Senior AI PLG Engineer

A Senior/Lead AI PLG Engineer is a hands-on engineering role focused on architecting and operating the automated systems that power a product-led growth (PLG) motion. This role blends deep full‑stack expertise with modern AI capabilities to design reliable, event-driven pipelines across our Next.js/TypeScript application and the go-to-market stack (PostHog, Salesforce, HubSpot, Google Analytics, and more). You will build the workflows that collect product usage signals, enrich and route customer data, and automate lifecycle communications—turning raw events and feedback into timely actions for self-serve users and revenue teams. You will partner closely with product, growth, and sales to translate PLG goals into robust, observable automation that accelerates activation, retention, and expansion.This is a full-time position based in our Boston office, with a requirement to work onsite at least three (3) days per week as part of our hybrid work model. This role reports to the Director of Engineering.Core ResponsibilitiesArchitect end-to-end automations for PLG workflows—activation, expansion, and retention—spanning data collection, enrichment, routing, and messaging.Design reliable event pipelines across the Next.js app, PostHog, Google Analytics (GA4), Salesforce, HubSpot, and internal services with clear data contracts and versioned schemas.Build and operate job orchestration using Inngest for webhooks, scheduled jobs, and multi-step workflows with strong guarantees (idempotency, retries, backoff, deduplication).Leverage AI tools (Cursor, Claude, etc.) to achieve 10x development productivity across the full stack.Implement bi-directional syncs between product usage data and CRM/marketing systems (account/user mapping, lead/contact enrichment, lifecycle stage updates, campaign attribution).Engineer AI-powered automations to classify intent, summarize product feedback, score accounts, and generate personalized follow-ups across email/chat channels.Establish and maintain PLG event taxonomy, naming conventions, and governance to ensure analytics consistency across clients, back end, and third-party tools.Create health checks, SLAs, and on-call playbooks for automation reliability; add structured observability (traces, metrics, logs) and alerting for critical workflows.Build lead and account routing rules that leverage product usage signals, ICP fit, and engagement to automatically prioritize outreach.Implement lifecycle messaging automations (onboarding, activation nudges, re-engagement) with guardrails to prevent noise and protect sender reputation.Partner with product and growth to design A/B tests and experiments; instrument funnels and cohorts to quantify impact on PLG KPIs.Own the experimentation platform and A/B testing framework: feature flags, assignment and exposure logic, guardrails, and standardized analysis/reporting.Ensure data quality via validation, reconciliation, and schema evolution strategies; create dashboards for pipeline health and data freshness.Optimize serverless functions on Vercel for webhook handling and real-time automations; reduce cold starts and control cost at scale.Enforce compliance and security best practices for customer data moving across systems (PII handling, audit trails, access controls).Document architecture, data flows, and runbooks; mentor engineers on building resilient, AI-enabled automations.