Categories
Startups

Day 250 and Getting to Know You

I don’t really like musical theater (it’s the people sorry) but I’ve been humming a tune from The King and I called “Getting to Know You” as I codify my process for meeting founders and startups. It turns out Julie Andrews through Rogers and Hammerstein lyrics may be a viable strategy for finding out if someone is a fit for Chaotic.Capital. The actual play is racist, colonial nonsense but you know take art for art’s sake.

Getting to know you

Getting to feel free and easy

When I am with you

Getting to know what to say

Haven’t you noticed

Suddenly I’m bright and breezy?

Because of all the beautiful and new

Things I’m learning about you

Day by day

She’s talking about being a teacher and getting to know her pupils but it’s also maybe about falling in love, but I like the sentiment that learning “beautiful and new” things “day by day” feels bright, breezy, free and easy. That’s a good template for relationships of all kinds.

Pitching is none of those things. It’s practiced, formal, and exhausting. It may be a necessary evil for founders as you need concise and clear communications about what you are doing and why it requires capital. But I don’t think it’s the best way to get to know people. Getting to know someone should feel easy.

I like to get to know someone over the course of conversations. My preference is through asynchronous communication mediums like chat, direct message or email. There is something about the volleying back and forth of information that helps me more. I like a back and forth that is informed by revealing thought process but also context and background. I’ll chat with virtually anyone and keep my direct messages open on Twitter because I value conversation so much.

I generally don’t feel that phone or video calls are that helpful to me in getting to know someone initially. I don’t mind short 10 minute bursts. What I do dislike is the planned hour long call for an initial conversation. Rarely am I able to be emotionally and physically present for something like that if I am not already interested or invested in story.

But if we’ve had conversations through Twitter, direct message or email where I have more context and connection then it’s possible I can be present for you. But I wouldn’t recommend asking for an hour synchronous medium as your first interaction with me. I’ll do it as a favor to someone now and again but I almost always resent it.

I’d rather get to know you over time before I’m trapped in a room for an hour to put it bluntly. I promise this is for both of our benefit. You wouldn’t take someone on a two week vacation for a second date so why would you hinge your chance to work or get investment from someone by insistence on spending an hour together right off the bat. Let it simmer a bit. Give me an appetite for wanting to help you. Then you won’t be able to get me off the phone or Signal. I will be your most available investor if you take the time to show me who you are.

So go ahead. Message me. Message a bunch. Send an email. If you don’t hear from me message some more. If I’m being evasive tell me straight me. But the end goal should be that getting to know you is free and easy. And you will be able to tell if I’m excited. Don’t give up. Just keep the conversation flowing like Julie Andrew’s did.

Categories
Emotional Work Internet Culture

Day 247 and Rooting for You

I watched a viral video of a young white American kid who claims to have quit a 100K job in order to pitch YouTube star Logan Paul for a job. It’s really hard to watch because this poor young man just utterly shits the bed on asking his favorite social celebrity to take a chance on him. He can’t even tell Logan what he is best at. He doesn’t know himself and thus cannot capitalize on his moment in the sun to show his worth. Honestly it will break your heart.

The shitty sad part of watching this kid utterly fail at self advocacy is if you are in a position of power you genuinely want to help people if they are clear about how you can do so. No one wants to say no. We all want to get to yes.

Being asked “what are you good at?” is an empathy driven open ended “get me to yes” kind of question. Logan Paul, never a celebrity I’d have previously associated with emotionally empathic, actually encourages this young fan. Even in a short clip he encourages him.

It breaks my heart a little that this kid doesn’t have anything to say for himself. Even saying something small like “ I’m the best getting groceries quickly” would have given him a chance.

I think the reason this hits me hard is that everyone has emotionally been that young man. Asked someone to help and just utterly bombed. I know I’ve taken a swing and asked powerful connected intelligent people to help me and then subsequently failed to rise to the moment. I carry those emotional failures with me. I think we all do. It’s what drives us to be better. Those moments of defeat can remake us for success. They course correct us. But only if we don’t let don’t let those failures beat us for good. We have to see the patterns that brought it into our life, accept that it’s our failure, and let it improve us.

