Categories
Chronicle

Day 300 and Accomplishment

When I first started my practice of writing every single day I had the goal that I would do it for 30 straight days. I started on New Year’s Day and we all know how most resolutions end for people. But I figured one day at a time right? Sure I wanted to start a practice that would go further than a month but I didn’t want to jinx myself so I didn’t set a goal of reaching any fixed number on January 1st.

So today ten months later on day 300 of writing every single day I’ll admit I have ambitions for this space that I don’t want to say out loud. I want to enjoy the moment. I want to note the occasion. And maybe I want to feel a little not accomplished.

Which was a theme I also explored on day 100. And again on day 200. I suspect I’ll say something if I make it to one full year of writing daily. Maybe I’ll have the pleasure of noting every 100 days again. Perhaps it’s human nature to notice the markers but to be a little afraid to make a big deal out of them.

We know in our hearts the accomplishments we seek but we dare not same then out loud. No inviting in evil spirits right? Even though I suppose we might be inviting in the angels just as easily. So maybe I’ll just say that I would love to make it day 1,000. The idea of having a record of my thoughts for years seems like a heady ambition.

I don’t want to opt myself into something that may not serve me in the future. One reason I’ve loved this exercise is because I felt like I opted into it every single day. It was always a choice and I always made it. It has been an enjoyable experience and a daily discipline. So I hope it’s one that continues to serve me. And I’d it doesn’t that’s ok too. May we make all choices in freedom.

Categories
Finance Media Startups

Day 299 and Hiring An Assistant

I’ve been thinking it is time to hire an assistant. Obviously I need help and the job would be working with me. But I want to train up someone who would like to acquire my unique set of skills. I’d like to mentor someone up on the startup ecosystem that I’ve spent the last fifteen years working through as a founder, operator and now venture investor so they too can take advantage of the incredible network of people that are building today.

I’m looking for someone that would like to get exposure to all the areas where I have expertise. You don’t have to know or even like all areas, obviously this would depend on the candidate, but what makes me an unusual player in startup and venture land is the weird mashup of specialties. So if you want to learn:

1. Angel & seed stage investing analyst skills
2. Media & hype (call it public relations if you must)
3. How one keeps your head on straight in a discourse laden zeitgeist chaos landscape

Then you might enjoy working with me. The goal of this assistant or analyst position would be within 2 years you’d go on to do what I do somewhere else & I’ll sensei you through that journey. I am where I am because of mentors and bosses that taught me the ropes.

As I work closely with my partner and husband Alex Miller you would get exposure to the operational and logistical side of investing as well as startup operations. He’s actually my inspiration for this job. His first job out of college was for Jason Calacanis. Without him none of the other jobs and connections would have been possible. And we owe him big time as without Jason we wouldn’t have Stack Overflow in our life.

I’ve only every met one person who has my particular weird blend of growth, media and investing. I do some traditional public relations and would love to pass that on to someone that could leverage it well for their own startups. But it is entirely in service to my investing and portfolio with the occasional other favor, so it’s much more portfolio services for our investments than a PR shop. But you’d learn our portfolio from the inside out as investment decisions and then figure out how to take these seed stage companies to market with the media. Which is a pretty unique thing so not a traditional gig.

Non traditional backgrounds are awesome. No degree requirements. No credentialism or social signaling. Disabled folks welcome. I’m also disabled so we do accommodations. There is no set schedule as I don’t work one so whenever you work best is great. Any location or geography is fine. Any time zone though I work on mountain. Degen anons with anime avis welcome (encouraged as I’d like someone fluent in crypto). If you are an anon avi who wants to get into crypto investing and figure out how to work the zeitgeist for your meme magic I am here to be your mentor. And then I’m an ideal world I’d be the first check into your startup as this is about the ecosystem. So if this sounds fun slide into my DMs on Twitter and tell me what the one thing you do better than anyone else.

Categories
Internet Culture Media Startups

Day 295 and Long Game

I think most people dislike media because it’s hard to understand where a narrative came from. If you aren’t in the business of telling stories the natural braiding of emotions, motivations and public opinion can seem foreign. It’s like the weather. It’s completely comprehensible how different patterns emerge but you cannot predict precisely how it will play out. There is a science but the specificity of the modeling isn’t so accurate you can predict the course.

This is why I encourage startups that work with me to think about the long game. Give context about your space and your opinion of how it will change and grow. Don’t be afraid to state clearly and in specific why something is the way that it is when talking to a journalist. No one is out to get you.

