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Emotional Work

Day 438 and That’s Enough

I attended a schooling system developed by an Austrian man called Rudolf Steiner. It’s commonly known as Waldorf schools. One of its hallmarks is a lack of comparative grades.

Steiner believed that grades forced teachers and students into a curriculum that taught to the middle of the class. The tyranny of the median student meant slower students felt stupid and frustrated and smarter students felt bored and disengaged. Only the average child did well in a graded system. And no one is ever truly average. A graded system fails us all.

Waldorf schools teach a pedagogy that is holistic and geared to meeting each individual child at their unique level. It uses a variety of techniques like having children make their own textbooks (called main lesson books) so they are never conforming to some idealized medium standard. At it’s highest ideal it means being compared only to your past performance. You don’t compare yourself to other students. There is no ideal grade at which a student will think “I am the best” as that is fruitless. How will the best student ever bother to improve if they always get a perfect score? Grades hamper the cultivation of genius.

This sounds idyllic right? Always improving yourself without external markers that say you are good or bad or even average. That’s the dream. A perfect schooling system. And if I am being honest it absolutely was what provided me with the curiosity and desire to always be learning. It sustains my career now.

But every shining light casts a shadow. A system without grades. A system without comparisons or averages also means you never ever get to win. I never got a gold star as child. I never got an A. I never got a trophy. I missed out on millennial laziness cultural tropes. I would have killed for a participation trophy as a kid.

Because nothing was ever good enough. Because I always knew I could do more. I could always improve. There was no resting on your laurels. I never got a chance to say I was the best in my class. I never got to win. Because I internalized there was no winning. There was only ever improving. I was always improving. I felt like Sisyphus. Except the bolder never rolled down the hill. The hill just kept on going. The mountain had no summit. It was only improving. I never felt like I could rest. I never felt like something was good enough. Because tautologically it couldn’t be.

The consequence of this system for me as an adult is that I never feel like I’ve done well such that I can ever rest. Even if I’m objectively the best compared to others, I remember the ethos of school. The school that said next time you can do better. Next time you can push harder. Next time you can improve even more. If you’ve ever seen the movie Gattaca it’s the scene where the hero wins because he never ever saves anything for the swim back.

I’ve yet to balance the shadow cast by the light of Waldorf school. I desperately want to feel like I’ve won. Not because I need to feel better than anyone else. But because I struggle to stop. I yearn for rest. To have a finish line. To have some mile marker or trophy or award that says I’ve done enough. One day I’d like to give myself that. Maybe I should find a trophy or ribbon store and buy myself something that says “That’s Enough.”

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Emotional Work Preparedness

Day 425 and Toxic Positivity

One of my friends Josh Centers became the main character on Twitter yesterday. He’s a stellar writer and I absolutely recommend subscribing to his Unprepared newsletter as he’s my go to guy to for responsible even-handed insights on being prepared for emergencies large and small.

Josh got in trouble for pointing out that survival depends on keeping a positive attitude. But since it’s Russia war time it included the caveat that nuclear war is bad but also survival might be possible.

Nuclear war is bad. Very bad. Don’t get me wrong. But based on my research so far, it’s more survivable than you think. The key to survival is realistic optimism and a positive mental attitude. In the meantime, here’s how anyone can start food prep.

People don’t love being reminded we can in fact take care of ourselves. At first I was surprised. Of course having tenancy matters. But I think people might have disliked it because it suggested our chances met rest on our actions. Sure it’s scary to let go of any sense of victimhood and know in your heart you are responsible for your family.

Josh got called out for toxic positivity. Which if it is legible at all, it is in a millennial woke community. I see it most used when millenials are exhausted from a corporate job that treat them badly but as workers they are expected to be good sports. The idea what we must boot strap our way out of bad times is upsetting but pretty prevalent in a capitalist driven and individualistic society.

Toxic positivity has also become a catch all for substituting personal responsibility for problems like mental health when they are causes by society level public problems. So meditation, fitness, exercise etc can all be labeled toxic positivity if you use them to cope with systemic ills. Church would be considered toxic positivity as well. It’s a classic liberal conservative through line I think. Why should the individual be forced to shoulder a society level burden asks the socialist. The capitalist says why should I be forced to shoulder the burdens of these individuals.

