Pylon

Software Engineer, AI

Pylon2 weeks ago
Location

San Francisco

Type

Full Time

Salary

USD 180,000 – 250,000

Level

Mid

Role

Full Stack Engineer

Posted

Jul 9, 2026

Full TimeMid

The role

Summary

As a Software Engineer, AI at Pylon, you'll build intelligent features for B2B post-sales teams using conversational data and cutting-edge AI technology. You'll own full-stack development across the platform, from AI evaluation infrastructure to production agentic systems, working with a senior engineering team from companies like Airbnb, Meta, and Samsara. This role requires 3+ years of product engineering experience, strong full-stack fundamentals, and a passion for shipping fast in ambiguous startup environments with high autonomy and end-to-end ownership.

What you'll do

Build AI-Powered Features for Post-Sales Operations: Develop and ship AI-driven features that enable Customer Support and Customer Success teams to run their operations more efficiently. Focus on creating user-centric solutions that leverage conversational data and machine learning models to automate workflows, improve response times, and enhance customer engagement at scale.
Architect and Maintain AI Infrastructure and Platforms: Build and optimize the core platform systems powering Pylon's AI capabilities, including prompt execution engines, search infrastructure, and real-time data pipelines. Ensure these systems are scalable, performant, and maintainable as the company scales from 1500+ customers to enterprise deployments.
Implement LLM Observability and AI Evaluation Systems: Design and develop comprehensive AI evaluation frameworks (both online and offline), scorer implementations, and monitoring systems for Large Language Models. Establish observability practices that enable continuous improvement of AI outputs and prepare Pylon's infrastructure for next-generation scaling challenges.
Own Full-Stack Development Lifecycle: Take complete ownership of features from conception through deployment, including backend development, frontend implementation, and infrastructure considerations. Work independently on assigned projects while maintaining high code quality, writing testable code, and documenting technical decisions for team knowledge.
Execute in Rapid Prototyping and Iteration Cycles: Build prototypes quickly, gather customer feedback through iterative development, and ship features rapidly in an environment that values speed and learning. Balance shipping velocity with code quality and technical sustainability, making pragmatic trade-offs guided by business impact.
Collaborate Across Functional Teams: Work closely with Product Managers to translate customer requirements into technical solutions, partner with Design teams on user experience implementation, and coordinate with other engineers on architectural decisions. Participate in non-waterfall development processes that emphasize communication and adaptability.

What we look for

Technical

Full-Stack Product Development3+ years of proven experience building production-grade product features across the entire technology stack, demonstrating mastery of both backend systems and frontend implementations. Strong fundamentals in software architecture, database design, API development, and system reliability.
Backend Development ProficiencyProfessional experience with Go/Golang, or equivalent backend languages. Strong understanding of concurrent programming, microservices architecture, and building scalable backend systems that handle high-throughput, low-latency requirements.
Frontend Development SkillsProduction experience with React or equivalent modern frontend frameworks. Proficiency in component design, state management, responsive UI development, and creating intuitive user interfaces for complex applications.
API and Integration DevelopmentDemonstrated experience designing and implementing GraphQL APIs and RESTful services. Understanding of API versioning, backward compatibility, and integration patterns that power multi-channel communication platforms.
Cloud Infrastructure and DevOpsWorking knowledge of AWS services and cloud-native development practices. Experience deploying applications, managing infrastructure-as-code, monitoring system performance, and optimizing costs in cloud environments.
AI and Machine Learning FundamentalsPractical experience leveraging AI tools and LLMs for software development workflow optimization. Understanding of prompt engineering, model evaluation, and deploying AI-powered features in production systems. Bonus: experience building agentic products or multi-step reasoning systems.

Education

Computer Science or Related FieldBachelor's degree in Computer Science, Software Engineering, or equivalent practical experience. Understanding of fundamental CS concepts including algorithms, data structures, system design, and computational complexity.

Experience

Startup Environment NavigationPrevious experience working at early-stage startups where you've navigated ambiguous requirements, worn multiple hats, and adapted quickly to changing priorities. Comfort with rapid iteration, minimal process overhead, and ownership-driven culture.
Product-Focused EngineeringStrong product sense and track record of collaborating directly with customers or product teams. Ability to translate customer pain points into actionable technical solutions and make product-aware engineering decisions that drive business value.
End-to-End Project OwnershipDemonstrated ability to take complete ownership of projects from design through deployment, including project management, timeline estimation, and cross-functional coordination. Experience prioritizing work autonomously and managing multiple workstreams simultaneously.
Team Collaboration at ScaleExperience working effectively with senior engineers and cross-functional teams in collaborative, non-hierarchical environments. Evidence of strong communication skills, receptiveness to feedback, and commitment to continuous learning and improvement.

