Bailey Spell (@baileygspell) header
Bailey Spell (@baileygspell) profile picture

helping companies collect their money - founder of LedgerUp| https://nitter.gq/t.co/TguSD3HNmZ

San Francisco
Joined May 2023
Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)Photo by Bailey Spell (@baileygspell)
Bailey Spell retweeted
This is genius. If people don't stop by they're literally... leaving money on the table 😎
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Bailey Spell retweeted
Today we’re launching a mobile app that will make your next trip magical. ✨ We’ve helped 10,000s of travelers plan real trips, step-by-step. We’ve learned how AI can help you save time, money, and stress. We’ve used that knowledge to build an assistant that goes on your trip with you. Take a look at what it can do:
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Bailey Spell retweeted
5 months at LedgerUp. I do not say this lightly. Our accounts receivable intelligence (Ari) is getting too fast. We are extremely close to the first invoice sending before you even start cold outbound. We are not asking for a ban. We are asking for a pause.
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Bailey Spell retweeted
📰 HappyNews Hour! 📰 Super excited to announce that @ @HappyRobot we just closed a $150M Series C @ $1.2bn valuation. 🦄🚀 $200M raised in under 20 months across our A, B & C. 5x growth since our B, and we >2x the business last quarter alone. A thread on how we got here 🧵👇
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Bailey Spell retweeted
Over 120 Y Combinator companies are building on E2B. 1 in 10 of the newly launched YC S'26 batch is already on board. Some of the most interesting and fastest growing YC startups are powered by E2B. We want to see more success in the ecosystem, so we put together the founders of Lark, Paper Instruments, Replicas, 21st, and Runtime for an evening of sharing how they're building AI in production. And, the food will be awesome (sushi and tapas!). If you're building agentic products (or just want to steal some great ideas over good food), come by. Registration link is in the thread.
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Bailey Spell retweeted
Today we announce raising our Series A and $25M in total funding to do more of the work for the hundreds of companies that trust us with their sales tax and the thousands more we want to serve. Indirect tax is the least sexy, biggest problem in almost every company that sells anything. In the US, businesses remit over $600B in sales tax a year. Globally it's ~$5 trillion in VAT. It never goes away. It only gets bigger. And it lands on people who never signed up for it. Your controller. Your VP of Finance. Your CFO.
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Bailey Spell retweeted
Today, we’re announcing that we’ve closed our Series C and raised $100M to continue automating the world’s most complex phone calls. We grabbed some guy named Paul to talk about it because nobody else in the office wanted to. 🧵
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Bailey Spell retweeted
this is @davidhaooo . these photos are from two different days. same position, same RGB split keyboard, same glasses. at some point i stopped asking if he wanted a desk.
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Bailey Spell retweeted
this "right way to run a company" debate is two people in great shape arguing about whose diet and workout routine everyone else should do
Maybe that culture is fine for you at linear, and it looks like it’s working great for you! You’ve created something worth over a billion dollars in 7 short years, that’s something very few people on the planet have done before. But sometimes there are big problems that need solving, and there is more creative thinking, not less, that happens with contact with the big problems. In our case, creating the financial operating system that owns the creation, transfer, financing, and investment of risk, using AI to automate the paperwork of the most regulated entities to make every business and person a little more profitable, waste a lot less time, and be more protected, is a big problem. Maybe there were super geniuses at the Manhattan Project working 1 day per week like zen masters. I doubt it though, because if you’re obsessed with a problem, you work hard. Nowhere did I or do I glorify lack of sleep (I always think sleeping right and exercise are very important), and different people have different visions, cadences, and ways they want to run their companies. And that’s ok, but you attacking our style based upon sound bites when we are solving a really important problem, by market sizing probably the biggest problem large language models can solve, isn’t it.