The reality is that in an emergency it won’t matter your philosophy. You will have to cope with the issue, no matter big or small, as it comes and hope that others can improve on your response. But expecting that you will be taken care of or that you can take care of others is just as useless. That’s why preparation is crucial. It’s not toxic positivity but rather the cold harsh reality that only you can save yourself.

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Emotional Work Internet Culture Travel

Day 424 and Meltdown

The zeitgeist is getting stupid and panicky. Which means I’m feeling stupid and panicked. We’ve got folks speculating on nuclear war. It’s all very productive (that’s sarcasm) so don’t be surprised if regular people are on edge for no rational reason. I was surprised to find myself on edge as I know I’m being impacted by propaganda. But knowing isn’t enough to stop the emotional response.

I’m traveling to Europe for the next month and while I’ve got some concern about escalations in the Russian war in Ukraine, there is nothing I can do about it. If things get hot and a real nuclear meltdown happens, I doubt I’ll be any safer in Denver than Berlin. But rationally knowing something and emotionally being integrated on it are two different things. I’m on edge even though there is no point to it. And I am determined to continue living my life no matter the external chaos. I’ve had enough of putting life on old. But that choice has emotional consequences.

I realized how on edge I was when a daily drug I take for longevity and metabolic health, Metformin, was out of refills. I leave tomorrow for a month so I needed to check in with a doctor today to get it fixed. I found myself on the call explaining a bunch of unnecessary extraneous detail to the poor assistant about how I needed a refill immediately but I couldn’t get blood work tomorrow to prepare for a telehealth visit next week as I’m traveling so could I schedule bloods and the visit for April and still get a month refill?

Somehow this simple errand just completely set me off and I felt myself welling up with tears and anxiety. How had I missed this small detail and why couldn’t I communicate it normally? Why did I sound like some flighty woman who can’t communicate effectively? I felt shame and embarrassment overtake me.

I ended up asking my husband for help as I just sounded so loopy and stupid. The assistant didn’t need my entire travel itinerary and the logic for when and why I couldn’t get bloods done. I just needed the refill and to schedule my next visit.

I think we underestimate just how much chaos impacts our daily lives and routines. You can be a zen Big Lebowski type but you are still surrounded by friends who are ready to lose their shit over nihilism or Nazis or bowling Jesus. The world is increasingly complex and our little reactionary parasympathetic system is leaning on evolutionary hacks that are outdated for our current moment. Tigers in the grass are not the same as willingly doomscrolling social media to absorb someone else’s propaganda. Sure they both use pattern matching but it’s kind of an order of magnitude issue.

So be kind to each other as we’ve all been living through two years of chaotic pandemic angst. And now we are asking folks to dig back up Cold War fears. If someone has a little meltdown over a basic choice cut then some slack. And give them a hug. And yes I’m talking about treating yourself better. This shit is wild and scary and stupid for all of us.

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Emotional Work Preparedness

Day 422 and Very Good Care

I’ve been bouncing around a little in the zeitgeist and media frenzy of last few days. I’ve not done a great job of processing the Russian war in Ukraine. I’ve got ambient stresses related to the generally chaotic moment so the acceleration of conflict felt both inevitable and unnerving. And yet we might outrun the apocalypse yet. Doomer optimism has never seemed so apt a term.

I am going to take care of myself during this tumult. This year of self love and affirmation means thriving in the worse situations. Because I take responsibility for myself. I am a victim to no person or circumstance. I control my response to any situation. That is the freedom to live.

But that thriving only occurs when I prioritize myself first. If I can’t parent my inner child through her fears and reactions, than how can anyone else trust that I will come through for them? Mutual trust comes from understanding the motivations in our relationships and what we get from each other. And that starts with being an adult to ourselves.

This idea of emotional responsibility is a simple concept that is surprisingly hard for people. I work on it every week in therapy. Feeling our emotions (often driven by our childhood experiences) gives the capacity to interact with others as an adult. It’s a step beyond professionalism. I’ve found it’s what separates those who are good at the work they do versus being truly great at their profession. The great are present in who they are.

So don’t be afraid to become truly ok. Thrive. Love yourself and your life even when it feels pointless. Even when the world feels crazy. Especially then. You have no need to attack yourself. Remove the self as an attack vector. We do not harm ourselves. The world is hard enough as it is that it needs no help from us. Now is the time to take care good care of yourself.