That’s why it’s so important when you are in a position of saying no to someone to do it with as much grace as Logan Paul. I know it’s a weird sentence to type. We owe it to ourselves to there to hear them at their lowest moment with the hope may eventually become the path to their better self. Because surely someone once did that for you. That’s wisdom.

It’s hard getting a concise answer to “why you” and finding and accepting the truth of what you are truly better than anyone else is at is a lifetime of work. Being able to do it when you are young is what makes for a life that will give you satisfaction instead of disappointment.

I genuinely believe we want to help others get there. I used to hate when someone who turned down one of my pitches would say they “were rooting for me.” I thought it was dismissive. Now I choose to understand that that most people want to help you succeed.

If someone accepts time to talk to you it’s probably because human to human they would like to get to yes. I now take “we’re rooting for you” as sincere. Maybe it’s not in some cases but why not default to good intent first?

Categories
Aesthetics

Day 239 and Missing Vanity

I wasn’t much for makeup or clothing as a teenager, but I fell in love with fashion as I got older. I was swayed by the mysteries of style. The power of being dressed precisely for the occasion was not lost on me. I wanted to command the powers of vanity for myself

But as the pandemic set in I cancelled all my beauty box of the month subscriptions and closed my Rent the Runway account. I didn’t need red lipstick or cocktail dresses. When we summered in the Hudson Valley the first summer of the pandemic, I only brought one suitcase of sweatpants and cotton dresses. I didn’t realize it at the time but I was was leaving behind dozens of vanity rituals.

Like many other people, we decided to move closer to family as the pandemic continued. Going from Manhattan to Boulder isn’t exactly conducive to keeping up with appearances either. I found myself buying hiking pants and wool socks. I had no occasion to dress for anyone but myself.

I’m not sure how much I actually miss getting dressed. At least not for myself. Earlier in May before the Delta variant squashed “hot vax” summer for good, some ink was spilled on the mixed emotions of getting dressed for others after so much time in seclusion.

The pandemic seems to have proven that for me aesthetics are all about the dance with others. The joy of communicating one’s taste and preferences to the outside world is more riveting than playing with my look for an audience of one.

But I do miss that dance. Vanity can be a wonderful motivator to connect and communicate with others. I so badly want someone to see my hair. I haven’t heat styled my hair for well over a year. In fact, I haven’t had it cut for nearly 10 months.

My vanity tells me my hair has never looked better. It cascades down to my mid back without a split end in sight. Just waves. It’s fucking princess hair. My vanity whispers that someone surely would notice how beautiful I look. If they noticed how I look then they must always want me to notice them.

I miss the pleasure of seeing beauty in each other. Sharing a compliment and an appreciation for the little vanities we all keep.

Categories
Emotional Work

Day 231 and Afraid of Feeling Fear

Being sick has left me with some scars that I am working through. Currently I’m afraid of pushing myself to my limits. I don’t know it for a fact but I fear some of the severity of my illness was tied to the overwork that is required when working in startup life. So now I’m afraid of overdoing things physically. I’m struggling to even set the boundaries of what 50% capacity would look like.

This isn’t the first time I’ve struggled with the question of my capacity. I’ve been a fan of what I call the “Gattaca” method since I was a child. “Never save anything for the swim back.” But now having experienced the worst case scenario of being unable to work for two years I’m gun shy. That common knowledge says failure “is never as bad as you imagine” is bullshit. Losing two years of my life was fucking awful. What if next time I give my all and I lose more than two years? I’m running myself in circles with this fear without any indication that it will become reality.

When I was a teenager I rode horses. I liked cross country eventing where you jump over obstacles on an open field. It’s a bit dangerous. That’s how Christopher Reeves got hurt. I had plenty of spills but it never really upset me. I always got back on the horse. I wanted to become more competitive so bought a thoroughbred who was being retrained from being a racehorse. I thought I was a talented enough rider for the job. I wasn’t.

