Mastering the Pocket Underwriter

Your complete guide to AI-powered deal analysis and risk assessment

Getting Started

Creating deals and uploading documents

Step 1: Create a New Deal

From your dashboard, click the "+ New Deal" button. Enter the deal name, select the target country, industry sector, and specify your client side (Buyer or Seller). These settings will customize the AI analysis to focus on relevant legal frameworks and risk factors.

Step 2: Upload Your Documents

Navigate to your deal workspace and drag and drop your data room files. Pocket Underwriter accepts PDFs, Word documents, and spreadsheets. Each document is automatically extracted and analyzed. You can upload contracts, financial statements, legal opinions, due diligence reports, and any other transaction-related materials.

Pro Tip

Upload all documents before running your first analysis. The AI performs better with complete context from your entire data room.

The Prompt Factory

Customizing AI behavior and focus areas

Country Selection

Selecting a country (e.g., Singapore, UK, USA) changes the AI's legal compliance focus. For example, choosing "Singapore" will prompt the AI to flag PDPA data privacy concerns, SFA financial regulations, and Singapore Companies Act compliance issues. Each jurisdiction has unique regulatory requirements that the AI adapts to automatically.

Client Side: Buyer vs. Seller

Your perspective dramatically changes risk priorities. In Buyer-Side mode, the AI becomes more skeptical and aggressive, searching for hidden liabilities, undisclosed obligations, and warranty gaps. In Seller-Side mode, the analysis focuses on representation accuracy, disclosure completeness, and minimizing post-closing exposure. This contextual shift ensures the AI acts as your advocate.

Industry Context

Industry selection (Healthcare, FinTech, SaaS, Manufacturing, etc.) triggers domain-specific checks. For Healthcare deals, expect HIPAA compliance reviews and patient data liability assessments. For FinTech, the AI scrutinizes AML/KYC procedures and regulatory licenses. Each industry preset comes with tailored risk frameworks developed by legal professionals.

Running the Analysis

Generating risk reports and warranty reviews

The 14-Step Workflow

Pocket Underwriter follows a systematic approach through 14 sequential stages: from Initial Assessment through Risk Identification, Financial Analysis, Legal Review, Warranty Analysis, and Final Report. Each step builds on the previous analysis, ensuring comprehensive coverage of all deal aspects.

Challenge AI Feature

Don't agree with the AI's findings? Use the "Challenge AI" button to request a deeper analysis or alternative interpretation. Provide specific critique (e.g., "Re-analyze Section 5.3 for Delaware law implications") and the AI will re-run the analysis with your added focus. This creates an interactive dialogue with the system.

Human Review & Approval

Every AI-generated draft is editable. You can add your own notes, correct errors, or enhance findings before approving and moving to the next step. The "Human Adjustments" section ensures your expertise augments the AI rather than being replaced by it. After review, click "Approve & Next Step" to progress through the workflow.

Best Practice

Always validate AI findings with qualified legal counsel before making binding decisions. Pocket Underwriter accelerates due diligence but does not replace professional judgment.