Tag: Competence

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Emotional Work Travel

Day 744 and Nothing

It’s always a toss up as to whether I am going to write beautiful missives showcasing my deepest emotions when traveling or just shit out whatever I can manage. I’ve discovered I’ve got quite a range over the years. And I can almost never predict it.

I assume everyone can relate to this. You can never really predict when your best efforts will yield great results. This is, of course, why I prattle on and on about about practice and habits. If you aren’t forcing yourself to hone a skill set even when you don’t feel like it you won’t ever improve it. If you don’t let yourself fail you never win. You miss all the shots you don’t take.

I totally get why people are obsessed with sports metaphors. I often wonder if athletes use business or war metaphors because otherwise they are stuck with the literalism of being descriptive.

I’ve always hated when business people use war metaphors as it feels a bit offensive (don’t elevate your work to life or death unless it actually is life or death) so I default to sports metaphors.

But mergers, term sheets and deals aren’t as sexy as goals, shots or points so if you are an athlete maybe sticking to literalism is fine? I mean, they are to me, but of course I’m inclined to think my work is hot. You’d be worried if didn’t.

So today I’ll accept that we use the metaphors we have on hand as sometimes we do t have anything else. We’ve got nothing. And you’ve got to work with what you’ve got to make something from nothing.

Categories
Politics

Day 740 and Immigration Failed Us Again

My second attempt at a securing a tourist visa for a friend failed this morning. If you’d have asked me a few years ago if I thought the American immigration basically worked, I would have agreed that, sure I thought it probably worked ok. No reason to think otherwise right? Phew I was wrong.

But after years of being humiliated over and over again by the state department for “the crime” of wanting a family friend to come visit us for vacation, I’ve never felt more ashamed of myself and my country.

I’m ashamed I was such a sucker. I thought we would still do the basic work of being a functional state. I’m ashamed that America treats people who want to visit us this badly.

We have well off, interesting, curious guests that want to explore our culture and spend their time & money seeing our land. We spit on our guests by turning away anyone who isn’t on a Schengen or ESTA waiver. You probably think that includes most people. I did. But we are wrong.

Only 40 of the 195 countries on the planet are granted travel visas without going through the visa embassy approval process. Most people have bad passports. Latin America, Africa, the Balkans, the former Soviet blocks and most of Asia have “bad passports” that require a tourist visa that requires years of waiting for appointments and almost assured disapproval at the Embassy.

I’ve never met a system so broken I couldn’t find a workaround. But here I am at the of my workarounds in tears at how I’ve let down my family and friends. The visa I’ve been helping with was denied a second time today after waiting since March for a second chance to re-apply. That first meeting at which we were also denied also took years of waiting.

And it is getting better. This round after flying to Prague, we got two minutes instead of thirty seconds in Frankfurt. In those minutes they still didn’t look at any of the materials prepared. Just a generic we don’t like the look of your people rejection. We got some boilerplate language about strong ties or weak ties and no we won’t read the 200 pages of supporting documents you brought.

I was a mess yesterday about how afraid I was we’d get down turned down again. But I thought surely I was being too paranoid. The lawyers we paid thought we had a good chance. We’ve brought everything possible for paperwork from mortgages to W2 forms. I’d taken personal financial liability for our friend. I let the government have an invasive look at our finances. I gave the consular offices the deed to my house. I worked for months to get a Congressional letter asking for a fair review of the application. None of it was reviewed.

Now in the aftermath, I’m not even sure if it’s possible to get a consular officer to do a fair review. Our congressional representatives wrote the consular office and they send back boilerplate with no details. No one reads the applications I guess. We can apply again. And again. But would good would it do?

Categories
Travel

Day 735 and Detail Oriented

Packing is one of my most consistent niche subtopics on this experimental “write every single day” habit. I’m fact, I’ve written 23 times about packing over the last seven hundred and some days. It would have been more but the pandemic kept me at home more which also eroded my packing skills.

