Quick Summary
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,
Series B, $51M raised
Backed by a16z, BCV, General Catalyst, Y Combinator
100+ employees
Offices in San Francisco and NYC (London coming soon!)
We’re hiring our first dedicated Solutions leader.
This person will own the technical customer journey end-to-end: from pre-sales solution design to implementation, deployment, and long-term customer success. You’ll build the function, define the playbooks, and set the standard for how technical customer-facing work gets done at our company.
This is a player-coach role. We’re looking for someone who can personally lead strategic deployments, run complex customer engagements, and build the systems, processes, and team that allow us to scale.
Responsibilities
~1 min read- →
Built or scaled a Solutions, Solutions Engineering, Implementation, Customer Engineering, or Professional Services function at a B2B software company.
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Personally ran demos, implementations, integrations, migrations, or deployments before becoming a manager.
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Hired and developed customer-facing technical talent rather than inheriting an existing organization.
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Built processes and playbooks that allowed a team to scale.
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Thrived in ambiguous environments where the right answer did not already exist.
Define and own the operating model for Solutions.
Build the playbooks, processes, and tooling that allow us to scale customer deployments.
Establish clear ownership and interfaces across Sales Engineering, Implementation, Forward Deployed Engineering, and Professional Services.
Create repeatable systems that reduce deployment time while improving customer outcomes.
Personally lead high-impact customer engagements, implementations, and technical escalations.
Establish the gold standard for customer communication, project management, and technical execution.
Turn your own best practices into repeatable playbooks for the team.
Be the leader who can jump into any customer situation and help move it forward.
Recruit, hire, and develop world-class Solutions talent.
Coach Sales Engineers, Implementation Engineers, and Forward Deployed/Solutions Engineers.
Create clear career paths and performance expectations across the function.
Scale the organization without sacrificing quality.
Partner closely with Sales, Product, Engineering, and Customer Success.
Bring customer feedback directly into product and engineering discussions.
Help shape how the company approaches deployments, integrations, and technical partnerships.
Act as the connective tissue between customers and internal teams.
You want to manage people more than you want to do the work.
You prefer operating within established processes rather than creating them.
You are looking for a narrowly defined function with clear boundaries.
You want to apply the same playbook you’ve used before without adapting it to a new category.
You prefer remote or hybrid work. This role is based in San Francisco alongside the rest of the Solutions team.
What We Offer
~1 min read🚆 Commuter benefits
🌱 Parental leave
🏝️ 14 company holidays + unlimited PTO
🗺️ Annual offsite
🍽 Lunch, dinner, and snacks at the office
🏋️ Fitness stipend
Funding: Series B led by a16z and BCV ($51M total raised)
Founders: Advith Chelikani, Robert Eng, and Marty Kausas
Team: Currently 100+ and growing!
Location & Eligibility
Listing Details
- Posted
- June 8, 2026
- First seen
- September 25, 2026
- Last seen
- September 25, 2026
Posting Health
- Days active
- 0
- Repost count
- 0
- Trust Level
- 14%
- Scored at
- September 25, 2026
Signal breakdown
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