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Emotional Work Preparedness

Day 420 and Oxytocin

Stress is sneaking up on us everywhere. Just opening up a newspaper or scrolling Twitter is enough to spike your cortisol levels. I’m not quite ready to make jokes about World War III but I can see why people are.

I knew when I started chaotic.capital that folks might think I was a doomer and even a bit crazy. But I was confident that we’d be moving in a more chaotic world. I didn’t mean it in a bad way. Merely that in a world with increasing complexity we must all become more adaptable.

But today I didn’t feel like I was at my most adaptable. I felt as if my parasympathetic response was all out of whack. The inputs were overwhelming my nervous system. So I did what seemed most rational and also most emotionally appealing. I snuggled up to my husband and asked for a hug. I needed the oxytocin that is released from touch to counterbalance the cortisol that was flushing my system. If this is the new normal I need to up my oxytocin doses.

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Aesthetics Emotional Work

Day 410 and My Own Valentine

I’m quite fond of Valentine’s Day. I like flowers and chocolates and cards. I like wearing bright pink. I like all the hyper feminine consumerism around the entire Hallmark holiday.

I’ve got my own rituals and routines for the day. I used to go to White Castle for their white tablecloth service with my friends. Yes that’s a real thing they do. It’s an absolute blast to get table service when the food is sliders. It’s a wholesome experience that somehow no one does ironically. They once let me take home all the balloons when I had the last reservation of the night.

But I am particularly enjoying Valentine’s Day this year because I’ve made a commitment to self love this year. I came into the day with a spirit of accepting myself in whatever condition I arrive in. It’s a glass half full approach in a time where it’s easy to look for downsides and depression.

I hope if you are considering committing to more love in your life that you start with yourself. That on Valentine’s Day you focus on giving yourself the love you’ve always wanted. Maybe it sounds as silly to you as having sliders with table service at White Castle. But I promise both experiences are far more than a critical ego will allow. Go ahead, open yourself up. To love and little hamburgers. Happy Valentine’s Day!

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Emotional Work Startups

Day 409 and Glass Cannon

I’m one of those “life optimization” types. I spend a lot of time on various wellness applications. My health stack is deep. Over the years I have attempted to integrate more productivity applications into my life. But beyond a basic “to do” list I’ve found myself failing to maintain anything more complicated than ToDoist task list.

I think my failure is related to the challenge inherent in optimizing deep work. A lot of what passes for work in regular jobs isn’t a big part of my work. I don’t have a ton of alignment meetings because I am accountable to my LPs and my founders but not horizontal stakeholders. I don’t have tons of reporting as again the buy-in is pretty contained.

Ultimately I am only responsible for outcomes. And my outcomes will take years to materialize. I’ve got to get conviction on a decision largely on my own. I am responsible for my own success. And yes it’s a little bit scary to realize I’m in control.

This means I can’t fixate on signifiers of work. Which is largely what productivity apps track. The representation of the work is usually what gets tracked and measured. Arguably I can have my own OKRs (objectives and key results) but I’ve not encountered any personal productivity apps that work well for that framework. It basically boils down to the harsh truth that most of my work is deep work and it’s harder to measure. Deep work is the stuff of slow integration and accumulating knowledge up until it turns into catalysts, breakthroughs and ambush predation.

A gamer friend called me a glass cannon. I’d never heard the term before. It basically boils down to a character that has impressive offensive work but little stamina or defensive work. When they hit crit they go off. Boom! When facing a glass cannon you’d better hope you kill them before they rock your world as if they cycle back for another hit you are fucked. Glass cannons are hard to kill despite the appearance of weakness.

I spend my time preparing for action. Integrating knowledge. Widening my horizons. Intaking potential opportunities. None of which is easy to measure and moderate in traditional work culture. But when I go off you know I’ve made a move. It’s clear. Decisive. But the intervening time between? I’m preparing to go critical. You don’t know when or how but then it’s all in. A glass cannon may be the ideal archetype for venture investors.