I’ve written about my recurring packing nightmare in which the anxiety my inner child feels about travel & packing in my childhood looms large. I’ll be trying to locate a key item as a countdown clock ticks down. I never find the item & I miss the trip.

We moved every two years from house to house. We also traveled constantly for my father’s work. The dream so clearly represents abandonment it’s barely worth invoking psychology.

Now as an an adult I loathe packing. It brings back all my childhood memories of never feeling stable. Boxes and suitcases take me back.

Day 222 and Recurring Nightmares

To overcome this lingering childhood fear, I am a very detail oriented packed. I’ve got lists. I’ve got a whole triage program to be sure I have all of my medicine and vitamins in their original prescription bottles so the security folks don’t fuck me. I do doubles so if I get separated from a bag I can manage 24-48 hours without it. And I never let my core prescriptions leave my backpack which never leaves my sight line.

A grey Muji overhead suitcase and an Aer backpack

I’m a very light packer when it comes to clothing. I’m a two shirts, two pants, one dress and six undergarments type for a two week trip. With some winter sweaters taking too much space. I do them in cubes that zip down for less space and then I label them.

Packing cubes with labels

I try to label everything in my packing cubes and match them back against my master Notion document for packing necessities. I think do another hand written list in my notebook as well.

I have to take a number of medicines and vitamins with me to manage my ankylosis which takes up a third of my suitcase. I could be a much lighter packer if the TSA and other security institutions didn’t insist on me carrying drugs in their original prescription bottle and a file with my prescriptions printed out. I’m not a detail oriented person without focus but nothing forced focused quite like the prospect of falling ill overseas.

Categories
Emotional Work Startups

Day 719 and Step By Step

I was discussing my goals for 2023 with a friend today. They wanted to know if I was planning on making any New Year’s resolutions. I told them that I wasn’t in the habit of using a new calendar year for making big changes.

Generally speaking if I want to do a thing I just start. I honestly feel like it’s far too intimidating to declare yourself to be some kind of fundamentally new person that will, as of a certain arbitrary day, make huge life changes. It’s too much pressure. One of my rules for biohacking is to only change one variable at a time. And I don’t make big changes to it either. 10% a week is good enough for most goals. Anyone familiar with the magic of compounding knows that small changes add up to big numbers.

Which isn’t to say that I haven’t started big life changing projects on January first. If you count back from 719 you will notice I first began writing on January 1st 2021. I did indeed resolve to write every day. But I hadn’t intended it as something I’d keep up for a specific amount of time. I’d hoped I’d practice my writing for thirty days and I allowed myself a little fantasy about how amazing it would be to write for a thousand days.

A thousand days seemed like an impossibility at the time which is why I allowed the fantasizing. My pragmatic side said just get started and see if you can keep going. And I did. I put one foot in front of the proverbial other for two years. Now I’m relatively confident that if I want to do so I’ll make it to a thousand days.

I approach most goals like this. I had a fantasy that I could make it as an investor. I was a founder so I thought let’s wire some small angel checks. We were already committed as a family to being startup operators so why not combine our skin in the game with a little more capital risk with our network.

I never envisioned myself raising a fund and making some big announcement about how I had a venture fund. I just started learning by doing. I cut checks. I ran some special purpose vehicles. And this year I decided to one-step-at-a-time go about raising a rolling fund. I am just doing the thing one day at a time. And it’s going well. Amazing people are coming on board. I am confident I’ll reach my goals just by putting one step in front of the other.

If you’d like to join me my goal is to raise $500K per quarter. I’ve got folks like Joel Spolsky of Stack Overflow and Michael Pryor of Trello so you will be in good company. You can read the fund overview here. Yoican sign up on Angellist through the above link or get on a call with me and we can discuss the fund, our portfolio construction and my thesis. Because I intend to work through the holidays because it remains one day at a time.

Categories
Culture

Day 712 and Effort

One of the biggest mindfucks in life is how little effort and reward are correlated. I spent a bunch of time yesterday trying to write something heartfelt and it just didn’t get there. I spent maybe 2 or 3x the amount of time I normally do writing on this piece and I just couldn’t get it to hit emotionally.

