Pylon is the all-in-one B2B post-sales platform powered by conversational data and layered intelligence, helping companies run support and customer success in real time.
We’re backed by a16z, BCV, General Catalyst, and Y Combinator.
More than 1,300 companies including Linear, Cognition (makers of Devin), Modal Labs, and Incident.io run their support and customer success workflows on Pylon. We’re also featured on the Enterprise Tech 30 List.
Our product spans a large and complex problem space, which means there is real ownership, real responsibility, and a lot to build.
We don’t believe scale should mean worse customer experience.We believe that by using our own tools and creating seamless, efficient internal processes, we can give our smaller customers the help and resources they need to be successful, without forcing them into a weekly call they didn't ask for.
As a Scaled CSM, you'll be responsible for making this work at scale. We're looking for someone who takes learnings from hands on work and turns it into repeatable, scalable processes.
What you'll do
Join our scaled CS Team: Work alongside our Scaled CS team to manage a high-volume portfolio while ensuring every customer, regardless of size, receives a high-quality and responsive experience through Pylon.
Manage the Customer Lifecycle: Host calls and manage inbound communication across Slack, email, and Pylon. Own the full lifecycle for your book of business, from post-onboarding stabilization through renewal.
Execute and Refine the Playbook: Run established success motions and turn real customer interactions into improvements to our playbooks. As we scale the team, you will help define what “great” looks like.
Proactive Health Management: Monitor product usage and customer signals to identify churn risks and expansion opportunities. You are accountable for keeping the scaled segment healthy and identifying which accounts are ready for deeper partnership.
Collaborate on Infrastructure: Partner closely with the Customer Success team, Product, and Engineering to design the tooling and automated workflows required to support 1,000+ customers effectively.
Product Advocacy: Use Pylon every day for your own workflows. Your hands-on usage will directly influence feature prioritization and how we shape the future of post-sales software.
Location: Based in San Francisco or willing to relocate, with enthusiasm for working in person.
Customer Communication: Comfortable interacting with customers daily over chat and video.
Analytical Thinking: Able to deeply understand customer use cases and recommend thoughtful, strategic solutions.
Operational Discipline: Highly organized, process-oriented, and capable of managing a high-volume workload.
Product Curiosity: Interested in exploring product nuances and designing more efficient workflows.
Bonus: Experience building or analyzing dashboards in modern analytics tools.
🏥 Fully covered medical, dental, and vision insurance for employees
🏦 401(k) retirement plan
🚆 Commuter benefits
🌱 Parental leave
🏝️ 14 company holidays + unlimited PTO
🗺️ Annual offsite
🍽 Lunch, dinner, and snacks at the office
🏋️ Fitness stipend
More about Pylon
Funding: Series B led by a16z and BCV ($51M total raised)
Founders: Advith Chelikani, Robert Eng, and Marty Kausas
Team: Currently 90 and growing!
Top Skills
What We Do
Pylon is the modern alternative to Zendesk, optimized for B2B. We bring together everything a post-sales teams team needs including a ticketing system, B2B omnichannel integrations (Slack Connect, Microsoft Teams), modern chat widget, knowledge base, AI support bot, account management, customer marketing, and more.
