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Deployment Strategist

At Pylon, we're building the future of B2B Post Sales.

We’re building an all-in-one support platform powered by conversational data and layered with intelligence to help our customers run their operations in real-time. We’re backed by YCombinator, General Catalyst, and a16z and have over 500 B2B companies trusting Pylon to power their customer support and success.

This is a fully in-person role; we do not offer remote or hybrid options.

What you'll do

  • Combine talking directly with customers with building solutions

  • We're looking for a former SWE who understands what it means to do something once, automate it, and never do it again

  • Migrate new customers off their old support system to Pylon

  • Within your first week, run customer migration meetings

  • Communicate directly with customers and become their main "problem-solver" as they navigate rebuilding their processes and data in Pylon

  • Become a deep product expert and guide customers to the right solution. The customer isn't always right and they often don't know what they want. It's up to you to teach them

  • Contribute to pre-sales calls as the be-all-end-all for potential solutions

  • Be an expert not only in Pylon, but also the systems we migrate from (Zendesk, Intercom, etc.)

  • Juggle many customers at once and drive them to completion.

  • Iteratively improve the migration process

Requirements

  • Located in (or will relocate to) San Francisco and excited about working in-person

  • Very organized, hard working and fast. You will be juggling many migrations at once.

  • Detail-oriented and fast learner. You'll need to become the product expert in many tools quickly.

  • An interest in tinkering with the product and suggesting improvements

Compensation and benefits

  • Competitive compensation, based on experience level

  • Medical, Vision, Dental insurance

  • 401K

  • Unlimited PTO

  • Food in the office

  • Fun team offsites and events (we just went to Korea!)

More about Pylon

Traction: Have hundreds of paying customers and are growing fast

Funding: In addition to investment from Y Combinator and General Catalyst, we just announced our $17m Series A led by a16z!

Founders: Advith Chelikani, Robert Eng, and Marty Kausas

Team: Currently 30 and growing!

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Average salary estimate

$110000 / YEARLY (est.)
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$90000K
$130000K

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Full-time, onsite
DATE POSTED
August 5, 2025
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