I could feel that I was pushing it too hard. I asked Alex to do an edit and a re-organization of the content. It was a lot more legible but it didn’t have that special sauce. Sometimes working at the problem doesn’t fix it. And because the topic was a little bit too of the moment I had to let it go.

None of which is to suggest that effort isn’t important. You’d be shocked at how showing up and doing the work is rewarded. Putting in a little effort takes you pretty far. And less than you’d imagine so long as you combine that work with social graces. If you are feeling stuck in life go study manners as hard as you can. Then go hang around smart people and watch the work roll in.

Categories
Culture

Day 700 and Focus

I’m noticing a latent fear in the startup management classes. How do we know if people are focused? Maybe it started with work from home skepticism. But now it’s become an all encompassing yet amorphous fear that nobody is focused anymore. And I have a theory.

It’s all projection. The fear is coming from inside the house. The world is so chaotic everyone is struggling to stay focused. This includes your manager. This includes your manager’s manager. Even your CEO is struggling to shake off the clinging entropy that emerges from constant crisis. And because shit rolls downhill everyone is now flailing around attempting to show they are doing their jobs even as they know they are failing. Even though it remains unsaid because it’s impolite to tell your boss he can’t focus.

The constant chaos that is tugging on our collective capacity to focus is quickly eroding our entire social contract. Not because no one does their jobs anymore. But because we want to be set up to succeed. Because “doing your job” is a point of pride for most people. We like to reliable even if we know there are limits to what we can deliver. So collectively we are hyper vigilant for fraud even as we lack all accountability to each other because we’ve got to protect ourselves first. Self care right?

I don’t see how we get out of this state of fight or flight without a significant changes to culture. Surveillance capitalism isn’t very effective at driving value. It is very good at exacting any drops of it from people attempting to maintain their own dignity. See for instance the railroad workers who have no flexibility in their scheduling. Now with added Congressional oversight!

Categories
Medical Startups

Day 696 and Edge

I’m enjoying a migraine this weekend that was both strong and as of yet unbeaten. Perhaps I overdid things on Thanksgiving and Black Friday. But I’ve been stuck in bed in a dark room for the last 48 hours or so.

While this sounds a bit miserable, I can assure you it is also part of my edge. When my physical works shrinks my cognitive capacity unfurls. I very much liken it to the traditional super hero dilemma of being gifted with something that makes living a normal life a challenge.

I may be stuck inside struggling with light, noise and smell but I can still do most of my core deep work. I can’t take calls or go to meetings but I can be on my phone and my Kindle. I can intake information and I can synthesize that information when I’m in darkness.

And that is 90% of my job. Be informed and make the best decision you can. Those decisions are generally done when you are calm and fast. And I get the benefit of being in rest and digest as often as possible as it’s what keeps me alive.

I’ve got a generalized theory related to finding one’s edge. It’s pretty simple. If other people perceive it as a weakness but you understand how to wield it as a strength then your got an edge. People dismiss you sure. But being underestimated is one hell of a way to get on the better end of a trade.

And so while I’m here looking like I might not be worthy because of some set of heuristics that’s have typically worked well for you I’m actually the one that has a leg up on you. You would do well to think about all the ways in which you can leverage talent and insights that trade below their value. You can make a lot of money betting off of truly underestimated viewpoints.

Categories
Culture

Day 695 and Pareto Focus

Perhaps one of the odder aspects of millennial culture is our enthusiasm for embracing middle age. The excitement of passing into one’s middle and late thirties is palpable on Twitter in particular.

Our Boomer parents still think of themselves as “young at heart”, while millennials are grasping at any semblance of stability that comes our way. Buying a house, watching your children grow up, and acquiring items like minivans are luxury life events.

