Careers at Pypestream

Build AI that actually does something.

Pypestream is a small team with a large footprint. We deploy AI agents that handle millions of real customer interactions every month for some of the most demanding enterprises in the world. If you want your work to matter from day one, this is where you do it.

~80
Team members
11yrs
In production
Series B
Stage

Why Pypestream

We are not building demos. We are running production AI.

Most AI companies are still in the proof-of-concept phase. Pypestream has been running AI agents in production for over a decade. Our technology handles real customer conversations for insurance carriers, telecom providers, and healthcare organizations where the stakes are high and the tolerance for failure is zero.

That means the problems you solve here are real. When you improve containment rates by 5 points, that is hundreds of thousands of calls deflected. When you reduce average handle time by 30 seconds, that is millions of dollars saved for a customer who depends on us.

We are a small team that punches well above our weight. We do that by hiring people who want ownership, move fast, and care deeply about the quality of their work.

Outcomes over activity

We measure success by what our customers achieve, not by how busy we are. Every decision starts with the question: does this move the needle for the people we serve?

Ownership without ego

Everyone here owns something real. We move fast because we trust each other to make good decisions, and we hold each other accountable without politics getting in the way.

Serious problems, serious craft

We work in industries where the stakes are high -- healthcare, insurance, financial services. We take that seriously. We build things that are reliable, compliant, and built to last.

Compound growth

We hire people who want to grow faster than they would anywhere else. We invest in that growth through mentorship, access to leadership, and the kind of challenges that build careers.

Benefits

We take care of the people who take care of our customers.

Comprehensive health, dental, and vision

Remote-first with flexible hours

Equity in a high-growth company

Unlimited PTO with a real culture of taking it

Learning and development budget

Parental leave for all parents

Open Roles

Current openings

View all on Wellfound

Senior AI/ML Engineer

Senior

Build the inference layer that powers millions of enterprise customer interactions. You will own model evaluation pipelines, latency optimization, and the integration layer between our orchestration engine and frontier LLMs.

Platform EngineeringNew York, NY / RemoteFull-time

Enterprise Account Executive

Senior

Own a territory of Fortune 500 accounts in insurance, telecom, and financial services. You will run complex, multi-stakeholder deals from first meeting through signature and expansion.

SalesNew York, NY / Chicago, ILFull-time

Solutions Engineer

Mid-Senior

Be the technical voice in enterprise sales cycles. You will build custom demos, run proof-of-concept deployments, and translate customer requirements into Pypestream architecture.

Pre-SalesRemote (US)Full-time

Product Manager, Voice AI

Senior

Define the roadmap for Pypestream's voice AI product. You will work directly with customers, engineers, and GTM teams to ship features that improve containment rates and CSAT at scale.

ProductNew York, NYFull-time

Customer Success Manager

Mid

Own the post-sale relationship for a portfolio of enterprise accounts. You will drive adoption, surface expansion opportunities, and ensure customers hit their AI ROI targets.

Customer SuccessRemote (US)Full-time

Full-Stack Engineer

Mid-Senior

Build the platform that enterprise teams use to design, deploy, and monitor AI agents. You will work across the full stack with React, TypeScript, Node.js, and our tRPC API layer.

Platform EngineeringRemote (US / EU)Full-time

Don't see the right role? We hire for talent ahead of headcount.

See all open roles on Wellfound

Join the team

Ready to do the best work of your career?

We are building something that matters in industries that cannot afford to fail. If that sounds like the kind of work you want to do, we want to hear from you.