If you don't get satisfactory answers to these questions, you're likely buying tech-debt and security risks disguised as software.

1. Order Management Coverage & Tooling

Does your platform provide end-to-end order management capabilities with appropriate tooling at each stage: front-end order placement integration, edge case handling, customer service interfaces for order modifications, and inventory/vendor integration management?

2. Performance & Scalability Under Load

What are your system's load characteristics and resilience protocols? Does your infrastructure auto-scale both horizontally and vertically? Can you guarantee sustained processing of at least 100+ orders per second without degradation?

3. Role-Based Access Control

Does your platform implement granular role-based permissions so different user types can perform only their designated actions?

4. Compliance & Data Security

Is your platform SOC 2 compliant, and can you provide current certification documentation? Does it conform to PCI standards for credit card billing?

5. Disaster Recovery & Business Continuity

What is your RTO and RPO in the event of a system failure? Can you walk us through your disaster recovery plan and the last time you tested a full system recovery?

6. API Reliability & SLA Guarantees

What are your documented API uptime SLAs, and what remediation do you offer when they're not met? Can you provide actual uptime metrics from the past 12 months?

7. Integration Flexibility & Technical Debt

How does your platform handle custom integrations beyond standard connectors? What is your API versioning strategy and deprecation notice period?

8. Multi-Channel Order Orchestration & Centralized Customer Service

How does your platform handle orders from multiple sales channels simultaneously, with unified inventory visibility and a centralized customer service interface?

9. Mixed-Channel Order Fulfillment with Print-on-Demand

Can your system intelligently process orders containing items fulfilled from different sources within a single transaction — warehouse, print-on-demand, and drop-ship — as one unified order experience?

10. Advanced Routing & Orchestration Logic

What sophistication does your routing engine support for complex fulfillment scenarios, including split shipments, partial fulfillments, and dynamic re-routing when a fulfillment path fails?