As culture and civilizational mores careen towards ever more swift changes, millennials are caught between a desire for the stability of previous types of adulthood while also being forced to constantly adapt to new expectations. You are being buffeted by changes that are swift and unrelenting. It is chaotic. You wish fervently to get out of constant fight or flight to the safety of being middle aged, even as the firmaments of past social stability are going down around you.

I believe this is contributing to a serious tension in our work lives. I’m tentatively calling it Pareto Focus to synthesize two concepts. The first being that 80% of the output is from 20% of the work (more commonly known as the 80/20 rule). “Focus” because we have little incentive to grind out focus on the remaining twenty percent of refinement if the rules of the world are changing too fast for expertise to ever be rewarded.

I see this in myself to some extent. I’ve done the work to become a competent working expert in several overlapping fields. I’ve worked in the desire trades including luxury, fashion, and cosmetics.

But I’ve not seen any point in pursuing them to the logical extension of specialization because the chances that the world shifts has always felt too great. Better to understand his desire and attention drive the larger market and refine those skills so even if the winds shifts I will still find work.

This has had a lot of positive effects. I focus on inverting as it allows me to apply the vast array of Pareto knowledge I’ve acquired. And it lets me continue working to intake the 20% of the new so I can I’d enjoy the fruits of the 80% of results.

Obviously I’m simplifying this a great deal. I am genuinely expert in many areas and hold myself to high standards because I’ve met the specialists who have done the long hard road to refinement. And I know where their paths have diverged from mine. Some of it is simply personality driven. Generalists and specialists are needed in any system.

But I do think Pareto Focus might be a phenomenon that’s driving labor allocation and focus in a wider generational way. If change continues to accelerate, you cannot blame people for doing the math on what it takes to survive.

Categories
Startups

Day 692 and Managing Founders

I spent the first decade and a half of my career as a founder. I am very good at certain parts of the job like creating momentum and getting attention. I am less competent at operations and logistics management. Fortunately I’ve always had incredible teams who managed me.

That’s right, I said teams who managed me. One of the dirtiest secrets my husband kept from me is exactly how experienced operators like him manage high octane founders like me.

“ We don’t take an action until the third time an ask is made.”

Alex Miller

Alex has had to manage some of the quirkiest personalities in startup land so he didn’t just develop this strategy with me. He has been using this three asks technique for a while.

Initially I was extremely insulted when he revealed this was standard operating procedure for dealing with founders. How dare he not do what I request. I did a little ego protection. But then I realized he was right. Founders have to be managed carefully.

Momentum machines without any friction can quickly spiral out. Knowing exactly how and when to apply friction is the real trick. Too much and nothing will get built, but too little and your team can’t get a grasp on where to focus.

Many founders are extremely charismatic people. Their entire job is to get you excited about doing the impossible. And because sometimes we discover that the impossible is indeed possible we often wrongly assume if someone tells us “no” we’ve absolutely got to prove them wrong. We are always trying to generate momentum towards what excites us most.

Alex wisely doesn’t ever tell founders no. He actually encourages you to figure out if you really want what you asked for through his three asks technique. He gathers information. He asks what you are really trying to accomplish. He asks about specifics and technicalities and details. He gently coaxes out the underlying reason for an ask. He gathers information better than anyone I’ve ever known.

And what really drives me nuts is that this system works. If through the process of information gathering the founder continues to insist that something should be done Alex will organize all the details he has gathered in diligence. He will present the information and wait for the founder to ask a third time. If that third asks comes, only then with all the information will he organize the executive team together decides to proceed and make sure the founder is ready to accept the plan.

The genius in this method is that founders have an excellent gut sense for direction and momentum. But because it isn’t our jobs to actually make it happen we can often be total idiots about the resources required and the hidden land mines. By managing both the founders desire for an outcome with the realistic needs of the business, you almost always avoid pursuing the bad ideas.

If you work at a startup, especially directly with a founder, I’d strongly advise implementing the three asks method. You won’t go on nearly as many wild goose chases but so long as it’s done with empathy and tact you will still benefit from your founder’s natural momentum.

