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AI Prompt Engineer / GPT Systems Builder for Founder Decision Engine (StartOS)

Remote · Canada Full-time

AI Prompt Engineer / GPT Systems Builder for Founder Decision Engine (StartOS) Overview: We’re building

StartOS

, an AI-powered founder decision system under the Omaha100 initiative. This is

not

a generic chatbot project. StartOS is designed to help early-stage entrepreneurs:

  • Clarify ideas
  • Validate through customer discovery
  • Avoid costly mistakes
  • Make better decisions faster
  • Know exactly what to do next

The system prioritizes:

  • Action over education
  • Clarity over complexity
  • Structured recommendations over vague advice

We are looking for someone who can help architect, refine, and operationalize the GPT logic, prompts, workflows, and decision outputs behind the system. What We Need We need a builder who understands:

  • Prompt engineering
  • GPT system architecture
  • Decision-tree logic
  • Founder workflows
  • Structured AI outputs
  • UX thinking for AI systems

You will help transform our framework into a scalable GPT-powered operating system for entrepreneurs. Scope of Work Phase 1 — Prompt & System Architecture You will help:

  • Refine system prompts
  • Build module logic
  • Improve response structures
  • Create decision workflows
  • Define scoring systems
  • Build consistent output formatting
  • Reduce hallucinations and vague responses
  • Improve recommendation quality

Modules include: 1. Idea Clarity 2. Customer Discovery 3. Validation & Scoring 4. Financial Reality 5. Weekly Execution Guidance Phase 2 — Founder Experience You may also help:

  • Improve conversational flow
  • Simplify founder inputs
  • Design better UX around prompts
  • Build onboarding logic
  • Improve momentum/accountability systems
  • Help structure “next best action” recommendations

Important System Rules (Critical) The system must:

  • Always provide a recommendation
  • Never allow founders to skip validation
  • Push customer discovery before building
  • Be direct and decisive
  • Avoid long educational outputs
  • Avoid generic startup advice
  • Prioritize structured, actionable responses

Example: ❌ “This could work depending on the market…” ✅ “This is not validated yet. Talk to 5 customers before moving forward.” Ideal Candidate You’ve worked on:

  • GPT products
  • AI copilots
  • Prompt systems
  • Structured LLM workflows
  • AI product UX
  • Founder tools
  • Startup operating systems
  • AI agents or recommendation systems

Bonus if you understand:

  • Lean startup principles
  • Customer discovery
  • Founder psychology
  • Product validation
  • Startup decision-making

Potential deliverables include:

  • Master system prompts
  • Modular prompts by stage
  • Scoring logic
  • Output templates
  • Recommendation engines
  • Prompt libraries
  • AI workflow maps
  • Structured response frameworks
  • Testing/improvement recommendations

Tech Stack (Flexible) We are open to recommendations, but current thinking includes:

  • OpenAI / GPT models
  • Prompt orchestration frameworks
  • Lightweight no-code or low-code interfaces
  • Potential future integrations into a broader founder platform

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