ERP Evaluation Checklist: 40 Questions That Predict Implementation Success

Rate 8 critical ERP capabilities that determine success or failure. Scoring framework based on 200+ implementations.

Scoring Framework

Rate each question 1-5 based on vendor capability. Vendors scoring below 3.0 overall fail 70% of implementations within 18 months. Weight technical capabilities higher than feature promises.

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1= Does not meet requirements · 5 = Exceeds requirements

Evaluation Criteria

Data Migration & Recovery Capabilities (25%)Integration Reliability & Performance (20%)Industry-Specific Functionality Depth (15%)Concurrent User Performance & Scalability (10%)Support Quality & Business Continuity (10%)Total Cost Transparency & Predictability (10%)Customization & Upgrade Management (5%)Vendor Stability & Strategic Alignment (5%)

Data Migration & Recovery Capabilities

25% weight

Evaluate vendor ability to migrate complex historical data and recover from failures without starting over. Data problems kill 40% of ERP projects.

Sample Questions

  • Vendor demonstrates staged data migration with validation checkpoints and automated rollback procedures
  • Reference customers confirm successful migration of 5+ years historical data without corruption
  • Vendor provides detailed data cleanup assessment and timeline for your QuickBooks/legacy system complexity
  • Data migration includes parallel system operation period with cut-over contingency planning
  • Vendor guarantees data recovery within 24 hours if migration fails mid-process

Integration Reliability & Performance

20% weight

Assess real-world integration success rates and ongoing maintenance requirements. Failed integrations break business workflows for months.

Sample Questions

  • Pre-built connectors exist for Salesforce, Shopify, and your other critical business systems
  • Vendor provides published integration success rates above 90% with SLA guarantees
  • Integration failures trigger automatic alerts with 4-hour response time commitments
  • System handles 500+ API calls per hour without performance degradation during peak usage
  • Reference customers confirm integrations remain stable through vendor system upgrades

Industry-Specific Functionality Depth

15% weight

Validate software handles your industry's complex workflows without expensive customizations. Generic ERP costs $100,000+ in modifications.

Sample Questions

  • Vendor demonstrates complete drop-shipping workflow with partial shipments and supplier chargebacks
  • System includes lot tracking, quality control, and recall management without additional modules
  • Multi-location inventory transfers work automatically with proper accounting entries
  • Industry-specific reporting includes compliance requirements for your regulatory environment
  • Reference customers in your industry confirm workflows work without major customizations

Concurrent User Performance & Scalability

10% weight

Test system performance under realistic load conditions. Poor performance kills user adoption and business productivity.

Sample Questions

  • System maintains sub-3-second response times with 100+ concurrent users during peak operations
  • Month-end reporting runs without blocking order entry and other critical business functions
  • Vendor provides load testing results showing performance degradation points and recovery procedures
  • Infrastructure requirements scale predictably with user growth without architecture changes
  • Reference customers confirm stable performance during busy seasons and high-volume periods

Support Quality & Business Continuity

10% weight

Evaluate vendor commitment to resolving business-critical issues quickly. Poor support destroys ERP value and business operations.

Sample Questions

  • Business-critical issues receive 2-hour response guarantee with escalation procedures and penalties
  • Support team includes industry specialists who understand your business workflows
  • Vendor provides 24/7 support with US-based technicians, not offshore call centers
  • Reference customers confirm support quality remains consistent 18+ months after implementation
  • Support costs are fixed annually without per-incident charges or premium service tiers

Total Cost Transparency & Predictability

10% weight

Assess vendor honesty about long-term costs including hidden fees and price increases. Budget surprises destroy ERP ROI.

Sample Questions

  • Vendor provides binding 5-year cost estimate including storage, API usage, and typical customizations
  • No role-based licensing tricks where 'unlimited users' excludes portal access or mobile features
  • Price increases capped at inflation rate with contractual guarantees, not vendor discretion
  • Integration maintenance and customization upgrade costs specified upfront with fixed-price options
  • Reference customers confirm actual costs match vendor estimates without surprise fees

Customization & Upgrade Management

5% weight

Evaluate impact of customizations on system upgrades and long-term maintenance costs. Custom code becomes expensive technical debt.

Sample Questions

  • Vendor documents exactly what breaks during upgrades when you customize sales order workflows
  • Customization costs include ongoing maintenance through 3+ major version upgrades
  • System provides configuration-based customization that survives vendor updates without code changes
  • Reference customers confirm customizations work reliably after multiple system upgrades
  • Vendor offers fixed-price upgrade services with customization compatibility guaranteed

Vendor Stability & Strategic Alignment

5% weight

Assess vendor financial health and strategic direction to avoid platform abandonment. Vendor problems become your problems.

Sample Questions

  • Vendor provides financial statements showing stable revenue growth and positive cash flow
  • Product roadmap aligns with your industry needs without major architecture changes planned
  • Contract includes price protection and data portability guarantees if vendor is acquired
  • Vendor customer base is growing in your industry segment, not shifting to different markets
  • Reference customers express confidence in vendor long-term viability and continued investment

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