutes. They exist in the realm of emotional tendencies. Often use the cautionary phrase, "all things being equal" -- which of course they never are.

As it turns out, cutting radially is, in fact, marginally worse than the traditional method. With all your knife strokes converging at a single central point, the thin wedges of onion that you create with your first strokes taper drastically as they get toward the center, resulting in large dice cut from the outer layers and much larger dice from the center. But even the classic method doesn’t produce particularly even dice, with a standard deviation of about 48 percent.

For the next set of simulations, I wondered what would happen if, instead of making radial cuts with the knife pointed directly at the circle’s center, we aimed our knife at an imaginary point somewhere below the surface of the cutting board, producing cuts somewhere between perfectly vertical and completely radial.

This proved to be key. By plotting the standard deviation of the onion pieces against the point below the cutting board surface at which your knife is aimed, Dr. Poulsen produced a chart that revealed the ideal point to be exactly .557 onion radiuses below the surface of the cutting board. Or, if it’s easier: Angle your knife toward a point roughly six-tenths of an onion’s height below the surface of the cutting board. If you want to be even more lax about it, making sure your knife isn’t quite oriented vertically or radially for those initial cuts is enough to make a measurable difference in dice evenness.

VCs need to believe that your company could be a billion-dollar business and generally lack imagination — you need to paint a vivid picture of this path for them, starting with the striking protagonist character you play in your company’s story.Your alter ego should never lie, but it should be completely comfortable showing the fullest expression of your ambition to people who probably intimidate you. Fundraising is a snap judgment game — most VCs are trying to pattern-match you to a founder archetype who already won. They index primarily on IQ, self-belief, experience, and personability (in that order). A general rule of thumb is that to be taken seriously in SV, male founders would benefit from acting warmer, while female founders are taken more seriously when they act colder. Both benefit from acting a little entitled.

a VC’s job is to make a diversified portfolio of bets — you are only one. Most founders find being around VCs distracting and draining because they feel pressure to perform the role of ‘impressive person.’ If you can’t immediately capture value from your performance… why waste your energy?

don’t expect the average investor to provide much value beyond money and connections. This makes the 10% of investors who can be legitimately useful to your business worth their weight in gold. Develop litmus tests to identify the valuable ones quickly and avoid wasting your time trying to convince nonbelievers.

our goal here is to spend as little time fundraising as possible — which requires being strategic about the order in which you talk to investors and how you talk about where things stand as you progress through the raise. The combined force of controlling those two variables are what “generates momentum” during your fundraise process.

Make a list of all the investors you know and can get introduced to, ordering them by the ones you most want on board to the ones you couldn’t care less aboutTalk first to a few low-stakes investors at the bottom of your list to practice your pitch and identify common investor questions and critiques you’re going to getIf available to you, next get a few investors who already wanted to give you money on board so you have a dollar amount you can say you’ve raisedWork your way up your investor list, talking to the investors you most-want-on-board-but-still-need-to-convince last (this optimizes your odds they say yes)

This all goes by much faster if you court investors similarly to how hot girls treat their many potential suitors. If your raise is already a little taken and you exude an air that you don’t need them, mimetically-minded investors become much more interested.

If you’re anything like me, you will worry intensely about not making a fool of yourself. It will probably go ok, but not as amazing or illuminating as you’d hoped. You might leave and feel a deep sense of lostness set in. This is all very normal. In time you will see them in increasing clarity, often noticing the differences between your and their values and why you would not enjoy living their life at all.

the people on pedestals probably hate being there. It’s lonely, hard to trust that the intentions of the new people around you are pure, and you often feel like you’re constantly letting people down. In the end, idolization hurts everyone involved.

Beware of intellectual dementors and clout demonsIntellectual dementors will try to eat your ideas and interestingness — not necessarily to copy you, but to wring your brain dry to amass knowledge themselves. They often play mini IQ games/tests of will in conversation and masquerade as investors while never actually investing. Clout demons are similar, but view people less as brains and more as stepping stones towards supreme social status. The power move to protect yourself from both is to simply abstain from playing their games — give as little info on yourself and your ideas as possible and reflect their questions directly back at them.