He was a high strung panicky creature and threw me into a wall. I cracked my helmet, blacked out briefly and was diagnosed with a concussion the next day. Despite the severity of the fall, I got back on the horse immediately. I was afraid of being scared. So I pushed through.

Turns out I should have just felt the fear. I should have gone to the doctor, allowed myself to recover and not pushed through it. I never fully recovered my nerve about that concussion. I just slowly circled the drain emotionally and my fear won over my enthusiasm for rising. I never went back to competing in eventing. Instead of working through my fear I chose to ignore it. That turned out to be a sure fire way to let fear win in the end.

I don’t want to be afraid of being scared. I want to embrace my feelings and their origins. I want to come to terms with them. Because unlike horseback riding, I intend to keep working.

Categories
Internet Culture

Day 212 and Notes for A Unified Theory of Shitposting

Yesterday I was fucking around on Twitter, as I am prone to doing. I made a barely sit-com worthy joke about divorced guy energy.

You ever notice how women thrive in the aftermath of divorce but men implode? Why is that?

My husband Alex replied with a searing burn “don’t worry, I’ll be fine” response and we were off to the races with all our mutuals dunking. I was howling with laughter. The two of us were trading zingers and watching the DMs roll in from friends.

Obviously the undercurrent of any thread on social media got dark very fast. So quickly I ended up putting out resources for men who were struggling in the replies. The amount of pain on display was enough to make you want to donate to the first domestic abuse charity I could find.

So why is it that I can shitpost about a topic and come away unscathed, indeed it was a fun and entertaining night for both myself and Alex, but others melted down? I think it might be about class and social signaling. It takes a lot of social capital to shitpost. And those that shitpost on the most socially contentious topics are demonstrating their social capacity to discuss whatever they want without consequences. I can shitpost because I’ve got enough social capital to do so.

One theory I’ve got is that shitposting is a backlash to Ted Talks, super serious reverential coverage in glossy business magazines, and the proliferation of HBS style “business” books. We’ve had an saturation in performative professionalism.

Once it became unclear that every self seriousness biography or magazine puff piece was placed by professionals to make their clients look like geniuses (visible effort undermines certain kinds of status) the savvy social seeker knew they needed a more authentic way to telegraph in-group power. The next logical step was demonstrating that you were so smart, so powerful and so connected you didn’t even need to demonstrate it. Hence the shitpost.

The weirdest part of “shitposting” being an actual status symbol in venture capital is that a couple of billionaires are going to see me and Alex making jokes about divorced guy energy and this will only increase our status. Which is ludicrous on its face ans yet absolutely true.

This isn’t even a flex on my part (though it obviously is a flex) as it is now accepted that having a following for saying whatever you like gives you a leg up in startups. A friend likened it to “dressing down” or the practice of wearing causal clothing even in formal settings. It shows you are so powerful and wealthy you don’t need to give a fuck about manners. Shitposting on Twitter is like wearing ripped jeans at the country club.

I want to explore this topic in more depth so this post is just some sketch notes. But I wanted to get it down and organized so I hope it’s alright to have some half baked ideas. It’s my blog so I figure it’s fine b

Categories
Emotional Work Internet Culture

Day 208 and Boundaries

It’s fairly common to struggle with boundaries. The desire to come through for everyone is strong, but not half so strong as the fear that if you set a firm boundary, then no one will accept you for where you are and what you want. What if love is only ever available on someone else’s term? This is a terrible fear straight from our inner child.

We’ve turned loyalty into a obligation test. But how perverse is that? “If you love them, set it free” is a culturally touchstone for a reason. We want the freedom of choosing our the loyalty that works for us. And we know each demonstration of loyalty means nothing if it wasn’t in consideration of the other person’s boundaries, needs and desires.

I suppose this hit me today because I’ve been astonished to see athletes like Naomi Osaka and Simone Biles holding their boundaries firm. They loyalty to sports, their countries and to us as fans only matters if it’s given freely and with joy. They owe us nothing, so when they do perform as their most elite selves, it’s what’s most beautiful and courageous thing. It’s a feat without ego. Those victories come in freedom.

