About the role
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.
The Role
Be Pylon's founding enterprise AE, building and owning our enterprise motion from the ground up.
Own full-cycle sales for large, complex B2B accounts — from multi-threaded discovery through executive-level negotiation and close.
Source a meaningful share of your own pipeline through strategic outbound. This is a build-and-sell role: you're not waiting on a BDR team to hit your number.
Sell to post-sales, support, and success leaders at larger organizations, running proof-of-value trials that close six-figure+ ARR deals.
Define what "enterprise" means at Pylon — the playbook, positioning, and process other AEs will follow as the motion scales.
As the segment proves out, help shape how we hire and build our first enterprise sales team. You're not filling a seat here, you're building it.
Requirements
4+ years of SaaS sales experience
Experience closing $100-500k+ ARR deals
Proven ability to sell into competitive, incumbent-heavy markets
Strong discovery, deal orchestration, and executive presence
Based in SF or NYC and willing to work in-person
Nice to Haves
4+ years of full-cycle SaaS sales experience, with a track record of closing $100k-$500k+ ARR deals.
Proven ability to sell into competitive, incumbent-heavy markets against entrenched vendors.
Strong multi-threaded discovery, deal orchestration, and executive presence — comfortable running a room of VPs and above.
Genuinely comfortable with outbound — you build pipeline, you don't just work what's handed to you.
Based in SF or NYC and willing to work in-person.
Sales Stack
Salesforce
Scratchpad
Amplemarket
Salesfinity
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
Aplyr's read
Pylon is at the forefront of energy technology, attracting professionals passionate about innovation in energy management and optimization.
What's promising
- •Pylon offers cutting-edge solutions in energy management, appealing to tech-savvy professionals.
- •The company is expanding rapidly, with numerous roles across various departments.
- •Pylon's focus on innovation attracts top talent in the tech and energy sectors.
What to watch
- •Limited public information about Pylon's financial stability and market position.
- •High growth may lead to challenges in maintaining company culture and employee satisfaction.
- •The niche focus on energy technology might limit broader career opportunities.
Why Pylon
- •Pylon specializes in energy optimization, setting it apart from general tech companies.
- •The company offers roles that blend technology with energy sector expertise.
- •Pylon's innovative approach attracts professionals interested in sustainable energy solutions.
Aplyr’s read is generated by AI from public sources. Was it useful?
About Pylon
Pylon is a technology company that specializes in providing innovative solutions for energy management and optimization.
