Founding Technical Recruiter
Role summary
Pylon, a Series B AI-native B2B company, is seeking a Founding Technical Recruiter to build and scale its technical and engineering teams. This fully in-person role in San Francisco reports to the Chief of Staff and is critical for shaping hiring strategy. You will own the full recruiting funnel, develop scalable hiring processes, and leverage data to drive continuous improvement. The ideal candidate has 3+ years of full-cycle recruiting experience in fast-paced, high-growth B2B startups, with proven success in sourcing and hiring technical talent. Experience with Ashby ATS and sourcing tools like LinkedIn Recruiter is required.
Pylon is a Series B, AI-native B2B company building the next generation of customer support.
Legacy platforms like Zendesk and Salesforce Service Cloud were built around tickets. Pylon is built around accounts, real-time collaboration, and AI-driven customer intelligence.
This is a massive market with incumbents that weren’t built for AI-first workflows.
Company
Series B, $51M raised to date
Backed by a16z, BCV, General Catalyst, Y Combinator
100+ employees
Office in San Francisco
The Role
As a founding technical recruiting hire, you'll play a mission-critical role in shaping our hiring strategy and scaling our technical and engineering teams. You'll work directly with founders and leadership to attract and close talent that will drive our growth. This role reports into Pree Senarathne, Chief of Staff at Pylon.
This is a fully in-person role; we do not offer remote or hybrid options.
What you will do
Own the entire technical recruiting funnel from strategy to close with high visibility and direct impact on company growth
Build scalable processes for hiring, onboarding, and retaining engineering talent from the ground up
Think outside the box to engage with and close top talent in competitive markets
Build and continuously improve scalable, high-performing recruiting processes from scratch
Track and analyze recruiting metrics (time-to-fill, offer acceptance rates, pipeline health) to inform hiring strategies and drive continuous improvement
What we are looking for
3+ years of full-cycle recruiting experience at fast-paced, high-growth startups
Proven success for sourcing and hiring across technical roles at B2B startups
Ability to manage multiple searches and projects at once
Attention to detail and excellent communication skills with a passion for delivering great candidate experience
Experience with Ashby ATS and sourcing tools (e.g., Linkedin Recruiter)
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
