I was so excited for today. For the first day in weeks I didn’t have a single appointment on my calendar. I had finally run the gauntlet of bullshit obligations that has been chopping up my focus and my days.
I went to bed last night sure that’s I’d finally send out all the emails to folks I wanted as limited partners in my fund, follow up with a bunch of founders, and organize all the various materials and research just waiting to be published. I was going to make progress! I was going to pull the future forward with my own willpower.
But what did I do instead today? I sat in on DAO governance calls in Discord. I accepted an invite to a new working group for a stateless crypto project that is being rebooted for its second round. I listened to token and ecosystem rooms on Twitter for projects I’m invested in. I watched some bitcoin maxis fight against some side chain projects. And I read a bunch of newsletters and financial papers. Which all sounds productive but is basically me just fucking off.
The future arrives whether I pull it in on my force or will or not. Distraction probably has no meaning. But I did finally find a house in Colorado that I could see myself buying. So the only appointment on the calendar tomorrow is visiting the property. So perhaps that’s as much progress as was necessary.
Humans don’t like chaotic. We like predictable. So we invest in seed stage technology startups that help individuals, families, organizations, and even whole communities, adapt to living with in a more chaotic world. I’m talking about all the areas we invest in on the blog. Yesterday I mused about chaotic labor markets and what kinds of companies are exciting to us there.
Today’s post is about about how families might adapt to a more chaoticworld and who might capitalize on the future of adaptable families. Millenials aren’t having children. Maybe because they know our current systems aren’t set up to support working parents and their children they decided it wasn’t feasible. We need to fix this if we want to have a future.
Millennials lack the familial and community ties of previous generations and they dislike that they have been saddled with increased housing & education costs while having fewer resources to invest in having families and homes. I wouldn’t be surprised if we see a resurgence of planned communities and kibbutz style housing. HomesteadDAO or KibbutzDAO could emerge as collaborative non-corporate structures for new planned communities. Or get wild and maybe we see baby DAOs with multiple parents legally bound to one child. For all you Expanse fans I would be open to raising a Jim Holden on a Montana homestead with you. Only kinda joking.
Practically though the only way we solve for a better future for families is by giving individuals the flexibility they need across all facets of their life so we can adapt families to the future.
We need to support families where they live, where they educate themselves & their children, where they source & prepare food, where they need medicine & healthcare, and even where they find partners. There is a lot more private industry and startups can to support families profitably. The more flexibility we can grant people in building their ideal family unit the better. If one variable changes then every variable changes. That’s where startups excel generally. Software can expand the set of services available to people.
Because we’ve got a social structure problem with capitalism right now. Families aren’t affordable. Maybe we see alternative housing and family structures become increasingly appealing as the nuclear family structure cannot not afford a family. We may see living arrangements that let multiple families come together to provide childcare, food, education communal support. Whatever solutions come up we need to consider them.
Or we find ways to let families come back together. Increasing rural broadband and support for remote work could allow kids to move back to their hometowns to be near parents and grandparent to give us a chance to knit back together communities and combat urban isolation. The more we can improve opportunities in rural towns where existing family lives the more opportunities we create. That means we will need to provide all the services we expect in a city but remotely. Software businesses to the rescue! Here is an incomplete and in no particular order list of startups I would consider funding.
Request for Startups.
School contract swaps for private schools to allow easy mid year transitions or voucher searches for public schools
Teacher & childcare marketplaces, swaps or even parent run DAOs (bounty for 7th grade science teacher for homesteadDAO anyone?)
Home care shares & swaps or marketplaces (elder & children)
Remote healthcare providers & their tech stack particular support for specialties, pharmacy & data products
Fractional housing, co housing & house shares or other communal living for families
HomesteadDAO, KibbutzDAO, TownDAOs, Mobile & Van Life DAOs
Rural broadband services
Direct to consumer farm access to enable food supply outside of supermarkets & hubs
Any & all remote work & collaboration SaaS products & training to move more jobs out of urban hubs.
Fertility or birthing DAOs and co-parenting legal constructs for multiple parents
I’ll be talking about all the areas we invest I’m sure but today’s post is about about how we might adapt to a more chaoticlabor market and what kinds of companies we’d like to see in the space to capitalize on the chaos of the future of work.
The pandemic has accelerated a lot in the labor markets. Hiring in developed economies has been getting harder. The great resignation has a large chunk of the skilled workforce in movement. But student debt is making it less appealing to pursue traditional credentials like a four year college degree. Skilled workers have at once never been more competitive in the labor market but it’s also never been more expensive to pursue those skills. Where there is tension there is opportunity.