People will help you if you ask for what you want clearly and concisely

Knowing what you want requires a lot of upfront soul-searching, followed by strategic and long-term thinking once you’ve committed to a thing (I can’t really demystify this more). Once you’re all in, I highly recommend diligently keeping a list somewhere of the top three things you currently need help with so when people ask, you’re ready.

You don’t want to make people feel like you’re using them but you do want to use your social capital for things you care about. General rule of thumb: ask for things either 1) after a positive interaction or 2) completely out of the blue with a concisely written and compelling email/text. Tone matters because you don’t want to sound desperate and you do want to show you know how to play the game (write like the founder you most admire talks).

once we’ve taken action on behalf of something, our brain assigns more value to said thing. Tim Keller: “The feeling of love follows the action of love.” Love is a strong word here, but the point stands — help people help you. Startups are long-term games, so it only makes sense to do them with people you truly want to be around for a very long time.

The ability of generative AI tools to analyse huge datasets can also be used to help spark creative inspiration. This can help us if we’re struggling for time or battling writer’s block. For example, if a social media manager is looking for ideas on how to engage alumni on Instagram, they could ask ChatGPT for suggestions based on recent popular content. They could then pick the best ideas from ChatGPT’s response and adapt them. We may use these tools in a similar way to how we ask a colleague for an idea on how to approach a creative task.

We may use these tools in a similar way to how we use search engines for researching topics and will always carefully fact-check before publication.

we will not publish any press releases, articles, social media posts, blog posts, internal emails or other written content that is 100% produced by generative AI. We will always apply brand guidelines, fact-check responses, and re-write in our own words.

We may use these tools to make minor changes to a photo to make it more usable without changing the subject matter or original essence. For example, if a website manager needs a photo in a landscape ratio but only has one in a portrait ratio, they could use Photoshop’s inbuilt AI tools to extend the background of the photo to create an image with the correct dimensions for the website.

Forget trying to decide what your life’s destiny is. That’s too grand. Instead, just figure out what you should do in the next 2 years.

Try to define yourself by what you love and embrace, rather than what you hate and refuse.

Where you live—what city, what country—has more impact on your well being than any other factor. Where you live is one of the few things in your life you can choose and change.

Once a month take a different route home, enter your house by a different door, and sit in a different chair at dinner. No ruts.

Every now and then throw a memorable party. The price will be steep, but long afterwards you will remember the party, whereas you won’t remember how much is in your checking account.

Most arguments are not really about the argument, so most arguments can’t be won by arguing.

invent your own definition of success. Shoot your arrows first and then paint a bull’s eye around where they land. You’re the winner!

There should be at least one thing in your life you enjoy despite being no good at it. This is your play time, which will keep you young. Never apologize for it.

You have 5 minutes to act on a new idea before it disappears from your mind.

The patience you need for big things, is developed by your patience with the little things.

When you are stuck or overwhelmed, focus on the smallest possible thing that moves your project forward.

For steady satisfaction, work on improving your worst days, rather than your best days.

Your decisions will become wiser when you consider these three words: “…and then what?” for each choice.

If possible, every room should be constructed to provide light from two sides.  Rooms with light from only one side are used less often, so when you have a choice, go with light from two sides.

There is a profound difference between thinking less of yourself (not useful), and thinking of yourself less (better).

Always ask yourself: what would change my mind?

Becoming one-of-a-kind is not a solo job. Paradoxically you need everyone else in the world to help make you unique.

If you need emergency help from a bystander, command them what to do. By giving them an assignment, you transform them from bewildered bystander to a responsible assistant.

The most common mistake we make is to do a great job on an unimportant task.

Don’t work for a company you would not invest money in, because when you are working you are investing the most valuable thing you have: your time.