Journalists just want to show a story that makes sense to regular people. A cohesive truth that can be proven with outside and objective fact still matters to virtually everyone outside of very specific Murdoch outlets (never give a quote to the NY Post).

So much of being covered in the media is not about having a publicist or being trained but is rather about interacting with the 4th estate as if they are human just like you. A reporter will happily tell your story if you can make a case for why it’s true. And no one is coming to “gotcha” over some secret. The Internet may roast you but that’s just the crowds. No one has control over public sentiment. You too may one day become the main character on Twitter. But that’s probably your fault and not a journalist’s doing.

So if you want to live in public think through what the long game might be. And work on convincing others that the future you see is not only good but inexorable. And repeat it with conviction. It’s ok if you get some shit wrong, cancel culture won’t demolish you. Probably. I mean some of you deserve to be canceled but somehow it never seems to happen to the assholes who really deserve it.

Categories
Emotional Work Internet Culture

Day 293 and A Good Cry

I’m a cryer. I hear the swell of trumpet from the Star Trek theme song and I’ll start welling up. I’ll read a poignant passage in a cheesy airplane novel and my chest will tighten with emotion. My eyes will tear up when I tell a friend that I’m proud of them. I’ve found myself sniffling over a set of emotional text messages. I love a good cry.

I think I’m a cryer because I bottle up my emotions otherwise. I’ll share feelings in public but the real deep down core emotions are harder for me to express openly. The fear and hurt and sadness that make up the core of my emotional unconscious take some coaxing and a lot of psychological safety to get out into the open.

One of the reasons I find social media so much fun is it is a cesspool of emotions. Much of shitposting is just rage and anger expressed with a joke. And the shitposts that are sad are often told with a kind of vulnerability that I more commonly associate with 12 step meetings or group therapy. Internet culture has become an escape valve for emotions we didn’t know we even had.

The more I see the negatives that comes with keeping emotions bottled up the more I appreciate ways to let them out. If it is a good cry then I’ll take whatever brings it on. If you need something stronger than I highly recommend a light dose of Internet emotions. Just don’t let it overwhelm. Ease into the shallow end with an anonymous shitposting account first.

Categories
Aesthetics

Day 292 and Television

I overdid it a little today. I pushed to go for a evening walk and got overwhelmed by the appearance of some pain. It wasn’t so much the pain that bothered me, it was the anxiety that washed over me as I contemplated the pain. I struggle to juggle life with pain sometimes, less because the pain is bad but more because I let it get in my head. The surest path to letting the worry go has been television.

If I take half an hour to watch some TV and let every other thought go but the plot of some cartoon or sitcom I’ll be calm and eventually the pain will be controllable again. It’s fascinating how the mind body connection works sometimes. I wanted to let the anxiety over the pain spiral in my mind but the utterly predictable and calming plotting of a Tim Allen comedy grounded me. I can let my mind wander the simple pathways of a half an hour show and find myself more centered than after a mediation.

I’m sure I’m not the only one that finds television soothing. We wouldn’t call it zoning out to the boob tube if it didn’t do something to tamp down higher level thinking. But maybe derogatory commentary is missing the point. Maybe the dumbing down of America has some benefits. We are constantly overstimulated. In my case the stimulation can be spinal pain. Letting the high frequency worries come down to a more mellow intensity is a positive for me.

Categories
Internet Culture Politics Preparedness

289 and Apocalyptic Aging

Millennials are aging, but that doesn’t seem to have kicked off the midlife crisis handwringing of popular culture yesteryears. The first millennial are edging towards 40 but it feels like no one is a day over thirty on social media. Maybe because it’s hard to feel like you’ve hit midlife when the traditional markers of stability like children and mortgages feel more like luxury status symbols.

Maybe no one is craving red sports cars and the open road because no one has the security of a home life from which to break free. A midlife crisis seems like an almost comically indulgent thing that our boomer parents did. Imagine having kids and a home and thinking that you wanted to go back to the insecurity of your twenties? And boomers have the balls to call millennials spoiled. You had to have have stability to throw it away first.

I’m an elder millennial and a reasonably comfortable even wealthy one at that. But I don’t have kids or own a house. I frozen my eggs when it seemed like having kids wasn’t financially feasible. My husband and I lived in Manhattan at the time and we both had early stage startups. It seemed like a wise idea to put off the decision at the time. And we never even considered buying an apartment. Tying up all that wealth into a one bedroom apartment was for trust funders not the professional class.