Prioritizing one’s boundaries and well-being doesn’t need any apology or explanations or attempts to change yourself to fit another, if someone requires obligation on their terms it’s natural to feel invaded.

It’s the most loving thing in the world to set out what you actually want and need. It’s always the right thing to do. We don’t own each other. We each get to choose what’s best for us. And that fear we won’t be loved if we stand firm? Let it go. We always feel safest and most cared for when we know what we are offering is genuinely wanted.

Categories
Emotional Work

Day 205 and Saying It Outloud

No one would accuse me of being keeping my opinions to myself. I generally say what I mean and mean what I say. I find filtering my thoughts to be exhausting. It’s not that I think manners are not important. I think it can often be a great kindness not to blurt out every thought. Being considerate and not imposing your every thought onto others is part of living in society. But I’m learning that you have to be clear about who you are. Keeping your truth inside will kill your soul.

So it has come as a surprise to me that I am keeping a lot to myself. Mostly emotional and personal things. I still generally go straight to taking a public stand on politics, professional topics and cultural issues. But there are areas where I just don’t have that bravery. Where I haven’t uttered how I really feel to anyone.

I’m working through how to discuss some of these truths out loud. How does it feel to tell friends and family that I just don’t have the same desires, preferences, or mores as they do? Generally I’ve found acceptance. Even some of the more “out there” stuff has been ok. No one has rejected me. If anything people loved me because of it and not in spite of it.

Obviously I’m not in a place where I want to broadcast most of it in public. But I’m slowly realizing that saying things out loud makes me happier. To know my own truth and have it be clear is a great relief. Especially for areas where I feared it might implode my life. Or where it might hurt someone I love.

If you’ve got a truth you are keeping close to your heart consider sharing it with those you’ve already trusted with your heart. If they genuinely love you for you they don’t want you changing yourself to fit some idea of what they want. You may be causing suffering to yourself for nothing. The editing of desires, goals or preferences only limits your life.

Categories
Emotional Work

Day 204 and Saying Hard Things

I’ve had to have a number of emotional conversations with people I care about recently. We’ve had miscommunications, failures, admissions, and changes in relationships both personal and professional.

Initially I was worried once it became clear I had to have “that conversation” where unsaid or unspoken truths couldn’t remain that way. I suppose it’s natural to fear sharing hard things with those we love. But avoiding the temptation to “not hurt their feelings” is not right path. It is always more hurtful to obfuscate or be avoidant.

In each of these conversations, I felt utterly unprepared. I cycled through shame, regret, sadness, fear, hurt, embarrassment until I had said my piece. Even if was crying in a few instances, once I got over the fear, the relief washed over me. I felt loving and joyful. Peaceful and lighter in my soul that I had owned the range of feelings & failures with honesty.

We know in our hearts before our minds what needs to be said. If you are struggling with a hard conversation or a relationship that needs truth to be spoken, summon you the courage to do it. Facing our self limiting beliefs and the mental blockers that keep us from having the life we want is always worth it. You can do it.

Categories
Emotional Work

Day 187 and Reactivity

I do not back down from a fight. I think quickly on my feet and enjoy pugilist types who are always looking to land a point or a punch. I think it is fun to scrap and throw a hook. But I increasingly find reactivity to be unappealing. The difference between enjoying a fight and being reactive is simple: fighters are in control and reactives are not.

Reactivity comes from emotions. When someone says “I feel triggered” in popular culture it’s viewed as a funny jokey way of indicating that something set you off. But being triggered has a real meaning in psychology. It’s a reaction to a memory, consciousness or unconscious, that is emotional in nature. Generally it’s in reference to something traumatic.

Traumas exist for most of us in our past. When you go back to childhood what we perceived as a trauma when young may not rationally be worthy of the emotional response we have as an adult self, but it is crucial to remember is actually real to the inner child. It’s hard to remember that feelings are not facts. So when you are triggered it’s because you have gone back to a traumatic time where those feelings were absolutely real. But they are not real now.

