
Partner @inspiredcap, formerly @firstround. Brick by brick.
NYC
Joined January 2015
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Today we announce @InspiredCap Fund IV. $450m more to back rational optimists shaping the intelligence age. The next decade will be unlike anything we've ever seen. Buckle up!
Today, our team is excited to announce @InspiredCap Fund IV, $450M in new capital to back early-stage founders.
There has never been a moment in history when more is possible. It takes just one person with exceptional ambition to take on the world’s problems and change billions of lives for the better.
Important topic, but I find the continuous chatter on X about it to mostly be myopic
It doesn’t make someone more founder friendly to skip inquiry into competitive differentiation. One could actually argue the opposite. More typically, it reflects the fact that an investor is allocating capital from (1) a fund that is so small that by the time competitive differentiation manifests in a good or bad way they are far from the day-to-day call or (2) a fund so big that they have the ability to king make something that is working should the market become competitively concerning
Btw, if anyone is actually drilling you on moats, this is the format of the best response I’ve ever received (paraphrasing from notes):
“In a traditional sense, at scale, this business naturally benefits from [insert one of the trad moats: switching costs, network effects, cost advantages, etc.] That is a natural consequence of [insert the way pricing strategy, product usage, or market dynamics lead to the chosen option.]
But at this stage we tend to think more about the accumulating advantages that get us there. The first is team. [Insert why team is world class in some way and hard to replicate.] The second is what we call our competitive basecamp — the first milestone we’ve achieved that makes us hard to catch and starts the flywheel. That happened last month in the form of [describe]. Over the next 24 months, we will [insert milestone 2, then milestone 3.]
If we execute on all of that, we become pretty hard to catch — and the [reference trad moat chosen at onset of response] starts to become visible.
I love this idea from @mp_lew. I will do the same. Show me an offer letter for banking / PE / consulting and I will help you find an equivalently compelling conversation with a startup (likely NYC, SF, or Austin)
chris at inspiredcapital dot com
I prefer to say "east coast hair, west coast flair" but alas thanks to @Cookie for the coverage of our newest fund
The best business models in the world are often the oldest ones. Congrats @danpres and @standinsurance on all the progress.
Today @standinsurance announced $70M at a $1B valuation, led by @Saga_Ventures. A year ago, we insured $1B of property. Today it's $10B. Disasters follow the laws of physics. Insurance should too. Here's what our team is building:
There’s this concept called “puck’s eyes” which refers to
(1) puck’s angle differs from shooter perception, often higher EV
(2) it is within shooter control to change puck angle (notice Kaprizov drag to center mass)
Pretty good analogy for everything when you think about it
I live on LI which is a weird thing for me to type. Not something I ever thought that I would do. But let me tell you this. You could write 10k words on how this weird island developed into what it is, and you’d only be half way done exploring the topic. There are worlds out here
Chris Brown retweeted
“Ignore your competition entirely and just focus on building for your customers” is some of the most damaging advice dispensed in Silicon Valley.
long vol
In 2016, on Tuesday, looking at data rolling in, I told the then-global head of rates at JPM that Trump would win.
It was not, shall we say, a consensus call at the time.
So I want to talk a little bit about what I'm seeing right now, since the timeline is going crazy.
On a trading desk, it matters more to be right than to be popular, and it matters more to be right than to predict what you want to happen.
I have the curse of being a mathematician by training. So I still have the muscles, even if I don't use them as much.
Right now I would say this:
1 - Anyone who thinks they know anything with high confidence you should immediately discount in this election cycle.
2 - The error bars on races, especially the swing races in the Senate, are likely so large that polling may not be particularly predictive.
3 - There are conflicting cross factors that really are making a mess out of some of the traditional polling which is causing this.
Namely, what I'm seeing is a few things that gives me major heartburn.
First, non-response rates to polls are now so high I think it's impossible to know if we have a representative sample of any subgroup. We can 100% get the aggregate weighting correct to voter turnout, but when you model your R sample at 10% crossover votes and get 4%, or your I sample at mildly D leaning at +2% but instead get +10%, it means all your re-weighting was an exercise in false specificity.
