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Forward Deployed Engineer

Whippy

Responsibilities

  • Whippy is an AI-powered enterprise contact centre that automates real business workflows across voice, SMS, chat, and APIs.
  • We integrate with telephony providers, CRMs, ATS platforms, and internal enterprise systems to power AI agents that handle inbound calls, qualification flows, onboarding processes, support queries, and operational tasks.
  • As a Forward Deployed Engineer, you will embed directly into enterprise deployments and own the technical delivery of integrations between Whippy and customer systems.
  • You will operate at the intersection of APIs, telephony, databases, and AI workflows. You will design and ship production-grade systems, debug live issues, and convert customer-specific requirements into reusable platform capabilities.
  • This is a high-ownership role. You will work closely with customers, product, and core engineering to ensure deployments are robust, scalable, and repeatable.
  • Own end-to-end delivery of production integrations across CRM, ATS, telephony, and internal systems
  • Design and implement reliable data flows between Whippy and external platforms
  • Handle authentication, rate limits, retries, and failure modes in distributed systems
  • Debug and resolve non-trivial production issues across webhooks, async workflows, and external APIs
  • Improve logging, monitoring, and observability of deployment pipelines

Translate ambiguous customer requirements into clear technical designs

  • Identify repeated patterns and convert one-off implementations into reusable connectors or internal tooling
  • Collaborate with product and engineering to push field learnings back into the platform

Requirements

  • Experience Required: 2+ years in software engineering, technical consulting, or a customer-facing engineering role
  • Education: Degree in Mathematics, Engineering, Computer Science, or equivalent practical experience

About Whippy

  • 2+ years of experience in software engineering or technical consulting
  • Strong backend fundamentals and comfort working with APIs and relational databases such as Postgres
  • Experience integrating third-party systems or working with external APIs in production
  • Understanding of distributed systems concepts such as idempotency, retries, async processing, and error handling
  • Experience debugging production systems under time pressure
  • Clear, structured communicator able to explain trade-offs to both technical and non-technical stakeholders
  • Ownership mindset and comfort operating with ambiguity

Preferred

  • Experience with telephony, event-driven systems, or webhook-based architectures
  • Exposure to AI workflows, automation systems, or LLM integrations
  • Experience working directly with enterprise customers, e.g in consulting, banking or equivalent

What Success Looks Like

  • Within 90 days, you will:
  • Own at least one enterprise deployment end-to-end

Resolve a meaningful production issue independently

  • Ship at least one reusable improvement that reduces future deployment effort
  • Demonstrate strong judgment around scope, trade-offs, and customer impact