So how do we get more people skilled and let those with existing skills deploy their labor more effectively? I think that web3, or if you prefer the decentralized web, presents a unique opportunity to decouple skills & compensation from identity and corporations. Flexibility drives innovation. Web3 let’s us step clear of concepts like one full time job per person.
Workers are seeking replacements for the centralized stores of skills & proof, socializing, and networking we’ve used in the past. The hodge podge of self reported credentials and certificates we put up on LinkedIn or a personal website is a mess and only allows us one centralized identity. That sucks for privacy and also for people with a diverse set of skills. Recruiters see what we present but that’s never the whole picture.
Some would argue that political polarization will require we either prove identity and in-group or lead us to pseudonyms (identity on/off switch) that let us be judged by work product and proof of skills rather than in group approvals and social validation. Regardless, regulatory capture and special interest groups are now being viewed negatively as younger workers see them as expensive obstacles to career progression. If Kim Kardashian can take the bar without ever going to law school why should you go to law school?
One reason that chaotic is particularly interested in is stores of identity, proof of skills and proof of work capacity is that Web3 and decentralization will pick up the slack in labor markets for younger people.
We won’t want to polish our entire lives in order to get one job with a single employer when we know corporations shows us little loyalty. We’d rather find ways to optimize for our preferred compensation package. That could be flexible contracts and hours, remote first work arrangements, healthcare subsidies, or maximum pay; whatever we chose there should be a recruiter that can find us a job and a workplace that will leverage our skills. If you want inspiration on how this might work I’ve got a list of crypto science fiction to read.
In order to avoid falling into low level service jobs we will need to pick up proof of work and proof of skill jobs. Automation is less of a threat than low level service jobs and dead end work for most young people. Finding ways to get get paid for learning is going to make the jump from play to earn video games to play to learn universities one day.
Portable and “fractional” identities will be required in a future where one person with one job isn’t the norm. So how do we build different identities that keep us safe from context collapse while still giving flexibility and portability on our achievements and documented skills?
All of the above is food for thought. If these problems interest you hit me up. I’ve got a request for startups below. If you want to talk about any of them find me on @AlmostMedia on Twitter.
Request for Startups
Skills repository Github for provable disciplines beyond coding
Web3 LinkedIn where we can turn on and off elements of our credentials
The aesthetics of most crypto backlashes feel easy to dismiss if you have bought into the optimism that web3 might release the stranglehold of the Big Tech monopolies. Bomers & losers griping are just copium right?
Bitching about scams and grifters is fair. But every leap the tech industry has ever had has come with it’s share of idiotic opportunists. They usually get wiped out out. Well except the accidental millionaires. You kind of have to learn to live with that. Plenty of underserving fucknuts will be richer than you. NFT parties in New York isn’t inherently stupider than Comdex. Life is unfair. And yes it sucks. Go to therapy.
The reflexive criticism of crypto tends to break into more nuance when it goes from “but scammers” to “but utility!” But no one thought Twitter would be useful either and most of my social and actual capital has been derived from social media. The downside of web2 is that only a small portion of people benefited. And it’s true that the rewards weren’t terribly even. The accumulation of power and capital has been disastrous. But that should be more of an incentive to push for a decentralized future not less.
I had a lot more thoughts on this topic earlier in the day and I had planned on diving deeper with citations but I’m tired so I think I’ll leave it at that. If you are angry and defensive about something new it’s worth asking yourself why it scares or upsets you. Maybe the defense mechanism is hiding something important from you.
I was having an emotional conversation with a friend. They were giving me a piece of feedback that was truthful but hurt me. Because I feel psychologically safe with them, I was able to take the feedback in a receptive and open manner. I could incorporate it into my mental framework immediately because I trusted my friend. And I knew that their feedback was important and accurate.
One of the traits that I feel is most central to success in founding a company is the ability to process feedback effectively. Founders are constantly getting feedback. An average day might include angry customers with product complaints, a venture capitalist with heartfelt but partially useless advice, an unproductive strategy meeting where no one can seem to align, and a bunch of smart ass shitposters on social media with job advice for you.
A startup CEO gets a lot of feedback. Every day is a deluge of the stuff. And founders have to be gracious about it. Even when a lot of the feedback is useless, or even occasionally downright bad. You as a founder have to decide what to take and what to ignore. Because learning how to synthesize and integrate feedback; positive, negative or even profoundly unhelpful, is in fact your job. Being good at it matters. It’s the closest thing I have to a litmus test as an investor.