Second, we have major conflicts in the data. People are claiming they did not vote for Trump in 2024 when we are pretty sure they did, and we are getting R samples in some swing states where if the sample is correct about the sides voting in 2024, Harris would be president (she's not, if you've been in a coma). At the same time, we have young people looking maybe way more like they did in 2022 than 2026, and we know we are missing a large chunk of that sample because they never fucking answer the phone, so the net result is... ... ...? Yeah, nobody knows.
Third, mutually combative forces. Anti-incumbency is a thing in mid-term elections, it's also a thing in American politics where "fuck the guy in charge I hate it here" seems to be stronger than partisanship in an increasing number of cases. This means that helps Dems in red states but hurts Dems in blue states? The reverse would be true for Republicans. These kinds of forces produce compression.
Fourth, social media and Twitter are not the real world, but the distortionary forces here are influencing the polling landscape, where I would imagine the most media-connected people are also the ones taking polls, which leads to the invisible sample also being the ones in a different discourse bubble than the ones on here.
The punch line is simple: take any error bar and triple it. Quadruple if you're in Maine or something. We don't know anything, and any confident prediction about Dems taking the Senate or Republicans holding the House are almost certainly wrong. Not in their specific outcome, but rather, in good process. All pigs are fish therefore 2+2 = 4 type thinking.
Right now, depending on how you want to torture the data, you can see any outcome from R/R to D/D and any middle state. We've had large polling misses meaning we should be favoring Dems (NJ governor, anyone?), Rs being underweighted in the past meaning we should favor them (IA, anyone?), and just internal polling that was way off (El-Sayed way up in the primary, anyone?).
Anyone giving you a confident hot take here, in short, is full of it. Even the early voting is not uniform, and while the information content there is not always high, there is usually not zero, and if you're looking at data from GA vs. OH, you aren't getting the exact same vibes, much less some other places.
In short: national politics is getting weirder, polling is getting harder, the parties are fragmenting internally, and nobody knows shit yet.
Good news, though: they'll all claim they were right after the fact. What you should do is track both predictions and process to see who is really worth listening to over time.
This mirrors my own @bot setup. In general, a team of sub agents managed by a master agent has been by far and away most intuitive way for me to set things up/quickest "time to value"
GremlinHQ: Manages everything related to school, sports, activities for the kids. Has logins to everything, submits payments, makes sure season schedules are on calendar, draws a distinction between kids events (parents don't need to be there) and family events (parents need to block their calendar). Sends everytihng to Skylight. Scrapes my inbox every ten minutes and notifies me if anything comes in through formal channels (updates, cancellations, rescheduling from teachers/coaches) or informal channels (it has a list of all friends/parents from these circles).
Al Capone: Tax bot. Has access to CPA portal. Scrapes inbox and CC transactions weekly and keeps ongoing list of any documents or transactions relevant for tax season. Prepares everything for CPA on right timelines throughout the year.
Benny: Manages everything related to FSA, DCFSA, 401k, IRA, HSA, commuter benefits, health insurance. Gives account status updates weekly, submits reimbursements, notifies me when eligibility timelines are approaching. I let a DCFSA account expire once and will never do it again...
Party Guy: Sends us an email every Thursday with a list of events/things to do with the kids calibrated to weather. Has gotten way better over time based on our interests; is now at the point where almost 100% of what it sends is something fun we'd like to do. All the way down to live music at a local restaurant/bar that wasn't listed anywhere other than the venue's website...
Groundskeeper: We call this one Geoffrey after the character from The Gentlemen. It's responsible for managing everything a groundskeeper would: cars, property/home maintenance, etc. It has all vehicle service history records, all appliance manuals, and all contact information for electrician/plumbing/GC/etc etc. It's basically a database we can query for our physical environment and belongings. Whenever something goes wrong, we just send a pic and some context and it queries the manual or service history and guides us on what to do. When we ned to escalate to a professional or make an appointment, it does that for us. Notifies us when warranties are up, when recalls happen.
