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Head of Marketing at Usepylon

Usepylon No longer available

Job Description

About Pylon

Pylon is the AI-Native Support Platform for B2B companies. We consolidate ticketing, account management, knowledge base, AI agents, analytics, and chat into one product. Over 700 customers use Pylon to run their post-sales motion. We're Series B, well-funded, and growing pipeline 15% MoM.

We're looking for a Head of Marketing who can own our growth engine end-to-end - driving demand, shaping pipeline, and building a function that scales. This is a hands-on role: you'll experiment, execute, and build the team around what works.

What You'll Do
  • Own pipeline generation as the marketing KPI

  • Design and run multi-channel demand programs (LinkedIn/Google ads, events, content, outbound, etc.)

  • Build and scale campaigns that convert top-of-funnel awareness into opportunities

  • Partner with Sales to set clear lead pipeline revenue targets and deliver against them

  • Define and track marketing ROI across channels, doubling down on what works

  • Oversee brand, launches, and messaging with a growth lens (every activity should tie back to pipeline)

  • Hire, coach, and scale the marketing team (growth, product marketing, content, design)

What You've Done
  • 6+ years in B2B SaaS marketing with direct ownership of pipeline goals

  • Proven track record running multi-channel demand gen (paid, organic, events, partnerships)

  • Built or scaled a marketing team at a fast-growing startup (Series A-C preferred)

  • Strong analytical mindset - comfortable with Salesforce, attribution, funnel reporting

  • Hands-on: able to execute campaigns directly, not just manage vendors

  • Excellent storytelling and positioning skills; know how to craft simple, clear narratives that convert

Why Join Pylon
  • Be the first marketing leader at a high-growth startup

  • Work directly with founders on go-to-market strategy

  • Join a strong in-person culture in San Francisco (we run like a sports team)

  • Comp package includes competitive salary, equity, and benefits

More about Pylon

Traction: Have hundreds of paying customers and are growing fast

Funding: In addition to investment from Y Combinator and General Catalyst, a16z we just announced our Series B ($51M total raised)

Founders: Advith Chelikani, Robert Eng, and Marty Kausas

Team: Currently 55+ and growing!

Typical senior pay: $77k for Chefs and Head Cooks nationally

National salary averages
Expected senior-level
$77k
Entry
Mid
Senior
Expected
$36k Market range (10th-90th percentile) $96k

Senior roles pay 61% more than entry—experience is well rewarded.

Strong candidate leverage

Strong hiring activity gives you options. Use competing offers strategically.

Hiring leverage
Candidate-favored
Wage leverage
Balanced
Mobility
Good mobility

Who this leverage applies to

Stronger for: Senior candidates with options

Where to negotiate

Base salary
Sign-on bonus
Title / level
Remote flexibility
Scope & responsibility
Start date / PTO

Likely Possible Unlikely

Use competing offers and timing to your advantage.

Does this path compound?

Job Growth →
High churn
Growth, flat pay
🚀 Compound
Growth + pay upside
⚠️ Plateau
Limited growth
Specialize
Experts earn more
Pay Upside →
Growth + pay upside

Both the field and your earnings can grow significantly.

+7%
10yr growth
Typical: High school diploma or equivalent

Openings come from turnover, not new growth. Differentiate to advance.

Labor data: BLS 2024