This is a trait I prioritize highly in founders. If you yourself are a founder that is working on improving your capacity for feedback processing, I want to hear from you. That mental flexibility is one of the core criteria I look for when I decide on an investment. Do I think you will be able to intake enough information about their market to get to product market fit? Will you be able to adjust your mindset and mental models quickly enough to outrun inertia? How emotionally strong are they that there can hear constant negative input and still hold their positive vision? But equally can you adjust that positive vision when negative feedback that actually matters presents itself.
So this is sort of cheating, but I did write the press release, so I am going to count it as my writing for the day. Today one of my favorite investments of the year Squads announced its seed round. Their vision is simple. Make starting a DAO as easy as making a new group chat.
I was the first yes on the round after meeting Stepan their cofounder and CEO through a cold DM on Twitter. I’ll write a whole post about it at some point I’m a little tuckered from the excitement. So I hope you enjoy the stylings of my extremely formal for normies press release. Any typos are my inability to copy pasta from mobile browser pdfs.
Squads, a DAO creation & management application that makes setting up a Decentralized Autonomous Organization as easy as starting a group chat, announces seed round with Collab+Currency
Squads, an application for Decentralized Autonomous Organization (DAOs) creation and management built on the Solana blockchain, is pleased to announce a $1.5m seed round led by Collab+Currency with participation from Reciprocal Ventures, Volt Capital, Chaotic Capital, 6thman Ventures, Republic Capital, 8186 Capital, Solana Capital, as well as angel investors Ryan Selkis, Ryon Nixon, Chris Hermidaand Julia Lipton.
DAOs have already profoundly changed social coordination and put pressure on traditional corporate vehicles by expanding within the wider DeFi and NFT ecosystems. However, existing solutions in the market are costly to deploy, have cumbersome management features, and are focused only on web 3.0 power users.
Squads is here to simplify the DAO framework and make it accessible to the majority of users who either already firmly exist in web 3.0 or are just discovering it.
“Squads wants to make starting a DAO as easy as starting a group chat,” said Stepan Simkin, Squads CEO & Co-Founder.
Squads combines all key DAO legos such as deployment, treasury / vault management, on-chain voting, and chat in one simple interface so anyone, anywhere can create and run a DAO. By combining these primitives under one platform and building it on a fast and scalable layer 1 blockchain like Solana, Squads will become a social hub for web 3.0 coordination.
Squads founding team consisting of Stepan Simkin (CEO), Deni Ershtukaev (COO) and Sean Ganser (technical lead) comes from diverse backgrounds of software development, law and finance.
While one of the biggest value propositions DAOs can offer is an experience of spinning up a “company” from a command line without any friction or intermediaries, the Squads team firmly believes that “complicated user interface implementations and high fees have made setting up and running a DAO prohibitive for the majority of even sophisticated crypto users. Squads is here to take DAOs to everyone by bringing accessibility to DAO set up and management.”
“Smart contracts are a significant evolution in human organization on par with the invention of the corporation. The recognition by the state of corporations as a single entity composed of multiple actors drove significant economic growth. DAOs are poised to initiate progress as important as the corporation once did,” said Julie Fredrickson, Managing Partner at Chaotic Capital.
“The fiction which we have called the corporation has relied on legal & judicial layers to enforce distribution of resources. With a DAO, the management and allocation of resources is enforced by code, not lawyers or judges. This frees individuals to put their trust in an entity regardless of its geographic jurisdiction. DAOs allow individuals to collectively form complex contracting relationships and operationalize the movement of resources between individuals and organizations for any number of collective pursuits. As Brian Armstrong the CEO of Coinbase noted “the new jurisdiction is online’” said Stepan Simkin, Squads CEO & Co-Founder. “As human collaboration moves online, so too will our organization and tools.”
While DAOs have shown their utility in early use cases in DeFi & emergent NFTs communities, Squads wants regular people to enjoy their benefits. Colloquially known as web 3.0, mainstreaming access to the benefits of blockchains or decentralized networks of many peer to peer nodes, has been slow as few apps provide simplicity and utility.
“Squads envisions a web3 for regular users. A group of freelancers can band together for contract work. A homeowners association can use a DAO to manage and disburse funds. Investment clubs can pool resources. A gaming guild can coordinate accounts. A group of creators can protect their earnings and intellectual property. A sports league can manage equipment and budgets. According to the Squads team vision: “A DAO should be an easy vehicle for groups of different sizes and budgets to easily organize to achieve common goals.”
