Senior Software Engineer - AI

Bestpass; United States; Remote; USD 180,000 - 280,000; Full time

Job summary

Bestpass is seeking a senior engineer to build and operate AI-enabled products and shared platform capabilities used across fleet safety, compliance, tolling, and related services. You will own requirements through production operations and mentor others.

You will lead delivery of AI agents and features, extend a shared data context, and create tooling to support agent-enabled software. Strong Python/TypeScript, LLM APIs, and MCP experience are required.

Qualifications

• Senior-level experience shipping production software.
• Experience delivering AI agents/features in production.
• Advanced Python and/or TypeScript skills with hands-on LLM APIs, MCP, and agent frameworks.
• Experience with search or retrieval-augmented generation and permission-aware data access.
• DevOps experience with containers, IaC, CI/CD, observability, alerting, identity/secrets management, and incident response.
• Proficiency with SQL and PostgreSQL; strong communication and independence.

Responsibilities

• Deliver production software in small increments and lead projects from problem definition through launch.
• Develop and operate AI agents and AI features for customers and internal users.
• Extend a shared context layer with data connectors, retrieval, permission checks, and MCP access.
• Create tools and practices to help engineering teams build and verify agent-assisted software.
• Choose between an AI agent and a deterministic workflow based on the problem, then implement the solution.
• Provision environments, deployment pipelines, and infrastructure; monitor live systems, evaluations, cost, and failure handling.
• Clarify loosely defined product, support, and engineering needs, and mentor colleagues.

Skills

Production software

AI agents/features

Python

TypeScript

LLM APIs

SQL/PostgreSQL

DevOps/CI-CD

Communication/independence

Tools

LLM frameworks

MCP

Agent frameworks

Job description

Role overview

Build and operate AI-enabled products and shared platform capabilities used across fleet safety, compliance, tolling, and related operational services. This senior individual contributor role spans customer-facing agents, internal engineering tools, secure access to enterprise information, and conventional automation; it includes ownership from initial requirements through production operations and mentoring other engineers.

Responsibilities

• Deliver production software in small increments and lead projects from problem definition through launch.
• Develop and operate AI agents and AI features for customers and internal users.
• Extend a shared context layer with data connectors, retrieval, permission checks, and MCP access.
• Create tools and practices that help engineering teams build and verify agent-assisted software.
• Choose between an AI agent and a deterministic workflow based on the problem, then implement the appropriate solution.
• Provision environments, deployment pipelines, and infrastructure; monitor live systems, evaluations, cost, and failure handling.
• Clarify loosely defined product, support, and engineering needs, and mentor colleagues.

Requirements

• Senior-level experience shipping production software frequently and maintaining it after release.
• Experience delivering AI agents or AI features that people use in production, and using coding agents as a primary development method.
• Advanced Python and/or TypeScript skills, plus hands-on knowledge of LLM APIs, MCP, and agent frameworks.
• Experience with search or retrieval-augmented generation, permission-aware data access, and evaluation methods for judging readiness and performance.
• DevOps experience with containers, infrastructure as code, CI/CD, observability, alerting, identity and secrets management, and incident response.
• Proficiency with SQL and PostgreSQL; able to communicate clearly, work independently, and be candid about uncertainty.

Nice to have

• Experience in fleet operations, transportation, or logistics.
• Databricks, enterprise search connectors, vector databases, or service and agent access control.
• Workflow orchestration or automation platforms.
• Azure or AWS experience.