Now it’s clear we can afford children and a mortgage on a house, but it seems crazy to commit to either. No one has a clue what life is going to be like in ten years so why would you anchor yourself and innocent progeny? It almost feels immoral to consider.

I don’t really understand how one can age gracefully when so much of life feels casually apocalyptic. Maybe millennials aren’t acknowledging aging because we live in the stasis of the long now. If there is no future then we aren’t moving into it. Each passing year is just a lucky bonus when nothing builds towards stability.

Not being able to afford children and houses is a blessing if you don’t believe in the future will be better. We’ve rationalized that the basics of the American are luxuries only for the wealthy. The wealthy can afford to live with rising tides and six figure college tuitions. Everyone else is thrilled to have enough cash to buy prepper supplies and pay their health insurance deductible.

And in some horrifying sense it is rational. I don’t trust the political system in America. Which means I don’t trust we can solve pressing issues like climate change or rising debt. So when new and exciting issues like the pandemic destabilize life even further it makes committing to a future even less appealing. There is absolutely a part of me that stopped believing in the future sometime in 2016. Everything went Hobbesian. Millennials are aging but we aren’t growing into a future.

Categories
Emotional Work Internet Culture

Day 283 and Presencing

Nick Couldry uses the term ‘presencing’ in his book Media, Society, World to talk about how we go into digital or media spaces to manage our presence over time. It’s a way we cultivate a sense of wider purpose through a public presence. And because of the way suffering and trauma marginalize people, this act of making yourself more visible is even more important.

I was browsing Anne Helen Peterson’s newsletter Culture Study when the above quote hit me over the head. The interview was on the topic of ambiguous grief with a media studies professor Samira Rajabi. While the writing is almost uncomfortably academic it resonated with me immediately. I have been engaging in presenceing for the entire course of my illness. I just never had a name for why I felt like a public presence mattered to me.

While it sounds unbelievable, I never considered that I might be using social media as a way to give myself visibility in the face of the trauma of an extended and chronic illness. I’ve always been a heavy user of social media so I didn’t find it unusual that I spent significantly more time on Twitter and blogging as I went through the diagnosis and recovery process.

I had been used to being visible in my previous life. I was regularly in media for my startups and I had cultivated some amount of public presence on and off since I was in college. But I didn’t really become a Twitter personality that cultivated a presence and interactions and a voice until I got sick. Without knowing it was presencing myself.

In American culture in particular, there is a strong preference for triumphant stories. So we can conceive of suffering if it can be managed and overcome, but rarely do we know what to do with a story of chronic pain and suffering and how relentlessly it reminds a person that they no longer fit into the so-called “normal” world. To me, it becomes even more important for those people to be seen.

I really wanted my story to fit into a narrative when I first got diagnosed. I had all kinds of ambitions of overcoming and healing that were quickly dashed on the reality of my life. I was never going to be normal again. And I hated that. I still find myself overcome with grief at the prospect that there is no triumphant return.

But I want people to see that grief. And see that it’s alright. That life went on. I didn’t lose myself. Even in pain and illness, or perhaps because of it, I’ve gained ground in finding myself. The pain and degradation of illness is ugly and shitty but also powerfully transformative.

I have not given up just because the narrative isn’t clear and the story has no simple arc. Any impression we have that stories have structure is imposed in hindsight. We love our post-hoc rationalization. We love our pattern recognition. But the through line is never clear in the moment. And that’s why presence matters. We all need the visibility of the truth even if it doesn’t fit neatly into the story our culture has given us.

Categories
Internet Culture Startups

Day 282 and Stop & Go

I wasn’t born until after stagflation so I can’t tell you what America or Britain felt like in the 70’s but the chattering classes seem to enjoy bringing up the comparison. But there does seem to be a bit of “stop & go” energy in the air. Everyone is raring to go but the energy cannot quite flow freely as we smack into obstacle after obstacle. Demand is pent up but the reality of supply is uglier.

Obviously this perspective of excitement and demand is colored by working in startups where the bias is always towards the excitement of building new things. Crypto is burning with the fire of millions of zealots, all of whom are confident we are building the infrastructure for a better future. Everyone feels like it’s worth investing and higher prices are a good sign. There is more go than stop here.