Skills

Required skills

Go/GolangBackend development using Go with focus on building efficient, concurrent systems. Experience with goroutines, channels, and Go's standard library for building scalable microservices.
ReactFrontend development with React, including component lifecycle, hooks, state management, and performance optimization. Experience building responsive, accessible user interfaces.
GraphQLDesigning and implementing GraphQL APIs, query optimization, schema design, and integration with existing backend systems.
AWS ServicesCloud infrastructure experience with AWS services including EC2, RDS, Lambda, S3, and associated tools. Infrastructure-as-code and deployment pipeline management.
Full-Stack DevelopmentEnd-to-end development capabilities spanning database design, backend APIs, frontend implementations, and system integration.
LLM and AI DevelopmentPractical experience integrating Large Language Models into production applications, prompt engineering, handling structured outputs from AI models, and evaluating model performance.

Nice to have

Agentic Systems DevelopmentProduction experience building agentic products or multi-step autonomous reasoning systems that orchestrate tool use and decision-making. Understanding of agent frameworks and orchestration patterns.
AI Evaluation FrameworksExperience implementing AI evaluation systems, designing metrics for LLM outputs, building scoring frameworks, or working with model monitoring infrastructure.
Search InfrastructureKnowledge of search technologies such as Elasticsearch, vector databases, or semantic search implementations. Experience optimizing search relevance and performance.
Real-Time SystemsBuilding real-time data pipelines, implementing WebSocket-based communication, or designing systems that process and serve data with low latency requirements.
B2B SaaS ExperiencePrevious work on B2B SaaS platforms with enterprise customers. Understanding of customer success workflows, multi-tenant architecture, and enterprise feature requirements.
Customer Support TechnologyDomain expertise in customer support platforms, ticketing systems, or knowledge management solutions. Familiarity with common pain points in post-sales operations.

Compensation & benefits

Salary

USD 180,000 – 250,000 (annual)

Stock options

Available

Benefits

Stock Options

Equity participation in Pylon as part of total compensation package. Opportunity to share in company success with vesting schedules aligned to long-term commitment.

Comprehensive Health Coverage

Medical, dental, and vision insurance coverage for employee and family members. Access to preventive care and comprehensive healthcare benefits.

Unlimited Paid Time Off

Flexible PTO policy combined with 14 company holidays, enabling work-life balance and time for personal health, travel, and family commitments.

Parental Leave

Paid parental leave benefits supporting new parents during critical family time, demonstrating commitment to employee wellbeing and family support.

Commuter Benefits

Transportation assistance and commuter benefits to support employees in the San Francisco Bay Area with convenient, subsidized transit options.

Wellness and Fitness

Fitness stipend for gym memberships or wellness activities, supporting employee health, mental wellbeing, and work-life balance.

Office Environment and Meals

Lunch, dinner, and snack provisions at the office supporting in-person collaboration and reducing daily expenses for employees.

Annual Company Offsite

Annual team gathering and retreat providing opportunities for team bonding, strategic alignment, and celebration of company achievements outside the office.

Professional Development

Investment in continuous learning through conference attendance, training programs, and educational resources to support career growth in AI, backend, and frontend technologies.

Interview process

  1. 1
    Initial Application and Screening — Submit resume, portfolio, and cover letter through Ashby application portal. Initial screening by recruiting team to assess experience, technical qualifications, and cultural fit with startup environment. This step typically takes 1-2 weeks.
  2. 2
    Recruiter Phone Screen — 30-minute phone conversation with recruiting team to discuss background, motivation for joining Pylon, and alignment with role requirements. Expected topics include startup experience, full-stack capabilities, and product sense.
  3. 3
    Technical Assessment — Coding interview or technical assignment focused on full-stack development skills. Likely covers Go backend development, React frontend implementation, system design thinking, and practical problem-solving with emphasis on AI/ML integration patterns.
  4. 4
    Engineering Team Interview — Deep technical discussion with senior engineers from the team. Assessment of collaboration skills, technical depth, ability to navigate ambiguity, and experience with the tech stack (Go, React, GraphQL, AWS). Discussion of previous projects and architectural decisions.
  5. 5
    Product and Project Discussion — Conversation with Product Manager or technical lead focused on product sense, ability to translate customer requirements into technical solutions, and understanding of post-sales operations space. Discussion of approach to feature development and tradeoff decisions.
  6. 6
    Founder or Leadership Conversation — Final interview with company leadership to assess cultural alignment, growth mindset, commitment to in-person collaboration, and long-term vision fit. Discussion of career aspirations and what success looks like at Pylon.
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Pylon

Pylon

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Pylon is a platform that helps businesses automate and optimize their customer communication and support operations. The company provides tools for managing customer interactions across multiple channels, enabling organizations to streamline workflows, improve response times, and enhance customer satisfaction. Pylon serves businesses of various sizes looking to modernize their customer engagement infrastructure and gain better visibility into their support operations.

San Francisco, USAFounded 2022usepylon.com

Tech Stack

Languages
Go (Golang)JavaScript/TypeScriptPythonSQL
Frameworks
ReactGraphQLGin or Echo
Databases
PostgreSQLVector DatabasesRedis
Tools
AWS ServicesGit and GitHubDocker and KubernetesLLM APIs
Other
CI/CD PipelinesMonitoring and ObservabilityPrompt Engineering
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