Categories
Emotional Work Finance

Day 683 and Goverance

I’m not a big fan of early stage venture investors meddling too much in the day to day of their portfolio companies. Asking for too much reporting and too frequent board meetings can be a huge source of momentum friction.

But I am a big fan of corporate governance. Even right from the very start. You should have agreed upon avenues for settling issues and disputes from the moment you have assets bigger than an Ikea couch let alone a 32 billion dollar valuation company. A lack of governance structures can lead to deeply destructive behavior even if you aren’t a sociopathic rich kid bent on committing fraud.

As much as it may seem irritating to set up formalities like a full board and agreed upon voting rights structures, you will regret not having it if something goes wrong. And something will go wrong. I’d go so far as to say Murphy’s law is an immutable law of the universe. What can go wrong will go wrong.

The intense pressure of a startup is what turns the lump of coal that is your vision into the diamond that will be worth something in the open market. And pressure is often destructive. People who otherwise respect and trust each other can slowly find themselves deeply at odds.

Just think of your worst breakup and imagine that intensity playing out in ways that impact everything you’ve worked to build. If you’ve ever gone through a divorce I’m sure you understand. Let me tell you a little story about one of my breakups to illustrate why you should set up governance right form the start.

My easiest personal breakup was also one of my worst. We’d moved in together and devised an elaborate set of budgets and savings protocols. We’d combined belongings. We even set up a shared bank account. He was a corporate governance lawyer at a very aggressive firm. I was working a lucrative corporate job but preparing to go back to startups.

While he wasn’t a contract lawyer, he did have enough common sense to suggest we write up a relationship contract complete with dissolution protocols. I thought this was absolutely brilliant which I’m sure tells you a lot about how I operate. Absolutely all of our friends thought we were nuts. Including a colleague and friend who would go on to be one of my board members down the road.

I was in Colorado for my mother’s wedding. I’d expected my boyfriend to join me. But we’d been discovering that all our good faith attempts to arrange the perfect relationship structure was nothing in the face of widely disparate personalities and risk tolerance. No amount of mitigating structure could overcome those differences.

When I came home he’d triggered our breakup clauses and moved out. Everything was done by the governance protocols we’d set out. If I’m absolutely honest I was relieved. My biggest annoyance was losing the Vitamix blender that was his property. As furious and heartbroken as I was at the time, I didn’t have any avenue to engage in my worst most defensive reactionary emotions. Neither did he. Which was extremely valuable as I hadn’t at age 26 gone through the therapy that helps me productively channel negative emotions now.

My ex-boyfriend and I are still friends to this day. Sure it took a few years for us to come around but we’d avoided a scorched earth situation despite the significant risks we’d engaged in by moving in and combining our lives and fortunes after a relatively a brief period. The damage was mitigated by a shared understanding of how we’d manage downside protection and whose rules we’d consider binding.

While I’m sure this sounds a bit weird, I do think it’s a helpful illustration of why even the most optimistic scenarios benefit from guardrails and mutually agreed upon avenues for pursuing a dissolution or change in status.

No matter how calm and rational you think you are, there will be scenarios that trigger deep emotional patterns. If you vomit up those childhood coping mechanism emotions, you need to clean it up even if it feels shameful and embarrassing.

I’d also say it probably tells you a lot that I’m telling you a deeply personal story about a breakup in a personal relationship and not my actual board experiences. There are some secrets you take to the grave and how you failed your business partners tends to be one of them. How they failed you is another. I’ve had reason to be grateful for corporate governance guardrails at all of my companies. Because that is human nature.

So no matter how early it is in your startup journey you should be considering how you’d handle tough times. Set up a board to help you work through and arbitrate disputes. I know you cannot imagine it now but you won’t regret it.

No one is ever fully immune from disagreement (or even disaster) and you owe it to yourself and your partners to set up fair resolution issues from the start. Plus if you happen to have partnered with a sociopath you will appreciate the modicum of protection offered by binding contract law or consensus mechanism contract execution. And if you really want a Vitamix make sure you put that in the contract.