OMS Evaluation Guide | KIBO x Aries Solutions

137 Questions You Should Be Asking Before You Select an OMS

Most OMS evaluations stall at the demo. This guide gives commerce, operations, and technology leaders a complete framework to pressure-test any platform, from inventory accuracy and routing logic to agentic commerce readiness and B2B workflows.

Three Ways to Put This Guide to Work

  • Before the Demo: Send relevant sections to vendor contacts in advance so answers are prepared, not improvised.
  • During the Evaluation: Use the questions as a scoring framework to compare vendor responses across the same criteria.
  • During Reference Checks: Adapt these questions for conversations with the vendor’s existing customers — particularly around implementation experience and post-go-live support.

Everything You Need to
Run a Rigorous OMS Evaluation

Vendor demos are designed to impress, not expose gaps. This guide gives you the questions that reveal what platforms can actually do — and what they can’t.

The 14 Evaluation Dimensions Covered:

  • Inventory Management and Availability — Real-time accuracy, oversell prevention, ATP calculations
  • Order Routing, Sourcing, and Allocation — Rules engine depth, profitability logic, split order handling
  • Order Promising and Estimated Delivery Dates — EDD accuracy, consistency across touchpoints, API access
  • Solution Architecture and Operational Support — API-first claims, upgrade models, support escalation
  • Fulfiller UI and In-Store Workflows — Real-world usability, mobile support, SLA visibility
  • Dropship and Vendor Network Management — Onboarding, compliance enforcement, visibility
  • Out-of-Box Integrations — Breadth, depth, and maintenance across ERPs, carriers, and marketplaces
  • B2B-Specific Order Management — PO workflows, net terms, account-level allocation, quote-to-order
  • AI Strategy and Agentic Commerce Readiness — Live AI capabilities vs. roadmap, autonomous order flows
  • Implementation Approach and Team — Methodology, SI selection, phasing, risk mitigation
  • Accommodation of Unique Business Needs — Config vs. custom dev, upgrade ownership
  • Differentiation of Providers — What makes platforms genuinely distinct beyond marketing language
  • Product Roadmap and Customer Voice — Prioritization process, customer influence, feature delivery
  • Reference Checks — Structured questions that surface real implementation experience