IT Specialist

We’re building the all-in-one B2B post-sales support platform powered by conversational data and layered with intelligence to help our customers run their operations in real-time.

We’re backed by a16z, BCV, General Catalyst, Y Combinator.
Currently more than 1000 companies including Linear, Cognition (makers of Devin), Modal Labs, and Incident.io run their support and customer success workflows with Pylon. You'll also find us on the Enterprise Tech 30 List.

We're hiring our first dedicated IT team member. You'll own the systems, tools, and infrastructure that keep our team productive and secure as we scale - building IT processes from the ground up while handling day-to-day operations.

• Device management: Procurement, configuration, deployment, and offboarding of company laptops; MDM administration

• Identity & access: Own onboarding/offboarding workflows, SSO administration, and onboard an IDP

• SaaS administration: Manage and troubleshoot business tools; handle vendor relationships, renewals, and billing issues

• Office infrastructure: WiFi, visitor check-in, A/V, security cameras

• IT support: First point of contact for employee IT issues; document processes and maintain asset inventory

• General operations: Support broader office and operational needs as they arise—this role will flex beyond pure IT as the company scales

• 3+ years in IT operations or systems administration

• Experience with MDM platforms, identity providers, and SaaS administration

• Strong troubleshooting skills; comfortable with ambiguity

• Can work independently and build processes without established playbooks

• Clear communicator with non-technical teammates

• Compliance experience (SOC 2, HIPAA, or similar frameworks)

• Startup or high-growth company experience

• First IT hire - shape how we operate as we scale

• High ownership with direct impact on every team

• Competitive compensation and benefits

🏥 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

Funding: Series B led by a16z and BCV ($51M total raised)

Founders: Advith Chelikani, Robert Eng, and Marty Kausas

Team: Currently 90 and growing!