New York, New York, United States · On-site
$250k–$300k/yr
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 o…
Skills: Sales Management, SaaS Sales, Pipeline Management, Sales Coaching, Mid-market Sales
San Francisco, California, United States · On-site
$180k–$250k/yr
At Pylon, we're building the future of B2B Post Sales. 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…
Skills: Cloud Infrastructure, Backend Engineering, CI/CD Pipelines, Monitoring, Alerting
San Francisco, California, United States · On-site
$180k–$250k/yr
At Pylon, we're building the future of B2B Post Sales. 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…
Skills: Full-stack Development, AI Integration, Product Sense, Project Management, React
San Francisco, California, United States · On-site
$180k–$250k/yr
At Pylon, we're building the future of B2B Post Sales. 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…
Skills: Full-stack Development, AI Integration, Prompt Engineering, LLM Observability, React
San Francisco, California, United States · On-site
About Pylon America’s $13T mortgage market is one of the most important financial systems in the world. It underwrites the middle class and is the mechanism through which millions of families build wealth. But while ever…
Skills: Full-cycle Recruiting, Technical Sourcing, Talent Strategy, Employer Branding, Onboarding
San Francisco, California, United States · On-site
At Pylon, we're building the future of B2B Post Sales. 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…
Skills: React, Golang, GraphQL, AWS, Full-stack Development
San Francisco, California, United States · On-site
$150k–$180k/yr
At Pylon, we're building the future of B2B Post Sales. 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…
Skills: Full-stack development, React, Golang, GraphQL, AWS
San Francisco, California, United States · On-site
$180k–$250k/yr
At Pylon, we're building the future of B2B Post Sales. 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…
Skills: Application Security, Threat Modeling, Secure Design Reviews, Code Review, Vulnerability Management
San Francisco, California, United States · On-site
$180k–$240k/yr
About Pylon Pylon is building the future of B2B customer support. We believe support should be a strategic advantage: deeply technical, tightly connected to the product, and increasingly powered by AI. Because support is…
Skills: Technical Support Leadership, Scaling Support Organizations, AI Implementation, Knowledge Management, Incident Response
United Kingdom · On-site
$75k–$90k/yr
At Pylon, we're building the future of B2B Post Sales. Pylon is the all-in-one B2B post-sales platform powered by conversational data and layered intelligence, helping companies run support and customer success in real t…
Skills: Customer Onboarding, Customer Success Management, Product Feedback, Webinar Hosting, Content Creation
San Francisco, California, United States · Hybrid
About Pylon America’s $13T mortgage market is one of the most important financial systems in the world. It underwrites the middle class and is the mechanism through which millions of families build wealth. But while ever…
Skills: Content Strategy, Growth Hacking, Social Media Distribution, Community Building, AI Content Systems
Sign up with Clera and we'll reach out the moment a role actually fits you — no more spraying applications into the void.
Manage and coach a team of 6-10 Account Executives focused on acquiring new logos in the commercial and mid-market segments. Develop and scale a repeatable sales playbook while partnering with the BDR team to drive pipeline generation and execution.
Requires at least 2 years of experience managing SaaS Account Executives with a track record of selling $10k-$100k+ ARR deals. Candidates must have strong operational rigor and experience scaling teams in competitive, AI-driven, or technical markets.
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.
Series B, $51M raised
Backed by a16z, BCV, General Catalyst, Y Combinator
Offices in San Francisco and New York City
Pylon is looking for a Sales Manager to own our net-new business motion: managing a team of 6-10 Account Executives selling into commercial and mid-market segmentations, generating pipeline alongside a dedicated BDR team running in and outbound, and building the playbook for how we win bigger, more complex deals.
You'd join as only the second sales manager in the org, reporting directly to our Head of Sales. With a strong AE bench and proven product-market fit already in place, this role has real latitude to define how we sell upmarket rather than inherit someone else's playbook.
Manage and coach a team of 6-10 Account Executives focused exclusively on net new business — no renewals, no expansion, just new logos.
Own the commercial and mid-market motion: your team sells into growing, higher-velocity accounts where deal size and complexity are stepping up, and the muscle we build now sets the standard for how Pylon sells at this level.
Generate pipeline alongside your team. You'll have a team of BDRs running in and outbound to fuel the funnel, but we expect you and your AEs to be builders who create their own opportunities too, not just closers waiting on leads.
Drive consistent execution across inbound and outbound motions, and partner with the BDR org on targeting, handoff quality, and lead flow.
Help build, document, and scale our commercial and mid-market sales playbook. We have a foundation that works; we need someone who can turn it into a repeatable system as deal size and complexity go up.
Lead deal reviews, pipeline inspection, and forecasting. You'll know the state of every meaningful deal in your pipeline at all times.
Recruit and hire AEs as the team grows. You're building the bench, not just managing the one you inherit.
Partner closely with our Head of Sales to shape segmentation, quotas, and process for the commercial and mid-market segment.
2+ years managing SaaS AEs, required.
Experience scaling a team beyond the "early reps" phase and selling into commercial or mid-market accounts.
Strong coaching instincts and operational rigor — you can look at a deal or a rep's pipeline and know exactly what needs to change.
Experience managing teams selling $10k-$100k+ ARR deals.
Experience in competitive, incumbent-heavy markets.
Familiarity with AI-driven or technical products.
Comfortable operating in ambiguity and building processes from scratch; we're not looking for someone who needs a fully paved road.
Track record of hitting team quota through disciplined pipeline management, not just individual heroics.
🏥 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
A modern, powerful support system built for B2B.
Pylon is the modern alternative to Zendesk, optimized for B2B. We bring together everything a post-sales team needs including a ticketing system, B2B omnichannel integrations (Slack Connect, Microsoft Teams), modern chat widget, AI knowledge base, AI agents, account intelligence, customer marketing, and more.
Offices: San Francisco, US · 144 Townsend St, San Francisco, California 94107, US
A modern, powerful support system built for B2B.
Pylon is the modern alternative to Zendesk, optimized for B2B. We bring together everything a post-sales team needs including a ticketing system, B2B omnichannel integrations (Slack Connect, Microsoft Teams), modern chat widget, AI knowledge base, AI agents, account intelligence, customer marketing, and more.
Offices: San Francisco, US · 144 Townsend St, San Francisco, California 94107, US