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Emotional Work

Day 405 and Okayness

I wasn’t in my “okayness” this morning. My focus on self love hit a snag on hormones. I woke up with a migraine and menstruation and I wanted to treat myself as an attack surface. So I asked my Twitter feed to tell me how they got to okayness. And it was beautiful.

I am often struck by how if you share your vulnerability with people they will open up with their own. The joy I get from connecting with you in the fullness of being ourselves gives my entire life meaning.

What seems even wilder to me is that this kind of connection happens on Twitter. It’s crazy that out in some virtual world, the metaverse if you will, the most human needs are met. We can see each other on a phone application. It’s enough to take your breathe away.

I’d encourage you to browse the thread as it’s filled with insight. People take long Lindy walks and do their nails. They lower their standards and raise their spirits. They integrate shadow elements into their identity. They take little risks and embarrass themselves. They imagine the tweet they would send at the end of the day with their accomplishments. But most of all people make things. That even when being a human being seems like an impossible challenge our capacity to build gives solace.

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Emotional Work Startups

Day 402 and The Most Me

I am coming slowly into 2022 in its fullness. Perhaps I am living in seasonal time this year. I am feeling the wholeness of what the moment brings and January is about becoming. So it wasn’t surprisingly that clarity of purpose has been sharpening for me. I am ready to commit to self acceptance as the theme of my year.

I felt somehow today that the only thing that really mattered for my success in the world was radically altering any perception I had of myself as negative. That I was here to love even the parts of myself that cause me shame and fear. The only thing that will take me where I want to go is loving myself. That self love was actually the key to all troubles personal and professional.

“You know, loving awareness—even if you haven’t heard the phrase before, you know what it is. Those moments of spacious, calm, thorough, tranquil connection with whatever portion of existence you’re currently exposed to, where nothing is being challenged or conceptualized, but rather is just allowed to appear, in radiant suchness, without resistance or fear.

How I Attained Persistent Self Love

I’ve discussed the emotional work I do on the blog at length. The Family Systems Therapy and it’s exploration of the inner child. The shadow work and integrating of the whole of oneself. But I do often reject the crucial step of feeling like I am fundamentally alright. I am ok. I am enough.

I’ve committed to “a bit” where I lavish myself with self improvement and luxuriate in needing to make every measurement better. I’m obsessed with finding metrics to improve. And so I give myself little problems to fix. Maybe I’ll eat poorly so I can feel bad about my body composition. When instead I could just eat what I like and accept that maybe I’ve made other priorities than my figure. I don’t need to agonize over trivial shit.

But equally I don’t need to agonize over big shit. So I’m not a perfectly credentialed super star. I’m more of an eccentric. I don’t live like other people so I see other things. My existence is the selling point. If what I bring to the table is what you want then I am the right partner for you. If am I not then well tautologically I’m not for you. Partnerships are accepting what everyone brings.

So through the end of this year I am going to bring self love and acceptance to my writing here. In letting myself be seen I can more fully bring myself to my partners. Being a startup investor that means I must be present for my founders, their teams, and my own LPs and stakeholders. I’m bringing the full depth of my being because that’s also going to bring the best returns. Because being ok. Accepting the moment and it’s inhabitants? That brings us the creative potential to solve whatever is in front of us without judgement.

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Emotional Work

Day 401 and Clarity

Life is a pretty indecisive process. You go through with, at best, some genetic heuristics for truth and a couple half verified data sets. So when the feeling of clarity hits you it’s hard not to notice. The clarion call of seeing reality (which sounds like me mixing two sense based metaphors) is edifying.

When you know you know. Popular culture loves this phenomenon. You get it. Knowing is head to toes and taint to tip stuff. You just get what’s happening in your gut. Somewhere in the shared brain space of your conscious reality and the microbiology of your intestinal fauna there exists clarity.

Surely there is a reason we describe knowing as a process that isn’t strictly data driven. Sure we can have facts and methods and process. But somewhere along the line we can only know if our biology agrees. Your gut knows what I mean.

I had a bit of that feeling earlier today. I got some feedback from someone I like and trust. It wasn’t positive feedback. Me and mine had fucked up something in our approach. But then I had clarity. I knew what we needed to do to fix it. I saw the path that would lead to our success together. And I just knew it. In every part of me. And the best part is when I share it with my partner they will get it too. In their mind and body. That’s clarity.