Shivam Singh

Hey, I’m Shivam. Right now I build things at LittlebirdLittlebird@LittlebirdAIAn AI assistant that remembers your work across meetings, messages, docs and apps.$11M seed · March 2026littlebird.aiView on XView on LinkedIn, where I joined as hire #4 in the company. It’s been 1.75 years here. I lead the client apps, mostly desktop and web, on a codebase we share with mobile. I helped grow the app from its first users to [redacted] I take NDAs seriously. The numbers stay in-house. The engineering is what I can share. daily active users, and somewhere along the way I became the guy who knows the flows and gotchas across every layer and most teams. These days I’m deep in applied AI and product engineering.

Before LittlebirdLittlebird@LittlebirdAIAn AI assistant that remembers your work across meetings, messages, docs and apps.$11M seed · March 2026littlebird.aiView on XView on LinkedIn I spent almost two years as employee #1 at MiddlewareHQMiddlewareHQmiddlewarehq.comEngineering analytics that help teams spot delivery bottlenecks and improve how they ship.middlewarehq.comView on XView on LinkedIn, a B2B engineering analytics company. I owned the web client and the Jira integration. At some point I came up with a hack that ran our whole web app inside Atlassian Jira as a plugin. When it launched, it brought in more than half of the company’s MRR at its peak. The company went from zero to more than 30 enterprise clients while I was there. I worked very hard and learned a lot. I left with good friends, founders I still meet every few months, and a sneaker habit I never planned for.

Before that came RequestlyRequestlyYC W22Open source tools to intercept, mock and debug HTTP requests and test APIs.Acquired by BrowserStack · May 2025requestly.comView on XView on LinkedIn (YC W22), since acquired by BrowserStackBrowserStackbrowserstack.comA cloud platform for testing websites and mobile apps across browsers and real devices.$200M Series B · June 2021browserstack.comView on XView on LinkedIn. I interned there for six months and found out I’m more than a Python backend dev. They offered to make me employee #1. I turned it down for a stealth meeting notes startup. Not some bold master plan, just circumstances at the time. For a while I quietly filed it under mistakes.

That startup was SynthSynthYC S21 · now InferThe bot free meeting notes product I helped build. The company now operates as Infer, building AI for insurance agencies.infer.soView on LinkedIn (YC S21), where I had my first full time job as a founding engineer. In 2022, before ChatGPT was a thing, we built meeting notes that worked without a bot joining the call. Think Granola, except earlier. And honestly, our transcription, audio, and notes were better. The product never made it out of stealth, so after a year I moved to MiddlewareHQ. You already read how that went. Looking back, the mistake turned out to be one of my best decisions. It taught me how to work on my own with vague, undefined problems. Steve Jobs was right, the dots only connect when you look backwards.

The panel below has the rest of the stack trace.