I used to be intensely emotionally reactive in my twenties and early thirties. I am still physically reactive and likely always will be. That’s a different issue. I’m talking about emotions. When I was younger I was sensitive to being hurt and abandoned. I nurtured codependency and recoiled from those who I perceived as disliking me. Thankfully my godfather noticed this pattern and how it was making me both miserable and unproductive, and introduced me to an old school Swedish family systems psychiatrist.

Now five years into my practice I am finding that I am able to take a beat and assess “why” I am having an emotional reaction. I can track back it’s source to my childhood. I can parent my “inner child” through the reactivity and get back on track. You will often hear me use lots of feeling words. I feel hurt. I feel sad. These help me stop the emotional reactivity. It’s ok to have feelings. It’s ok to express them. But you must be like the fighter. You must as an adult be in control. Your inner child who experiences the trauma as real will never be in control. That’s ok. It is your job to parent your inner child through it.

Obviously this is incredibly hard work. I slip up every day. But I try to work on my self awareness. I try to control my reactivity so my inner child isn’t puking all over the floor. It’s not that I don’t have reactions or emotions. I do. Big time! But I no longer wish to be emotionally reactive. Nor do I wish to be around those who are. We must work on compassion and empathy so that when someone triggers an emotion in you instead of snapping back you work to understand where they are coming from.

Categories
Aesthetics Background

Day 184 and Enthusiasm

Nothing great was ever done without enthusiasm!

Some Waldorf classroom recitation

I went to a type of school called a “Waldorf” school for primary education. It’s a pedagogy that believes education should balance intellectual pursuits with artistic and physical ones to develop a well rounded human. A popular coinage is “head, heart and hands” but that’s honestly way too hippie dippie for what is a very practical and grounded approach to learning to be a human that has need for physical, spiritual and cerebral training.

Instead of staring at books all day you spend quite a bit of time on more classical pursuits to balance out traditional subjects like math and histories with music, drama, and a wide variety of physical education. Now you may think ok that’s just gym or music class right? Well, sort of, in the same way learning the alphabet is useful for reading. You need building blocks first. Small children aren’t particular good with javelins, Greek tragedy or the flute so they start you out small. Think “Sound of Music” Do-Re-Mi but for every subject.

One of the techniques Waldorf uses to help children learn to manage their bodies (likely also emotions & mind) is regular recitations. You memorize poems, chants and pieces of drama. You then physically practice run in a group or individually. Often a sequence of rhythmic clapping, chanting, stomping or other ways of integrating your body to the mental act of memorization is part of the process. It can be as complex as a portion of the Bhagavad-Gita (yes I’ve done this) or as simple as a sports chant.

Nothing great was ever done without enthusiasm!

I’ve got a fond memory of a classroom teacher insisting we start the day with energy and enthusiasm by using what is basically an arena chant that would be suitable for cheering on a sports team.

She’d have us get on our feet and in unison recite back “nothing great was ever done…..without….EN-THUS-IAAAASMMMMM!

We’d repeat it over and over again with a 1-2-1-2 beat upfront and then a pause between done and without, and then a great push to pull out the word enthusiasm, with well, as much enthusiasm as we could muster.

By the end the entire class would be all smiles taking huge breathes to push out all the air they could through their diaphragms to put as much emphasis on “enthusiasm” as they could deliver. We’d be standing tall with our shoulders pulled back to give us the maximum advantage for our breath work. I swear these kids had a better grasp on Wim Hoff breathing than an Olympian. For a 5th grader it made use of multiple lessons we’d been taught over the years on diction, posture, physical presence, poise, timing, control and energy. Lessons that then served us well as we went on to sing Handel’s Messiah or learn Greek wrestling.

Plus it was a terrific reminder that all great things require our full selves. Enthusiasm is the path to greatness. Sure hard work and intelligence matters but if you love something with enthusiasm that puts you in the right path. So I try to remember that if I want a big outcome for something I need to feel real enthusiasm for it. And I’ll recite that chant in my head. Because that’s one of the building blocks I use to create success.