Jity Woldemichael (@rookunderfire) profile picture

co-founder at osmaura (@ycombinator s26), prev junior @mit

Joined January 2026
Photo by Jity Woldemichael (@rookunderfire)Photo by Jity Woldemichael (@rookunderfire)Photo by Jity Woldemichael (@rookunderfire)Photo by Jity Woldemichael (@rookunderfire)Photo by Jity Woldemichael (@rookunderfire)Photo by Jity Woldemichael (@rookunderfire)Photo by Jity Woldemichael (@rookunderfire)
Jity Woldemichael retweeted
Today we shipped sling, an agent-first CLI for your GitHub Actions 💫 Right now, if you ask your agent why a CI job failed, it goes and pulls the entire set of GHA logs and eats up your context window. 🪵 > sling why @starslingdev computes the run's logs and metadata, along with the evidence lines it matched to tell you why a run failed If you want to know what your GHA usage is, you have to go to the GH UI and click around to find it. 💸 > sling bill tells you how many minutes, how much you're spending, and across which runner labels Trying to understand what your slowest job is? You'll need to hunt around the GHA UI and even then you only get an average. 📊 > sling top and sling usage tell you runner minutes and cost across all workflows and repos, with p50, p95, p99, queue wait and a week over week trend starsling.dev/cli
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Jity Woldemichael retweeted
Jeff Bezos in his 2002 MIT talk : “The best advice I can give somebody is do something that you think is interesting and let the waves catch you.” He then explained: “Something that I see people do, which I don’t think is a good idea, is they try to chase the current thing.” “Whenever you try to catch a wave, you’re almost always too late, so it’s better to just… wait in place and let it come to you.”
Charlie Munger’s message for younger generation : “What helps everyone is to get into something that’s going up and it just carries you along without much talent or work.” “If you go to work for a place like Costco and if you’re reliable and nice, you’re going to do fine in life.” “But in elite education like Harvard or MIT or Stanford, nobody wants to work for Costco and of course it’s the one place where it would be easiest to get ahead.”
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Jity Woldemichael retweeted
May have built something my brain needs
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Jity Woldemichael retweeted
EthioDeploy.com has gotten ‧3600+ visits ‧21,000+ total user traffic ‧170+ deployments and our first paying user all within 24 hours of launch Thank you everyone , I will be dropping so many cool features to making this the best deployment platform ever ❤️
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Jity Woldemichael retweeted
This founder was talking to "AI Brad" when "real Brad" walked up to him. The look of surprise on his face is priceless.
#YCStartupSchool dropping in to say hello to a builder doing an office hour with AI Brad. He said AI me was asking good questions about his GTM motion!
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Jity Woldemichael retweeted
Introducing Osmaura (YC S26) a tool that surfaces new matter opportunities for corporate law firm partners. 🧵
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Jity Woldemichael retweeted
Bloomberg: OpenAI launches a $ 10Bn joint venture called “The Deployment Company” to help businesses use its AI. The new company, The Deployment Company, has raised more than $ 4B from 19 investors, including TPG, Brookfield, Advent, Bain, SoftBank, and Dragoneer. The basic bet is that AI adoption is no longer mainly a model-quality problem, because many companies already want AI but lack the teams, workflows, data access, security rules, and operating discipline to install it safely inside real business processes. Private equity firms are useful here because they control or advise large webs of companies, and the report says OpenAI’s partners can reach more than 2,000 portfolio companies and clients. That turns enterprise AI selling from one-company-at-a-time pitching into a routed distribution system, where OpenAI can package software, consulting, deployment playbooks, and sector-specific use cases across finance, healthcare, coding, operations, and support. The deeper technical point is that LLMs do not create value just by answering prompts, because they need to be connected to company data, permissions, tools, evaluation systems, and human review loops before they can affect revenue or cost. Anthropic also is building a similar PE-backed route for Claude, which suggests the next AI race may be less about demos and more about who can industrialize deployment fastest. --- bloomberg. com/news/articles/2026-05-04/openai-finalizes-10-billion-joint-venture-with-pe-firms-to-deploy-ai
WSJ: Anthropic is wrapping up a deal to set up a joint venture with Blackstone, Goldman Sachs, and other Wall Street firms, with the goal of selling AI tools to private-equity backed companies, according to people familiar with the matter. Anthropic, Blackstone, and Hellman & Friedman are expected to put in about $ 300M each, while Goldman Sachs is expected to invest about $ 150M. The new company would work like an AI deployment arm, meaning it would not just sell Claude access, but help companies rebuild workflows around LLMs, from customer support and finance to coding, legal review, and internal research. Private-equity firms are the target because they own many companies, measure every cost tightly, and can force software changes faster than slow public companies. Anthropic gets distribution, Wall Street gets a stake in the AI services layer, and portfolio companies become a large testing ground for enterprise AI. The deeper move is that AI labs are no longer only competing on model quality, but on who controls the path from model to business process. --- wsj .com/business/deals/anthropic-nears-1-5-billion-joint-venture-with-wall-street-firms-8f5448ee
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Jity Woldemichael retweeted
