Lead SWE | ON SITE TORONTO MUST BE ON SITE. REMOTE WILL BE IGNORED | $130,000 – $210,000 CAD | FOUNDER-LEVEL EQUITY | Founder with 3x successful exits| We are building enterprise-grade, white-label reporting infrastructure for municipal governments across North America. Full technical decisions

Multi-tenant cloud architecture supporting Canadian data residency requirements Compliance framework buildout: SOC 2, PIPEDA, MFIPPA, security standards relevant to Canadian municipal procurement

Technical hiring as team grows

5+ years in cloud infrastructure or backend engineering with direct exposure to multi-tenant architecture, data residency, and uptime SLA commitments

Shipped production systems where a bug has legal or compliance consequences

Hands-on with SOC 2, ISO 27001, HIPAA, PIPEDA, or equivalent regulated environments

Can review and challenge AI-generated code and architectural decisions. Not threatened by AI tooling, not blindly trusting it

Can represent the technical platform for government IT evaluators

Comfortable inheriting existing TypeScript / Node.js / PostgreSQL codebase

Located in Toronto or willing to relocate

ben [at] civtiq [dot] com

Monumint (YC W24) | https://monumint.com | Full Stack Engineers | SF In-Person | Full Time | $125k–$225k • 0.50%–1.50% Tech stack: TypeScript | Node | React/Next.js | Postgres | Docker | K8s | LLMs

We’re building the Voice AI infrastructure layer for financial services. Banks and fintechs use Monumint agent to automate loan origination, account opening, servicing and customer engagement.

You’ll work on:

1. Driving down voice latency to human-conversation levels while scaling to thousands of concurrent calls

2. Deploying agents that run durable workflows across days or weeks, maintaining state across calls, tools, documents, and human handoffs

3. Making AI agents reliable and observable in a financial workflows: tool calling, evals, guardrails, and deterministic fallbacks

We’re early, you’ll have a huge impact. Email me (my name at the URL) or apply here: https://www.workatastartup.com/companies/monumint

Location: Córdoba, Argentina Remote: Yes, remote only Willing to relocate: No Technologies: TypeScript, React, Next.js, Node, GraphQL with Apollo, Playwright, SQLite, Postgres, LLM agents, MCP servers, RAG, promptfoo evals, OpenTelemetry Résumé/CV: https://portfolio-aguirre-alexis.vercel.app GitHub: https://github.com/ale-aguirre Email: aguirrealexis.cba@gmail.com

Full-stack dev, 5+ years, last year spent building LLM products rather than demos.

I have a document comparison SaaS running in production at an Argentine auto parts manufacturer, 72 employees, in a domain audited against IATF 16949 and ISO 9001. Two people there use it for their actual work. The interesting part is not the LLM call, it is the semantic reclassification I run after it, because the model kept flagging paraphrases as real differences.

I also run an autonomous job search agent on my own search. The useful thing it taught me was that my own verifier was lying. It counted a URL redirect as a successful application, and one integration had been failing at zero percent for months while the aggregate sat at seventy eight.

A job posting with hidden instructions once got that same agent to write ten years of Kubernetes into my CV. The system prompt did not stop it, a deterministic validator did. I published that as intent-gate on npm.

Yesterday I shipped a PR and two issues to an open source AI SDLC project, one of them about an agent being able to write the field that marks its own check as platform verified.

Open to full-time or contract.

Astronomer | https://astronomer.io | NYC preferably, open to remote | Full-time

Hiring for ~10 eng roles listed at astronomer.io/careers, but the focus is specifically on distributed systems, observability, and applied AI.

Astronomer is a primary contributor to Apache Airflow and offers our customers a managed Airflow service with a similar business model as Databricks with Spark or Confluent with Kafka. Our tech stack is primarily Go, Python, and TypeScript. The problems we work on generally center around (1) building out our commercial managed Airflow offering, (2) building a data + infra observability stack on top of Airflow, and (3) building AI products and experiences that are genuinely load-bearing and additive to our customers experience on the platform.

