Job Description

**About MarkIt**

MarkIt is transforming how commercial real estate deals get done. We're
building AI-powered tools to solve one of the most painful, manual processes
in CRE: lease negotiations. Every deal involves principals, brokers,
attorneys, and months of back-and-forth on documents that haven't evolved in
decades. We're turning a 30-90 day process into hours and days while
dramatically reducing costs.

Commercial real estate is the largest asset class in the world ($20+ trillion)
and shockingly underserved by technology. Our founder has been a top broker in
the industry for over a decade and knows this pain intimately.

### What We're Building

An intelligent platform that transforms how commercial real estate
professionals negotiate lease agreements—combining collaborative workflows
with AI-powered document analysis to accelerate deals and reduce costs.

**The Platform:**

* **Purpose-built transaction management** involving counter-party collaboration to improve upon
* **Workflow automation** to streamline back-and-forth negotiations between principals, brokers, and attorneys
* **Enhanced features** and organization compared to current workflows for all stakeholders negotiating transactions

**AI-Powered Intelligence (Your Focus):**

* **Proprietary RAG models** that extract and parse complex lease agreements, understanding relationships between dozens of interdependent clauses
* **Context-aware recommendations** for drafting and negotiating terms based on market standards and historical data
* **Intelligent drafting** of business and legal language according to templates and/or market data

**Where We Are**

We're at an exciting 0.5→1 stage:

* **Product prototype** : Built and functional with users in pilot testing
* **Tech stack** : React/Next.js frontend, .NET backend, Python AI services on AWS
* **Timeline** : Entering UAT in the next two months, targeting MVP by Q2
* **Stage** : Pre-launch, pre-revenue, with strong customer interest

We've got the bones—we need someone to accelerate us toward MVP and
production.

**The Role**

We're looking for an **AI Engineer** to own and evolve our AI layer. You'll
work directly with our technical team and founder to push the boundaries of
what's possible with contract document intelligence.

**Primary Responsibilities**

**RAG & Document Processing (Core Focus)**

* Optimize and refine our RAG implementation for contract analysis and recommendations
* Improve document parsing accuracy across Word and PDF lease documents
* Enhance semantic search and retrieval across legal clause libraries
* Design and implement strategies for handling complex, interdependent contract clauses

**LLM Optimization & Prompt Engineering**

* Refine prompts and model configurations for legal language rewriting
* Develop strategic trade-offs between model performance and computational costs
* Experiment with different LLM providers and models (we currently use AWS Bedrock)
* Implement evaluation frameworks to measure recommendation quality

**Agentic AI & Innovation**

* Discover and implement innovative agentic AI workflows for negotiation assistance
* Explore multi-step reasoning approaches for contract analysis
* Build systems that can explain recommendations and cite supporting evidence
* Push the boundaries of what's possible with contract document AI

**Collaboration & Ownership**

* Work closely with our technical team on API integrations and data pipelines
* Provide technical guidance on AI architecture and model selection
* Own the AI roadmap and help prioritize feature development
* Communicate complex technical concepts to non-technical stakeholders

**Our Current Tech Stack**

**AI Infrastructure**

* **Document Processing** : Python on AWS Lambda, AWS Bedrock, DynamoDB, S3
* **Document Analysis** : Python FastAPI on AWS ECS, OpenSearch, AWS Bedrock
* **Models** : Currently using Claude (Anthropic) and other models via Bedrock
* **Vector Search** : OpenSearch for semantic retrieval and chat history

**Supporting Stack** (nice to have familiarity, not required)

* **Backend** : .NET 9 Web API, EF Core, PostgreSQL, Auth0, Heroku
* **Frontend** : React/Next.js, Vercel
* **Testing** : Playwright (e2e), Storybook

**What We 're Looking For**

**Required Experience**

* **RAG Pipelines** : Hands-on experience designing and optimizing RAG systems, particularly for document analysis or Q&A
* **LLM Integration** : Production experience with OpenAI, Anthropic, or similar LLM APIs
* **Document Processing** : Experience with parsing, extracting, and structuring data from unstructured documents (PDFs, Word docs, contracts, legal documents)
* **Python** : Strong Python skills for ML/AI development
* **Vector Databases** : Experience with vector search systems (OpenSearch, Pinecone, Weaviate, etc.)
* **Prompt Engineering** : Demonstrated ability to craft and optimize prompts for complex reasoning tasks

**Highly Valued Experience**

* **Contract/Legal Document AI** : Prior work on contract review, legal document analysis, or compliance systems
* **Recommendation Systems** : Building intelligent suggestion engines or decision-support tools
* **AWS** : Experience with Lambda, ECS, Bedrock, or other AWS AI services
* **FastAPI** : Building and deploying Python APIs
* **Model Evaluation** : Frameworks for measuring LLM output quality and accuracy

**Nice to Have**

* **Backend Development** : .NET, Node.js, or similar for supporting additional development needs
* **MLOps** : Experience with model monitoring, versioning, and deployment pipelines
* **LangChain/LlamaIndex** : Familiarity with LLM application frameworks
* **Fine-tuning** : Experience with model fine-tuning or customization
* **Real Estate/Legal Domain Knowledge** : Understanding of contracts, leases, or commercial real estate

**What We Offer**

**Role Structure**

* **Start** : Flexible part-time or full-time opportunity based on preference and availability
* **Equity** : Path to meaningful equity participation tied to contribution and commitment
* **Location** : Remote-friendly (we're Denver-based with distributed team members)

**Why This Is Exciting**

* **Ground floor opportunity** : Shape the product, technical architecture, and culture from day one
* **Massive market** : $20+ trillion asset class desperate for innovation
* **Real problem, real users** : Founder knows the problem intimately; strong customer interest already
* **AI at the core** : This isn't AI as a feature—it's the entire product. Work with cutting-edge LLM technology on genuinely hard problems
* **Autonomy** : Small enough that you own outcomes, not just tasks. Your decisions matter immediately
* **Impact** : The next 90 days will determine our MVP timeline and market advantage—you'll be central to that

**About Our Founder**

Jason White has been a top commercial real estate broker at one of the world's
leading CRE firms for over a decade, giving him deep knowledge of the
negotiation pain points we're solving. He's represented more than half of the
Fortune 10 as well as hundreds of local and regional companies throughout his
career. This is a founder who's lived the problem and is building the solution
with the right team