Pylon is the only agentic support platform, purpose-built for B2B companies. For leaders scaling AI-native support teams, Pylon lets humans and agents collaborate on customer work – investigating, resolving, and acting on every signal across every channel that matters.

Unlike platforms built before the AI era, Pylon enriches every interaction with deep account-level context, automates the low impact customer work, and surfaces answers before your team even has to ask. The result: faster responses, happier customers, and a system that continuously improves itself.

We're backed by a16z, BCV, General Catalyst, and Y Combinator. More than 1,500 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.

What You’ll Do 📌

• First, build the process. We expect you to build process given this is the first SDR leadership role we have. We believe great managers should be great SDRs themselves.

• Pipeline Building: Purely outbound. You will book meetings for all of our AEs, no 1:1 pairing for now.

• Prospecting: Research target accounts and create account lists that you will outbound (150-1000 employees).

• Qualify Leads: You won’t be qualifying leads over calls or running discovery. We expect you to outbound to companies that are a fit. No BANT over here.

• Book Meetings: It’s not super vital how you book meetings. LinkedIn, Cold-calling, email, smoke signal, doesn’t matter. We do expect a well rounded individual that has the ability to book across multiple channels.

• Collaboration: You will work with the AE team on messaging, feedback, etc. but this is not a hand holding position. You will also work with our founder who leads all GTM.

• Build from Scratch: We have basic playbooks, messaging, and sequences that work. But we want you to build what you know works or develop new strategies. The world is literally yours: SFDC is clean and open (no torched accounts), companies are fed up with the status quo, and customers love us.

Who You Are 💼

• 1+ years as an SDR manager selling SaaS; required.

• Past quota hitter. Your motivation should not just be to hit your number but also crush it.

• You’re agile. This attribute isn’t required to book a meeting but it is required to keep someone on the phone. If you can think on your feet and have the right responses (not just phone) at the right time, we want you.

• You’re fast. You don’t need to be a Pylon expert overnight but we are looking for someone who can understand the problem we are solving quickly.

• Experienced with a sales stack (SFDC, Amplemarket (or any other engagement tool), etc.)

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

Traction: Have 1300+ customers and growing fast

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

Founders: Advith Chelikani, Robert Eng, and Marty Kausas

Team: Currently 110 and growing!