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Relocate to SF: Head of People

Pylon San Francisco FullTime Operations Posted 3w+ ago
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What it’s like to work at Pylon

B2B Customer Support · San Francisco

3
Employee Rating
3.5
Work-Life Balance
49
Open Roles
ship-fastmany-hatsproduct-impact

What employees love

  • YC + a16z backed with strong product-market fit in B2B customer support
  • Small team with outsized ownership — every engineer directly shapes the product

What could be better

  • Very early-stage with minimal processes
  • Fast pace may not suit everyone
View full Pylon culture profile →

About the Role

Notice: This is an on-site role based in San Francisco, California. Relocation is required, and we're happy to discuss timing and support during the process.

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 in real-time.

We’re backed by a16z, BCV, General Catalyst, Y Combinator.

Currently more than 1300+ companies including Linear, Cognition (makers of Devin), Modal Labs, and Incident.io run their support and customer success workflows with Pylon. You'll also find us on the Enterprise Tech 30 List.

We're hiring our first dedicated People leader. Someone who can own several sub functions: people ops, HR, perf / comp, recruiting and culture as we scale. Player-coach role - you are capable of being the super IC that builds the function and processes not just a team builder.


What You'll Do



Why Join Pylon



This Role Might NOT Be For You If

Our perks

🚆 Commuter benefits

🌱 Parental leave

🏝️ 14 company holidays + unlimited PTO

🗺️ Annual offsite

🍽 Lunch, dinner, and snacks at the office

🏋️ Fitness stipend

More about Pylon

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

Founders: Advith Chelikani, Robert Eng, and Marty Kausas

Team: Currently 100+ and growing!

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Frequently Asked Questions

What is the work-life balance like at Pylon?
Pylon has a work-life balance score of 3.5/5 based on employee reviews. This is about average for the AI/tech industry.
What is Pylon’s culture like?
Pylon is characterized by these culture values: ship-fast, many-hats, product-impact. Based on employee reviews, the company has an overall rating of 3/5. YC + a16z backed with strong product-market fit in B2B customer support
How many open roles does Pylon have?
Pylon currently has 49 open roles across departments including engineering, product, sales, and more. Roles are refreshed daily from their careers page.
Is this role remote-friendly?
This role is located in San Francisco. Check the job description above for specific location and remote work details.
Apply for this role at Pylon →