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Excellent reporting by @MTemkin at @TechCrunch on how AI companies are inflating revenue by reporting CARR as ARR. Please retweet so that we can get back to reality and permanently kill CARR as a valuation anchor. Delusion is not good for anyone. "One VC told TechCrunch that he has seen companies where CARR is 70% higher than ARR, even though a significant chunk of that contracted revenue will never actually materialize." “Investors can’t call it out,” a VC told TechCrunch. “Everyone has a company monetizing CARR as ARR.” The biggest thing that has surprised me since my tweet went viral was the amount of nervous, sheepish laughter from VCs on the topic: "Haha... Oh, I'm not sure if it's that big a deal 🙂" While other VCs say privately: "We see this constantly and it's becoming a serious problem." techcrunch.com/2026/05/22/ho…
It’s time to expose a huge scam in AI startups: Contracted ARR The reason many AI startups are crushing revenue records is because they are using a dishonest metric The biggest funds in the world are supporting this and misleading journalists for PR coverage. The setup: Company signs 3-year enterprise deals. Year 1 is discounted (say $1M), Year 2 steps up ($2M), Year 3 is full price ($3M). They report $3M as “ARR” — even though they’re only collecting $1M right now. The worst part: The customer has an opt-out option at 12 months! It’s not actually a 3 year contract. In the chart below, by Q5 the company is trumpeting ~$100M “ARR” to press, while actual cash-generating, in-effect ARR is ~$35M. That’s ~3x inflation. On top of this, enterprise AI companies are bundling full-time “forward deployed engineers” into deals massively reducing margins, sometimes producing Year 1 negative margins. At some point customers are going to start triggering their opt-out clauses or aggressively negotiating down Year 3 pricing. And a wave of enterprise AI companies may collapse.
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Bailey Spell retweeted
The US federal budget is $7 trillion. There are 535 in the Senate and Congress. They collectively allocate that money. Specifically: 7000/535 = 13 billion per official. Which means AOC is a political billionaire. She allocates far more than any market billionaire. Indeed she allocates ten billion liquid, per year. A market billionaire has one billion, illiquid, per life. So: AOC spends 10-100X what a market billionaire has. It's not even close. She's right about one thing, though. AOC didn't earn the tens of billions she spends. The state taxed that money, by force.
Alexandria Ocasio-Cortez: You can't earn a billion dollars. Ilana Glazer: That's right. AOC: You just can't earn that. Glazer: That's exactly correct. AOC: You can get market power. You can break rules. You can do all sorts of things. You can abuse labor laws. Glazer: Yup. AOC: You can pay people less than what they're worth. Glazer: Yup. AOC: But you can't earn that, right? Glazer: That's right. AOC: And so you have to create a myth that -- since you didn't earn that, you have to create a myth of earning it.
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It does feel like these days our only limitation is our creativity.
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Bailey Spell retweeted
mintlify is now valued at 500 million dollars!!! we raised a 45 million dollar series b from a16z and salesforce ventures!!! we are leading the charge on agent-first knowledge infrastructure. docs for humans are dead. by this time next year, agents are going to be 99% of all traffic to your site. some of the things we're doing to adjust to this 1. return markdown by default anytime a resource is requested with an accepts ‘prefers markdown’ header 2. skill md support (generates a skill with AI and updates it with every change, you can also set your won). further, skills are now present as resources on all MCP servers 3. MCPs generated by default for every site (a significant percentage of docs traffic comes from MCPs now, if your content doesn't have one this is a significant disadvantage) 4. AI workflows that automatically monitor your codebase for changes and keep your docs up to date not only have i been working here for 10 months, but i use a mintilfy site every time i work on any side software project. today, it's harder to find a devtool not on Mintlify than on the craziest part is, this is the worst the mintlify's product will ever be. i don't think most understand how fast we are accelerating. it's going to be a a completely different experience in a few months
We just raised a $45M Series B at a $500M valuation led by @a16z and @SalesforceVC to build the knowledge infrastructure for AI
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Bailey Spell retweeted
We just raised a $45M Series B at a $500M valuation led by @a16z and @SalesforceVC to build the knowledge infrastructure for AI
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Bailey Spell retweeted
Your agents suck when using the web because 85% of it doesn't have an API. Browserbase gives them everything they need to do work online. Leading AI companies like Ramp, Lovable, and Clay trust us to power agents that do real work on behalf of real people. With a single API key, your agent gets everything it needs to navigate the wild web: browsers, search, fetch, identity, a sandbox runtime, and model gateway. Stop waiting on integrations, build agents that can browse and interact with the web just like humans.
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Bailey Spell retweeted
Want to know if your flight has Starlink? We built a tool for that. Search any flight, and we’ll: - identify the aircraft - check whether that type has Starlink - look up the tail number to confirm that specific aircraft has it. You can also search by route (e.g. SFO → SLC) to see which flights are have Starlink.
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Bailey Spell retweeted
Gauge is your marketing agent for organic, paid, and AI search.
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Bailey Spell retweeted
there's nothing more frustrating than people with low agency
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Replying to @garrytan
CS headcount -> FDEs if you want to win
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Bailey Spell retweeted
.@forumdotmarket is building the first regulated exchange to trade on attention. Go long or short on the popularity of your favorite topics, from Bad Bunny to Claude Code. Congrats on the launch @josephpthomas and @owenbotkin! ycombinator.com/launches/PTS…
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