Of course, I am one of those zealots. I’ve got the optimism of someone who saw how fast previous waves of web1 and web2 changed my entire world. Wealth and creativity was unleashed twice over for the elder millennials who were lucky enough to witness the dot com boom as children and the social media era as their first jobs.

There were massive crashes and financial implosions too. Stop more than go. More of us got hurt than got wealthy. But we saw the possibility even as failure engulfed most of us. So we believe we might be the lucky ones this time. That we might be the ones to win the game. “Red light, green light” seems fun if you can make up ground when everyone is running. Just don’t get hurt too bad.

I feel this energy in my own body. I am excited to push into everything. My portfolio companies are all riding high. There is no way I can do it all in any given day. So when the go energy pushes me sometimes I find myself leaning into stop and simply taking a nap in the middle of the day. It makes me a little jittery to feel the push-me-pull-me of demand grind up against the limited supply of energy and focus. I’d like to feel fully unleashed but I know somehow there are moments where it’s best to stop before I go.

Categories
Media

Day 281 and Villains

This is a post that will have spoilers about the end of the second season of Ted Lasso. Do not read any further if you have not seen it. I’ll put an extra paragraph to keep it from your eyes and we can meet again tomorrow.

SPOILERS BELOW

The first season of Ted Lasso may be one of the most perfect seasons of television ever made. It’s like being inside the best session of therapy you’ve ever had. The kind where you have a breakthrough so profound that the hurt and agony of your worst childhood trauma suddenly feels not only bearable but also the reason to fully love yourself. It’s just that good on the emotional truth scale. The warmth and safety and growth is beautiful.

But season two leans into tropes and villainy where it used to rely on nuance and kindness. Rather than feeling the pride and hope of emotional truth that has been hard gotten (the truth will set you free but first it will piss you off), we are given the obvious end of Nate betraying Ted and Rebecca by going to coach for Rupert’s new team West Ham.

Nate makes a massive accusation that Ted abandoned Nate emotionally but we are given roughly thirty seconds to wrack our brains for these betrayals before it is revealed that Nate has chosen to abandon Ted. How do we feel about this? Wouldn’t we normally explore how both people contributed to the feeling? But nope it’s send Nate right into insecure narcissistic reactivity rather than mine for the potential nuance.

We could have been given a story where we see Nate and Ted equally participating in the traumas they each carry and how it affects their relationship. Ted with his fear of abandonment brought on by his father’s suicide very well may play out that pattern of abandonment on Nate. But that’s left largely unexplored. Perhaps it could have shown us how Nate intuitively sees that because of Ted’s unresolved pain with his father, Ted in fact isn’t fully there for Nate in his new role as a surrogate father figure coach.

The struggles of a young man coping with a new position and unexpected authority granted by father figure like Ted juxtaposed against Nate’s own issue with his father who doesn’t show him respect would have been an empathetic story in the hands of this show.

There was so much fertile ground for how each character could trigger emotions in the other and for how they could own and resolve these feelings. But instead it’s straight to villain don’t pass to don’t collect 200 dollars. By the end I wasn’t even sad about the loss. I’d resigned myself to the conclusion. But they could have done so much better by everyone. Even if Nate must experience his darker impulses we would have been wiling to see the full journey of how he arrived there and the pain other’s traumas has inadvertently wrecked on Nate.

I guess I’m not sad. I’m just disappointed. And that’s how you know it really mattered to me.

Categories
Aesthetics Internet Culture

Day 280 and Scooping

I first started blogging in college because a friend of mine pointed out that I needed to own my digital identity. I had written something about designer jeans in the lesser school newspaper and another student was dunking on me in her personal blog.

Unless I acted swiftly, Google results would be tainted forever he assured me. So I started blogging. Not because I necessarily felt like I was meant to be a writer but because I didn’t want this other girl to scoop my life story. I didn’t want to get “Bad Art Friended” by letting someone else tell my story.

I’m pretty grateful to both my friend James and the “mean girl” Phoebe for launching my social media habits. Every big break I’ve ever had has come from the connections I made on the Internet. If I hadn’t been petty enough to want to own my own digital identity I might have missed out.

Rather like the “Bad Art Friend” piece where one writer uses details from another’s life for her art, whoever is able to own the narrative is the default winner. It’s not terribly fair but it could have been someone else telling my story had I not chosen to write. If the victors write history then there is an incentive to be the one whose narrative wins. And the only way to win in our social media saturated works is to be sure you’ve got the scoop on your own life.