I was skeptical for a while but have found this to be genuinely life changing. I actually view Grok and Instinct as distinct use cases, now. The above from Grok is all my recurring work / "cognitive overhead" stuff. But I still use Instinct for on-the-fly questions that sit outside of these topics.
My current Grok @bot setup:
Santa: Keeps a running gift list for friends and family and pings me when it finds a good deal. Also keeps a budget per person.
Travel Agent: Finds and compares flights and rental cars for my trips, so I don't have to dig through ten different sites. I just give it dates and a few details and it will fill it out all the way to checkout.
Vehicle Maintenance: Went through my email and receipts to build a full service history (brakes, oil, tires, etc).
Invoice: Makes invoices in my template and drafts the email to send them.
Tutor: Makes custom coloring books that teach my kids reading and math. I just print them off.
Golf: Alerts me when my friends post rounds on GHIN. Also built a feature to track my strokes gained and help with course management.
Interior Design: I upload photos of a room and try out new paint colors and furniture layouts.
Garden: Built my seed planting calendar for my zone and keeps track of lessons learned, fertilizing, water use, and yields. Also mocks up landscaping ideas.
Home Maintenance: A log of everything I do to the house, from custom cabinets to paint colors to filter changes. Any time I update or change something I log it.
Weekender: Every Thursday evening it sends 10-15 things to do nearby for the upcoming weekend, from concerts to chili cook-offs to sports events, plus it creates a separate list for the kids.
Woodworking: I upload a project idea (owl house, bookshelf, hanging garden beds) and get a cut list, a materials list, estimated cost, and step by step build instructions.
Book & Movie Tracker: I log and review everything I finish. Eventually it'll recommend what's next.
Accountant: Hooked up to my bank accounts so it fills in my income and expenses in a Google Sheet automatically.
Sauna: Researching builds and reviews.
Consolidator: Has it reviewing all of my emails that I get from teachers (multiple times a day) and automatically puts events on my calendar. Then at the end of the day it preps me for what events are the next day.
This is just the tip of the iceberg. If anyone has any other ideas drop them in the comments.
Updating my priors
When meeting for drinks to close the term sheet, increase willingness to go up on price if counterparty sips awkwardly like it’s their first time tasting alcohol
Mark Zuckerberg becomes a viral meme after taking an awkward sip of Guinness. @jasongay on the Meta boss appearing to wrestle with the very simple human ritual of…taking a sip of beer. 🔗 on.wsj.com/4zr0jbc
Obviously Tesla / FSD is best in class and the rational choice these days
But can’t believe I’m the only one who thinks the design/aesthetic is abysmal
It’s like a millennial grey home renovation, but in car form
Only good looking Tesla ever was the OG signature green S
Chris Brown retweeted
We're expanding access to GEN-1.5
Sign up to get in line
generalistai.com/waitlist
good storytellers vs awkward
dropout vs grad
domain expert vs fresh eyes
young buck vs veteran
first versus second mover
ivy vs state
the pattern is that there is no pattern and you must act accordingly
One of the worst predictors of founder success we've tracked is how well someone pitches; the correlation between pitch quality and outcome was often negative.
Zuckerberg was so awkward in early investor meetings that VCs wondered if he could ever manage anyone, and Larry Page refused interviews and earnings calls for years. Bezos had to pitch 60 different investors to raise his initial $1 million.
Highly articulate people are great with the 30min process of telling a story to strangers, but this is a pretty different skill to building a company. Founders who spend years optimising to be persuasive have often optimised away from the building skills that compound over the 10yrs of execution that come afterwards; it’s incredibly hard to do both well.
The articulate founder will impress your partners but the awkward one will return your fund.
Had written this note to myself in an email draft a while back (presumably from a pod or piece of writing). Master Claude can't identify it. Ring a bell for anyone?
Chris Brown retweeted
part of why people have been dunking on assistants in the last 2 weeks is the honeymoon phase is over: the agents now have lots of disparate context that they cant actually mold into useful and welcome insights, hence ppl getting annoyed at the same proactive functionality they loved 2 weeks ago
this is a structural challenge for generalized agents; verticalized agents will be superior at structuring insights in a relevant and welcome way


















