Jobs at Pylon (usepylon.com)

Design product experiences for a B2B agentic support platform, collaborating closely with founders, product, and engineering. Responsibilities include understanding customer problems, shaping user flows, creating high-fidelity UI/UX designs, rapidly handing designs to engineering, building the design system, facilitating decisions, and validating design choices with analytics.

Lead Pylon’s global Customer Success organization, owning NRR, GRR, churn, expansion, renewals, and post-sales revenue. Scale a 15+ person team across San Francisco, New York, and London by developing managers, optimizing segmentation, capacity, and sales-to-CS processes. Drive customer adoption and migration to agentic support and usage-based billing, lead internal product adoption, and represent Pylon in the broader Customer Success community.

Build and lead the Solutions function owning the end-to-end technical customer journey: define operating model, playbooks, and tooling; personally lead strategic deployments, implementations, and escalations; recruit and coach Solutions/Implementation/Forward Deployed engineers; and partner cross-functionally to improve deployments, integrations, and customer outcomes.

Join Pylon as the first Product Manager to manage a product area, drive business outcomes, and collaborate cross-functionally to deliver solutions.

Lead the people function at Pylon, overseeing people ops, HR, recruiting, and company culture. Drive strategic vision and scalability as the team grows.

Build and ship AI-driven features for post-sales workflows; prototype quickly; develop platforms for prompt execution, search infrastructure, and LLM observability; create AI evals and scorers; own projects end-to-end and collaborate with PMs, designers, and engineers.

Design and implement full‑stack product features for Pylon’s B2B post‑sales platform, prototype and ship quickly, leverage AI in workflows, own projects end‑to‑end, and collaborate with PMs, designers, and engineers to improve customer support and success operations.

Build full‑stack product features for post‑sales workflows using AI; prototype, iterate, and ship quickly; own projects end‑to‑end; collaborate with PMs, designers, and senior engineers; work in‑person in San Francisco and contribute to a high‑growth startup environment.

Design, maintain, and scale core cloud infrastructure; build monitoring, observability, CI/CD pipelines, and internal tooling; prevent and troubleshoot incidents; optimize performance; and develop AI-first, agent-driven workflows to improve developer velocity and production reliability.

Summer 2027 software engineering internship building full‑stack features and AI‑enabled prototypes for Pylon's B2B post‑sales platform. Work end‑to‑end with PMs, designers, and engineers, iterate quickly, and ship production features.

Lead and scale Pylon's global technical B2B support organization across US and EMEA, standing up a New York team. Define how AI transforms support, own operational metrics and escalation processes, build knowledge management, QA, incident response, and capacity planning systems, grow managers and career paths, dogfood product workflows, and evaluate support-led revenue opportunities.

The Product Support Engineer will engage with customers, create knowledge base content, provide feedback on the product, and support process development.