We're also starting to write more about the work we're doing, this is pretty representative: https://www.astronomer.io/blog/astro-airflow-re-engineered-f...

Apply using our website or email me - my email is [firstname]@astronomer.io. Include HN in the subject to make sure I don't miss it! If you're emailing me, please include your resume, GitHub and a short note on what you deem to be the most interesting thing you've worked on.

Shepherd (Series B) | ONSITE | San Francisco, CA

At Shepherd, we're pursuing the most ambitious technical vision in commercial insurance: fully autonomous underwriting. Shepherd is an AI-native commercial insurance platform transforming how high-hazard industries get covered.

The infrastructure behind the AI boom (data centers, semiconductor fabs, renewable energy assets) has to be built and insured, but traditional carriers weren't built for this speed. We built Shepherd to solve that.

We announced our $42M Series B earlier this year! That brings our total funding to over $60M — led by Intact Private Capital, the investment arm of one of the largest insurers in the world. Intact is not only our lead investor but also a carrier partner, a testament to the confidence the incumbent industry has in what we're building.

We’re looking for product-minded, high ownership engineers to join our team! The Engineering team is HQ’d in SF, but we’re growing in NYC now too!

We’re hiring for 4 Senior SWEs, 1 MLE and 1 AI PM in SF, and 2 Staff SWEs in NYC. Engineers own projects end-to-end so full stack ability is expected.

Check out our open roles here: https://shepherdinsurance.com/careers

Our stack includes: Typescript, React, Next.js, GraphQL w/ Apollo, Node.js, Postgres & Redis

– If you have experience building AI agents or multi-step reasoning systems, we’d love to hear from you.

* In the form, be sure to mention that you heard about this opportunity via Hacker News.

If you want to read more about our team and culture, check out our blog: https://shepherdinsurance.com/blog

Snout https://snout.com/ | Multiple Engineering + Product Roles | Remote US or Ontario, Canada | Full Time

Join us at Snout on our mission to ensure no one ever has to make a health decision for their pet based on the cash in their bank account. Snout plans pay for 100% of routine veterinary care, unlimited visits, and additional member benefits - think pet insurance, that you will actually use every year.

We're growing the team and hiring across the board. Open roles:

Full-Stack Software Engineer - Build and ship every day across our web apps, payments, and data systems, from database to UI.

Across all roles we're looking for at least three years of relevant experience, and we're hiring senior and staff level engineers as well.

Our tech stack includes Node.js, React, PostgreSQL, AWS, Tailwind, and Python. We use both JavaScript and TypeScript heavily. Our team uses LLM-based tooling day to day, but we're fundamentally a human-centric team, and our product itself does not heavily feature AI components.

Apply at https://jobs.gem.com/snoutd

Open Education Applications / Neon | Senior/Lead Platform & DevOps Engineer, Senior Frontend Engineer, Senior Full-Stack Engineer | Utrecht, The Netherlands | HYBRID | DUTCH REQUIRED

Please note: working proficiency in Dutch is strictly required for these roles, and we kindly ask for no automated applications. The rest of this post will continue in Dutch.

Wij zijn een non-profit die zich inzet om lesmateriaal voor scholen beter, betaalbaarder en flexibeler te maken, in zowel digitale als gedrukte vorm.

Werktijden en kantoordagen zijn flexibel en worden in overleg bepaald op basis van de rol. Wij bieden een competitief salaris.

Technologiestack: Git monorepo, TypeScript, Yjs en React, een beetje Python, OpenTofu/Terraform, Scaleway, managed PostgreSQL en managed Kubernetes.

Openstaande rollen:

- Senior/Lead Platform & DevOps Engineer

- Senior Backend Engineer/Architect

- Senior Frontend Engineer

- Senior Full-Stack Engineer

E-mail jobs[at]openeducation.foundation met (HN) + de functienaam in het onderwerp, samen met een korte introductie en een link naar je LinkedIn-profiel en/of GitHub. Als er van beide kanten een goede match lijkt te zijn, plan ik graag een kennismakingsgesprek in.

https://openeducation.foundation | https://www.neon.nl