Squad’s is at the forefront of web 3.0’s next iteration: social coordination. Squads is also positioned as the first mover of DAO tooling within the Solana ecosystem, giving Squads considerable growth potential. “Squads is the team to bridge the huge gap in the Solana DAO tooling ecosystem by building this critical infrastructure and we are delighted to support them” said Soona Amhaz, General Partner at Volt Capital.
“We’re excited to back the incredible vision of Squad’s founders,” said Stephen McKeon, Partner at Collab+Currency. “Squads sees a future where DAOs become a commonplace structure for organizing economic activity. We believe that rather than working for a corporation or nonprofit, many people will work for a protocol someday. So does the Squads team.”
The funding will be used for the beta release of the core product with a mainnet release to follow. Users can look forward to a Squads v2 release with advanced treasury functionality as well as a mobile application for both iOS and Android. Users of other layer 1s can look forward to multichain expansion in the future. The team will be hiring mobile developers, product managers, a network administrator and a designer.
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
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.
I work with a lot of first time founders as a seed stage investor. Or rather I enjoy working with first time founders so I slowly became a seed stage investor as moving from advisor to angel investor. When you are a founder yourself, as I once was, you get a lot of inbound from others in the startup ecosystem as the bias has been that “only other operators can ever understand” so it breed insularity.
This has generally meant that there is a significant body of knowledge on best practices in startups that doesn’t get codified in writing it’s passed on as an oral history from one founder to the next. Maybe if someone published their Gchats and emails public we’d have a searchable wiki. But even with the trend towards startup communities, explainer Substacks and operator podcasts there is still a substantial portion of unspoken knowledge that no one will tell you. You literally don’t know what you don’t know. And the people that know have forgotten what it’s like not to know.
It’s easy to forget this as you assimilate norms and conventions over the years. I have been working with a portfolio company’s CEO to prepare some press and go to market work recently. Something I take completely for granted about media outreach wasn’t in fact obvious or intuitive.
But it was so obvious to me I never thought to mention the detail that tripped us up. And of course, the founder being a first timer didn’t know what they didn’t know. Why would they! That’s why they work with more experienced investors and advisors. It was my fault. I knew the thing but in my “water is wet” mindset didn’t even consider that the founder might not realize they were swimming in water yet. And that was entirely on me.
I find it somewhat comforting that startups are constantly introducing new founders who don’t know what they don’t know. Because maybe they will be the one to discover a new way of knowing that changed it for all of us.
The best is old timers can do is pass on what we think we know and the newbies can assess that using their fresh eyes. Sometimes (ok probably most times) we save you from making dumb mistakes that we once made. But maybe what I think I know for sure is just me not realizing I’m a fish in water. You can learn that from experience sure but also from having a totally new lens.
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.
I had a really terrific September. Everything just started going my way. Projects that I’d been pushing on had significant breakthroughs. My deals got hot. My focus and health improved. Even when I had setbacks and failures I was able to execute on quick recoveries. But mostly I didn’t give in to past bad habits. And all of that happened without any additional effort on my part.
I’ve been making a really conscious effort to stop pushing myself to always be doing more. Either I am able to find elegant solutions or I ask myself to take a step back till I can. Rather than brute forcing everything I am finding ways get where I am going without sacrificing myself to costly bad trades on my time and energy.
I asked for something really significant from one of my investments (an additional allocation for an special purpose vehicle). The second I asked for it I started to panic. I didn’t have an immediate or simple path to deliver on what I asked for from this founder. Even though I was confident I had the money for the deal it out I panicked that maybe I had bitten off more than I could chew. Immediately it started going through my head about how bad I’d feel if failed this founder. I relived the guilt, shame and punishment I had felt in previous failures to deliver for people that trusted me. I hated feeling like I’d failed people.
And I just decided stopped the cycle of worry then. Like turning off a switch. I told myself I could do it, I knew I could do it or I wouldn’t have asked, and that there was simply no way I was going to let down this founder. But this is where I felt the frown Instead of going into overdrive, I stuck by my schedule. I didn’t change anything. I didn’t push myself to a frenzy by adding in calls, pitches & emails. I just put down all the steps I could and would take to make the deal available to the right people and I began.
In the past I would have let that fear drive me. I would have gone into overwork and adding in additional tactics that I didn’t even need to insure I would reach my goal. But here I trusted myself to get the outcome. I didn’t exhaust myself. I took care of myself. And the allocation got filled quickly. I checked the commitments this morning and I’ve only got 15% of the deal left.
