Forward Engineer

Pentice operates Cloud9 Windy City, an AI-native operating system for luxury high-rise short stays and is expanding across U.S. cities. The Forward Engineer bridges business challenges and code by turning ambiguous problems into measurable working results, building AI-powered automation and agent systems, integrating with real systems, deploying solutions, and verifying outcomes.

Responsibilities:

• The automation workflows that meet operations: guest journey steps, message drafting and review flows, pricing and reporting signals, and current engines that run as separate tools
• The agent systems behind those workflows: prompts, tool usage, structured output, evaluation, observability, and cost management
• The necessary integrations, end to end: webhooks in, actions out, idempotent design, reconciliation, and observability
• The first production version of solutions and their measurement: what changed, by how much, and how results are proven
• You get a problem and an outcome, not a ticket. You write the specification, choose what not to build, deploy after one review, and operate your shipped work
• If the requirements are off, you raise it and propose what’s correct
• Own the end-to-end pre-arrival flow: from building house rules to guest check-in (with quiz and follow-up messages), measured by reduction in parking/check-in inquiries to the front desk
• You author the specification, ship the solution behind one review, and bring measurable results