Principal AI Systems Product Manager - Contract to Hire

🌍 Remote, USA 💹 Full-time 🕐 Posted Recently

Job Description

Principal AI Systems Product Manager

(AI Agents, Cross-System Intelligence, CRM + Operations Automation)

Read This First (Hard Filter)

This is not a prompt writer, no-code automations, or “AI assistant” role.

If your experience is limited to:

Writing prompts

Using ChatGPT as a tool

Zapier-only workflows

Shipping isolated AI features without system ownership

Do not apply.

This role is for someone who designs, owns, and delivers AI systems as products, translates executive vision into coherent AI capabilities, and leads engineers to build them correctly.

The Mission

We are building an internal AI operating system for a real estate private credit and private equity firm.

Your responsibility is to own the product vision, system design, and execution of this AI platform — ensuring it becomes a reliable, extensible layer that operates across the firm’s core business tools.

This system must:

Read across Asana, Cloze.com, Gmail, Airtable, Dropbox

Reason across time, commitments, relationships, and deals

Surface risk: missed follow-ups, stalled deals, broken promises

Write back into systems safely, with guardrails

Run on triggers and schedules

Evolve into a cohesive, cross-system AI product ecosystem

Think Jarvis for a real operating business, not a chatbot.

Your Role (What You Will Actually Do)

You are not the primary coder.

You are the AI systems product owner responsible for turning business intent into production AI capabilities and guiding a team of fractional / contract AI engineers to deliver them.

1. Translate Executive Vision into AI Products

Work directly with the CEO to understand:

Business priorities

Risk points

Decision-making bottlenecks

Define what AI should do, not just how it’s built

Break vision into concrete AI-enabled products and capabilities

2. Own the AI System Architecture (at a Product Level)

Define the overall system design, including:

Agent roles and responsibilities

Cross-system context and data flow

Read vs write boundaries

Human-in-the-loop approval points

Ensure the system is cohesive, not a collection of disconnected automations

3. Lead and Coordinate AI Engineers

Oversee a team of fractional / contract AI developers and engineers

Provide clear requirements, acceptance criteria, and architectural direction

Review designs and implementations for:

Correctness

Safety

Maintainability

Ensure engineers build toward the product vision, not ad hoc solutions

4. Design AI Capabilities as Products

You will oversee the delivery of:

An agentic AI layer

A primary orchestration agent

Optional specialist agents (CRM, tasks, email, data)

Cross-system intelligence

Normalized context from structured + unstructured data

Reasoning across tools and time

Action execution

Task creation and updates

CRM notes and relationship updates

Data record updates

Drafted communications for approval

Triggers and automation

Time-based (daily, weekly)

Event-based (emails, overdue tasks, stalled deals)

5. Governance, Risk, and Control

Define guardrails for AI actions

Ensure:

Scoped permissions

Read vs write separation

Explicit approvals for sensitive or destructive actions

Plan for failure modes and recovery

Required Background (Non-Negotiable)

You must have hands-on experience owning AI systems, even if you were not the primary coder.

You should be able to confidently reason about:

LLM agent architectures and tool calling

Claude and/or OpenAI capabilities and tradeoffs

MCP or MCP-style multi-tool architectures

API-based integrations (CRMs, task tools, email, databases)

OAuth, permissions, and access control

State, memory, and long-running agent behavior

Systems that run unattended in production

You must be able to explain how an AI system:

Safely reads from one system

Decides what matters

Writes into another system

Avoids causing operational damage

Deliverables You Will Own

System Architecture

Clear diagrams or written explanations

Separation of concerns

Product roadmap for AI capabilities

Phase 1

Read-only intelligence layer

“What you missed” and “what’s at risk” reporting

Phase 2

Write-back actions with guardrails

Human-in-the-loop approvals

Documentation

How the system works

How to extend it

How to maintain and govern it

How to Apply (Strict)

Your proposal must include:

A specific example of an AI system you owned that interacted with multiple tools

Your high-level product and system architecture for this project

Which LLM you would start with and why (from a product perspective)

How you think about memory, permissions, and failure states

Your availability

Anything vague, generic, or purely technical without product ownership will be declined.

Engagement Model

Initial scoped project

Long-term engagement likely for the right person

We value judgment, product thinking, and system quality over speed

Mandatory Inclusion

Describe a system you owned where an AI agent read from one application and wrote actions into another.

What went wrong, and how did you correct or govern it?

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