Fail forward. Failing is not a disgrace if you keep failing better.

Do not cling to a mistake just because you spent a lot of time making it.

For small tasks the best way to get ready is to do it immediately.

What others want from you is mostly to be seen. Let others know you see them.

When you try something new, don’t think of it as a matter of success / failure, but as success / learning to succeed.

use your honesty as a gift not as a weapon. Your honesty should benefit others.

A good sign that you are doing the kind of work you should be doing is that you enjoy the tedious parts that other people find tortuous.

Celebrating the success of others costs you nothing, and increases the happiness of everyone, including you.

To tell a good story, you must reveal a surprise; otherwise it is just a report.

a long horizon allows you to compound small advances into quite large achievements.

Often ideas are rejected because of the tone of voice they are wrapped in. Humility covers many blemishes.

When you are right, you are learning nothing.

Very small things accumulate until they define your larger life. Carefully choose your everyday things.

If you are impressed with someone’s work, you should tell them, but even better, tell their boss.

Humility is mostly about being very honest about how much you owe to luck.

Your emotions are a signaling mechanism. They are your subconscious mind’s toolkit for protecting you from dangers, improving your circumstances, and navigating an otherwise incomprehensibly complex world. Every emotion has some adaptive purpose: fear keeps you safe; anger enforces your boundaries; sadness slows you down; joy speeds you up.

The first step towards living better is to recognize that your subconscious mind is trying to tell you things you don’t yet know (primarily through your emotions, but also via other channels like your dreams). A lot of people struggle to realize even this basic fact; they think of emotions as a disruption: a distraction from, say, their career development, or an impediment to their capacity to “be rational.”

your emotions are worth heeding because they carry wisdom your conscious mind doesn’t have access to. And at that point you must embark on the second step—the much harder step—of figuring out what it is that your mind is trying to tell you.

an attitude of curiosity rather than doubt. Embodiment rather than intellect. You find the answer by allowing yourself to be playful, generative, and spontaneous; not by being methodical, intentional, and constricted. Sit back and feel your way to the answer

People forget that when Bezos introduced Amazon Prime, Wall St. flipped out, because they insisted that it would cost way too much for too little benefit. But, through it all Amazon survived (and thrived) because Bezos just kept telling investors exactly what his plan was, and never backed down, no matter what Wall St. kept saying to him.

This is too easily forgotten, but your users are everything if you run an internet business. They’re not “the product.” They’re what makes your site useful and valuable, and often provide the best marketing you could never buy by convincing others to join and providing you with all of the best ideas on how to improve things and make your service even better for the users. The moment you’re undermining your own community, you’re beginning to spiral downward.

As you’re developing a business model, the best way to make sure that you’re serving your users best, and not enshittifying everything, is to constantly make sure that you’re only capturing some of the value you’re creating, and are instead putting much more out into the world, especially for your community.

Push the power to make your service better out from the service to the users themselves and watch what they do. Let them build. Let them improve your service. Let them make it work better for you. But, you have to have some trust here. If you’re focused on “Rule 3” you have to recognize that sometimes your users will create value that you don’t capture. Or even that someone else captures. But in the long run, it still flows back to you, as it makes your service that much more valuable.

If you’re charging for something that was once free, you’re taking away value from your community. You’re changing the nature of the bargain, and ripping away the trust that your community put in you. Instead, always look for something new that is worth paying for above and beyond what you already offered.

There are ways to monetize that don’t need to overwhelm, that don’t need to suck up every bit of data, that don’t need to rely on taking away features users relied on. Focus on adding more scarce value, and figuring out ways to charge for those new things which can’t be easily replicated.

You start learning acronyms like “ARPU” (average revenue per user) and such. And then you’re being measured on how much you’re increasing those metrics, which means you need to squeeze more out of each individual user, and you’re now deep within the enshittification stage, in which you’re trying to squeeze your users for more money each quarter (because now everything is judged in how well you did in the last 3 months to improve that number).