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Plain is redefining customer support for the next generation of B2B companies. We’re building the fastest, most powerful platform to help companies move beyond reactive support and build true customer relationships. Some of the world’s most forward-thinking companies - like Cursor, Raycast, and Granola - trust Plain to unify all customer interactions, enable faster team collaboration, and supercharge their workflows with AI. B2B customer support is undergoing a seismic shift. AI is transforming the way companies engage with customers, shifting support from a siloed function to a company-wide effort across Slack, Discord, and any other channel you talk to customers in. The old way - slow, manual, and disconnected - no longer works. We’re in a rare spot. Plain is already powering support for high-growth companies with a lightning-fast, deeply scalable platform. AI has been part of our DNA from the start. Now we’re doubling down to define how it shapes every layer of modern customer support. This is where you come in. We're looking for a customer obsessed Senior Product Engineer to help take our AI ambitions to the next level. You’ll build the Infrastructure that helps us build AI features quickly, safely and with confidence. You’ll own problems end to end, and play a key role in building a category-defining product.
Job Responsibility:
Own and ship AI features such as our agents, assistants, insights and more - from concept to production
Design and implement backend services for AI integrations and data pipeline
Build robust APIs and abstractions for internal AI usage
Drive system scalability: caching, optimization, processing patterns, etc
Contribute and drive the evolution of the infrastructure for AI including architecture, evaluation and iteration pipelines
Solve complex AI challenges around AI accuracy, reliability, and quality – using rigorous quantitive approaches
Advocate for our work externally – writing, speaking, and engaging with the broader AI community
Requirements:
Experienced backend engineer who’s shipped AI products in the OpenAI & Anthropic era – especially text and data-heavy AI applications
Hands-on experience with LLM orchestration and LLM API optimization (costs, latency, etc)
Familiar with RAG architectures and technologies
AI observability experience
Clear perspective on what makes a great AI product
Product minded and customer focused in how you build software
Measure success by user impact, not just technical elegance
Self-driven, impact-focused, and thrive in a fast-moving, high-ownership environment