What we do
Pylon is an AI-powered customer support platform that helps support and customer success teams operate more efficiently and handle customer interactions at scale. The company serves B2B customers and provides infrastructure for managing support workflows, LLM observability, and customer success operations.
Careers at Pylon
Pylon has 14 open roles listed here, each read from its own careers site. The newest was posted Sep 11, 2026.
Open positions
Product Designer
Pylon
Full-time · San Francisco, CA · $170,000 – $240,000
Pylon is hiring a Product Designer to collaborate with cofounders and engineers on their AI-powered B2B support platform, shipping high-fidelity designs and validating them with data. This role suits someone who works quickly, thinks across user flows, and enjoys shaping product direction alongside a small team of founders and designers.
Listed on Pylon’s careers site · Apply there ↗
Head of Customer Success
Pylon
San Francisco, CA · $250,000 – $300,000
Lead and scale a 15+ person customer success organization at an AI-native SaaS platform with strong fundamentals (159% NRR, expansion goals). You'll own revenue metrics, drive adoption of agentic support across 1,600+ customers, develop managers, and build your public presence as a thought leader in how AI transforms customer success.
Listed on Pylon’s careers site · Apply there ↗
Software Engineer, Intern
Pylon
Internship · San Francisco, CA
Pylon is seeking a software engineering intern to build AI-powered features for their B2B customer support platform, working alongside senior engineers from top companies and shipping real product quickly. This role suits someone graduating in 2026-2028 who wants hands-on full-stack experience in a fast-paced startup environment.
Listed on Pylon’s careers site · Apply there ↗
Software Engineer, AI
Pylon
Full-time · San Francisco, CA · $180,000 – $280,000
Pylon is hiring a full-stack software engineer to build features that help customer support and success teams use AI more effectively, with a focus on LLM observability, prompt execution, and search infrastructure. This role suits engineers with 3+ years of product experience who thrive in early-stage startup environments, move fast, and want hands-on ownership of projects from conception through delivery.
Listed on Pylon’s careers site · Apply there ↗
Software Engineer, New Grad
Pylon
Full-time · San Francisco, CA · $150,000 – $180,000
Pylon is hiring new graduates to build features for their AI-powered customer support platform, working full-stack on products that help support and customer success teams operate more efficiently. This role suits recent computer science graduates who want to ship fast in a collaborative startup environment with strong technical mentorship.
Listed on Pylon’s careers site · Apply there ↗
Software Engineer, Security
Pylon
Full-time · San Francisco, CA · $180,000 – $280,000
Pylon is hiring a software engineer to own application and infrastructure security across their AI-powered customer support platform. This role suits someone with production security experience who enjoys hands-on engineering work, from threat modeling and code review to building developer tools and incident response.
Listed on Pylon’s careers site · Apply there ↗
Software Engineer, Infrastructure
Pylon
Full-time · San Francisco, CA · $180,000 – $280,000
Pylon seeks an infrastructure engineer to design and operate their cloud systems end-to-end, focusing on observability, scaling, and developer velocity for an AI-native support platform. This suits someone with backend infrastructure experience who enjoys solving reliability and performance problems at a fast-growing startup.
Listed on Pylon’s careers site · Apply there ↗
Software Engineer, Product
Pylon
Full-time · San Francisco, CA · $180,000 – $280,000
Pylon seeks a full-stack software engineer to build AI-powered features for their B2B customer support platform, working end-to-end with autonomy and shipping quickly. This role suits experienced engineers who thrive in startup environments, have strong product instincts, and want to leverage AI to solve real customer problems.
Listed on Pylon’s careers site · Apply there ↗
Head of Support
Pylon
Full-time · San Francisco, CA · $220,000 – $280,000
Lead Pylon's global support organization across North America and Europe, building and scaling a technical B2B support team that embraces AI-native workflows. This role combines strategic leadership—defining how AI transforms support operations—with hands-on involvement in customer issues and product feedback loops, suited for someone who has scaled technical support teams at infrastructure or developer-tools companies and wants to shape the future of AI-assisted customer support.
Listed on Pylon’s careers site · Apply there ↗
Head of Solutions
Pylon
San Francisco, CA
Pylon is seeking its first dedicated leader to build and scale a Solutions function that manages the entire customer technical journey from pre-sales through implementation and success. This is a hands-on role for someone who thrives building systems and teams from the ground up while still personally leading complex customer engagements.
Listed on Pylon’s careers site · Apply there ↗
Roles Pylon is hiring for
Where Pylon is hiring
Skills Pylon asks for
Named in the postings we have read; a skill on a role we have not parsed yet is not counted.
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