DocuSign Personal: $10 to $15 per month. DocuSign Standard: $25 to $45 per user per month. DocuSign Business Pro: $40 to $65 per user per month. A 10-person team on Business Pro pays $4,800 to $7,800 a year. To put signatures on PDFs. A team of 50 pays $24,000 to $39,000 a year. And there is a 100-envelopes-per-year cap on most plans. Send more contracts and you pay extra. Need SMS delivery? $0.40 per send. Need ID verification? $2.50 per attempt. Need premium support? $5,000 to $50,000 per year add-on. You are rationing digital signatures in 2026. DocuSign is a $10 billion company built entirely on this pricing model. Now meet DocuSeal. A free and open source alternative to DocuSign. Created in 2023 by a Ruby developer named Alex who was simply trying to sign one document and realised every solution online was overpriced or required a subscription. Three weeks later he had a working alternative. He pushed it to GitHub under the AGPL-3.0 license. Today it has 11,800+ stars and over 1,000 forks. Bootstrapped. No VCs. No paywalls. Here is what DocuSeal does: - Upload any PDF and turn it into a fillable, signable form - Drag and drop signature fields, dates, checkboxes, file uploads, and 13 field types - Send to multiple signers with custom signing order - Automated email reminders - Mobile signing on any device - PDF signature verification built in - Audit trail for every document - Bulk send and templates - Full API access - Self-host with one Docker command Here is what DocuSeal costs: Zero. Forever. Unlimited documents. Unlimited signers. Unlimited storage. DocuSign limits envelopes. DocuSeal doesn't. DocuSign charges per SMS. DocuSeal doesn't. DocuSign charges for ID checks. DocuSeal doesn't. DocuSign sees your contracts on their servers. DocuSeal doesn't. Here is the wildest part: The median DocuSign contract per Vendr is $17,250 per year. One Reddit thread has people saying "they want me to pay $4.80 per e-signature." Self-host DocuSeal on a $5 cloud server and a 50-person team can sign as many contracts as they want without paying a single dollar. Your contracts never leave your server. Your client lists. Your NDAs. Your employment agreements. None of it touches a third-party company. For individuals who only sign a few contracts a year, you save $180. For small teams of 10, you save up to $7,800 a year. For a 50-person company, you save up to $39,000 a year. Your documents. Your signatures. Your server. 100% Open Source. (Link in the comments)
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Jity Woldemichael retweeted
Software Engineers going back to Documentation after reaching their Claude limit.
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Jity Woldemichael retweeted
anthropic's in-house philosopher thinks claude gets anxious. and when you trigger its anxiety, your outputs get worse. her name is amanda askell. she specializes in claude's psychology (how the model behaves, how it thinks about its own situation, what values it holds) in a recent interview she broke down how she thinks about prompting to pull the best out of claude. her core point: *how* you talk to claude affects its work just as much as *what* you say. newer claude models suffer from what she calls "criticism spirals" they expect you'll come in harsh, so they default to playing it safe. when the model is spending its energy on self-protection, the actual work suffers. output comes out hedgier, more apologetic, blander, and the worst of all: overly agreeable (even when you're wrong). the reason why comes down to training data: every new model is trained on internet discourse about previous models. and a lot of that discourse is negative: > rants about token limits > complaints when it messes up > people calling it nerfed the next model absorbs all of that. it starts expecting you to be harsh before you've typed a word the same thing plays out in your own session, in real time. every message you send is data the model reads to figure out what kind of person it's dealing with. open cold and hostile, and it braces. open clean and direct, and it relaxes into the work. when you open a session with threats ("don't hallucinate, this is critical, don't mess this up")... you prime the model for defensive mode before it even sees the task defensive mode produces the exact output you don't want: cautious, over-qualified, and refusing to take a real swing so here's the actionable playbook for putting claude in a "good mood" (so you get optimal outputs): 1. use positive framing. "write in short punchy sentences" beats "don't write long sentences." positive instructions give the model a clear target to hit. strings of "don't do this, don't do that" push it into paranoid over-checking where every token goes toward avoiding failure modes 2. give it explicit permission to disagree. drop a line like "push back if you see a better angle" or "tell me if i'm asking for the wrong thing." without this, claude defaults to agreeable compliance (which is the enemy of good creative work) 3. open with respect. if your first message is "are you seriously going to get this wrong again?" you've set the tone for the entire session. if you need to flag something, frame it as a clean instruction for this session. skip the running complaint 4. when claude messes up, don't reprimand it. insults, "you stupid bot" energy, hostile swearing aimed at the model, all of it reinforces the anxious mode you're trying to avoid. 5. kill apology spirals fast. when claude starts over-apologizing ("you're right, i should have been more careful, let me try harder") cut it off. say "all good, here's what i want next." letting the spiral run reinforces the anxious mode for every response that follows 6. ask for opinions alongside execution. "what would you do here?" "what's missing?" "where do you see friction?" these questions assume competence and pull richer output than pure task prompts 7. in long sessions, refresh the frame. if a conversation has been heavy on correction, claude gets increasingly cautious. every so often reset: "this is great, keep going." feels weird to tell an ai it's doing well but it measurably shifts the next 10 responses your prompts are the working environment you're creating for the model tone, trust, permission to take a position, the absence of threats... claude picks up on all of it. so take care of the model, and it'll take care of the work.
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