Team Lead, Software Engineer

OVERVIEW 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 http://Incident.io run their support and customer success workflows with Pylon. You'll also find us on the Enterprise Tech 30 List https://www.enterprisetech30.com/. THE ROLE We're looking for a strong senior engineer who's at a career crossroads; ready to take on more leadership while staying deeply technical. You'll start as a senior IC contributor for 3-6 months, then transition into leading a small team while continuing to write code and ship features. This is the ideal role if you've been thinking about management but want to try it in a supportive environment where you can be coached and grow into the role. If it works, great - you'll have a clear path to Engineering Manager. If not, that's okay too - you'll still be valued as a senior IC. What you'll do: - Own and ship significant features across our stack as a senior IC contributor - Mentor 2-4 engineers and help them grow technically and professionally - Gradually take on team coordination, sprint planning, and project management responsibilities - Work closely with our founding team to learn how we think about engineering leadership - Help us scale our engineering culture as we double our engineering team in 2026 YOU MIGHT BE A FIT IF... - You're 3-5+ years into your career, likely at senior engineer level, and curious about trying management - You have strong engineering fundamentals and ship quality code efficiently - you know your strengths and where you want to grow - You are high EQ and think you can push people to be their best without burning them out - You have strong product sense and aren't afraid to work cross functionally to ship products end-to-end - You're friendly, open to coaching, and not hyper-opinionated - you're here to learn and contribute, not prove you know everything - You dislike meetings but understand that some coordination is necessary when leading a team - You thrive with autonomy but also know when to ask for help or guidance - You're in SF or willing to relocate - we work in-person and you're serious about building a great culture with us Our stack: React, Golang, GraphQL, AWS Your team: Join senior engineers from Samsara, Affinity, Airbnb, and more WHAT MAKES THIS OPPORTUNITY UNIQUE - Try leadership without betting your entire career on it—we'll coach you through it - Even as you grow into leadership, you'll continue writing code and shipping features - Help us scale from Series B to Series C+ while building the leadership skills that will serve you for the rest of your career - Work directly with our technical founders who are invested in developing great engineering leaders OUR PERKS 🏥 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 https://www.linkedin.com/in/advith/, Robert Eng https://www.linkedin.com/in/robert-eng/, and Marty Kausas https://www.linkedin.com/in/martykausas Team: Currently 90+ and growing!