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.
CompanySeries B, $51M raised
Backed by a16z, BCV, General Catalyst, Y Combinator
100+ employees
Office in San Francisco and NYC, option to join either office
As our first recruiting hire, you'll play a mission-critical role in shaping our hiring strategy and scaling our go-to-market organization. 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.
What you will doOwn the entire recruiting funnel from strategy to close for all GTM roles with high visibility and direct impact on company growth.
Build strong top-of-funnel pipelines through creative sourcing, referrals, and outbound strategies
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
3+ years of full-cycle recruiting experience at fast-paced, high-growth startups
Proven success for sourcing and hiring GTM and business roles
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)
🏥 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
Skills Required
- 3+ years of full-cycle recruiting experience at fast-paced, high-growth startups
- Proven success sourcing and hiring GTM and business roles
- Ability to manage multiple searches and projects simultaneously
- Attention to detail and excellent communication with strong candidate experience focus
- Experience with Ashby ATS and sourcing tools (e.g., LinkedIn Recruiter)
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.
