Job Description

### Founding Product Engineer — AI-First Systems Architect

### The Mission

WindShift is building the Operating System for AI-Native Investment Diligence.

We are redesigning execution around AI as a core primitive — not layering it
onto legacy workflows.

The platform is live with paying customers. The architecture exists. We are
scaling the AI-native execution layer into a durable enterprise system.

We are hiring a founding engineer who builds systems the AI-first way.

This role will help define the execution architecture that underpins a
venture-scale AI-native platform.

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### What AI-First Means Here

We do not want manual feature builders.

We want engineers who:

* Design systems where LLMs are orchestration primitives
* Structure execution as agent graphs, toolchains, and evaluators
* Treat Claude/Codex as collaborators, not autocomplete
* Optimize for system leverage, not lines of code
* Build evaluation loops, regression harnesses, and hallucination detection
* Think in terms of compounding structured intelligence

If your default mode is writing everything manually before asking whether AI
should orchestrate it, this role is not a fit.

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### What You’ll Architect

### AI-Native Execution Layer

* Multi-step agent pipelines (planning → retrieval → synthesis → verification)
* Tool and adapter abstractions that allow structured orchestration
* Canonical intermediate representations decoupled from rendering

### AI-Driven Development Workflow

* Structured prompting systems
* Internal orchestration layers around Claude/Codex
* Automated evaluation and regression testing
* Cost-aware model routing and caching strategies

### Production-Grade Infrastructure

* Async worker reliability (retries, idempotency, backpressure)
* Observability and traceability across agent runs
* Multi-store data architecture (Postgres, Redis, vector DB, graph DB)
* Terraform-managed AWS deployment (ECS, RDS, ALB)

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### The Standard

You should:

* Have 5+ years shipping production systems
* Be fluent in modern LLM tooling and orchestration frameworks
* Understand distributed systems tradeoffs
* Be comfortable designing architecture, not just implementing tickets
* Operate independently in a high-context environment

You should not need step-by-step specs.

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### Why This Is a Rare Opportunity

AI-native execution will reshape professional services economics.

WindShift already compresses repeatable workstreams by 20–30% in live
environments. The next phase is scaling that leverage structurally to >50%.

With a small, high-talent team, AI-first engineering is the multiplier.

This role is foundational to that leverage.

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### Ownership

* Direct architectural influence
* High autonomy
* Meaningful equity
* Path to long-term technical leadership

We are building a durable AI-native company, not an AI feature layer.