Not every AI vendor deserves your business. Some will overpromise and underdeliver. Others have security practices that should disqualify them. This guide identifies warning signs to watch for before you sign.
Executive Summary
- Red flags during evaluation predict problems during implementation and operation
- Security evasiveness is the most serious red flag—never compromise on this
- Unrealistic performance claims indicate either dishonesty or lack of understanding
- Pressure tactics often mask underlying problems with the product or company
- Reference reluctance suggests unhappy customers or lack of deployment experience
- Financial instability can leave you stranded mid-implementation
- Trust your instincts—if something feels wrong, investigate further
- One red flag may be explainable; multiple red flags warrant walking away
- Better to find problems during evaluation than after contract signing
Why This Matters Now
The AI vendor landscape is chaotic. Well-funded startups fail. Established companies ship immature AI features. Marketing far outpaces capability. Due diligence has never been more important.
The cost of choosing the wrong vendor includes:
- Failed implementation
- Wasted budget and time
- Damaged credibility for AI initiatives
- Potential security or compliance incidents
- Painful switching costs
Early warning signs, if heeded, can save you from these outcomes.
Definitions and Scope
Red Flag: A warning sign that indicates potential problems with a vendor.
Due Diligence: Investigation and evaluation before entering into a business relationship.
Scope of this guide: Warning signs during AI vendor evaluation—before contract signing.
The 10 Red Flags
Red Flag #1: Evasive Answers About Data Handling
Warning signs:
- Can't clearly explain where data is stored
- Vague about whether your data trains their models
- Unclear about data retention and deletion
- Resistance to signing DPA or providing security documentation
Why it matters: Data handling is fundamental to AI security and compliance. If they can't or won't explain it clearly, either they don't know or they're hiding something.
What to do: Ask direct questions in writing. Request documentation. If answers remain vague, consider it disqualifying.
Example red flag response:
- "Our data practices are proprietary"
- "Trust us, we take security seriously"
- "No one else asks these questions"
Red Flag #2: No Clear Security Certifications
Warning signs:
- No SOC2 Type II report
- No ISO27001 certification
- "We're working on it" for extended periods
- Can't provide penetration test summaries
- Defensive when asked about security practices
Why it matters: Certifications aren't perfect, but they indicate minimum security hygiene. Vendors processing business data should have basic certifications.
What to do: Require certification or clear timeline. For startups, accept a credible security roadmap with interim evidence.
Acceptable for early-stage:
- SOC2 Type I with Type II in progress
- Detailed security questionnaire responses
- Willingness to undergo customer security assessment
Red Flag #3: Unrealistic Performance Claims
Warning signs:
- "99% accuracy" claims without context
- Guaranteed results without understanding your data
- Dismissing questions about edge cases
- No acknowledgment of AI limitations
- Claims that seem too good to be true
Why it matters: AI performance varies by use case, data quality, and context. Vendors who promise universal high performance either don't understand AI or are being dishonest.
What to do: Ask for performance metrics from similar implementations. Request POC with your data. Compare claims to industry benchmarks.
Realistic AI claims sound like:
- "Our customers typically see 85-95% accuracy, depending on data quality"
- "Initial accuracy is usually around X, improving to Y with tuning"
- "Here are the scenarios where our AI struggles"
Red Flag #4: Lack of Reference Customers
Warning signs:
- Can't provide references in your industry
- References are all pilots or POCs, not production
- Long-standing customers unavailable to talk
- References seem coached or scripted
- "Confidential customer" without any alternatives
Why it matters: References validate vendor claims and reveal real-world experience. Lack of references suggests either no customers or unhappy ones.
What to do: Insist on speaking with actual production customers. Ask probing questions. If impossible, treat claims with extreme skepticism.
Good reference signs:
- Multiple customers willing to speak
- References in production for 6+ months
- Candid discussion of both strengths and challenges
Red Flag #5: Hidden Pricing or Aggressive Lock-In
Warning signs:
- Won't provide pricing without extensive sales process
- Key features require additional "modules" at extra cost
- Proprietary data formats that complicate exit
- Long minimum commitments without flexibility
- Penalties for reducing usage or early termination
Why it matters: Hidden pricing often means costs will surprise you. Lock-in removes your leverage and flexibility.
What to do: Request complete pricing upfront. Model costs at different usage levels. Review contract terms for lock-in. Ensure data portability.
Fair pricing signs:
- Transparent pricing calculator or published rates
- Clear explanation of what's included
- Standard data export formats
- Reasonable termination provisions
Red Flag #6: Vague Implementation Timelines
Warning signs:
- Can't estimate implementation timeline
- History of delayed implementations (check references)
- Unrealistic timelines that seem too fast
- No clear methodology or project plan
- "It depends" to every timeline question
Why it matters: Implementation delays are costly. Vendors who can't estimate have either no experience or chaotic processes.
What to do: Request implementation timeline from similar customers. Ask about typical delays and causes. Build contingency into your planning.
Good timeline signs:
- Specific phase-by-phase estimates
- Acknowledgment of customer dependencies
- Historical data on actual vs. planned timelines
- Clear methodology and milestones
Red Flag #7: Limited Customization or Integration
Warning signs:
- "One size fits all" approach
- Can't integrate with your key systems
- Custom integration is "coming soon" indefinitely
- API documentation is sparse or outdated
- Integration requires extensive custom development
Why it matters: AI that doesn't fit your workflow won't be adopted. Integration complexity drives implementation cost and timeline.
What to do: Validate integrations you need exist and work. Test API documentation accuracy. Factor integration cost into total evaluation.
Good integration signs:
- Pre-built connectors for common systems
- Complete, accurate API documentation
- Customer examples of similar integrations
- Vendor resources for integration support
Red Flag #8: No Clear Product Roadmap
Warning signs:
- Can't discuss future product direction
- Roadmap changes dramatically between conversations
- Key features you need are "on the roadmap" with no timeline
- No investment in the specific area you need
- Roadmap seems reactive to customer requests without strategy
Why it matters: Product direction indicates vendor's understanding of the market and commitment to improvement. No roadmap suggests no vision.
What to do: Ask about roadmap in detail. Understand priority of features you need. Assess whether vendor direction aligns with your needs.
Good roadmap signs:
- Clear themes and priorities
- Mix of customer-driven and vision-driven features
- Reasonable timelines with track record of delivery
- Alignment with your future needs
Red Flag #9: Financial Instability Signals
Warning signs:
- Recent layoffs or leadership departures
- Struggling to raise funding (for startups)
- Revenue concentration in few customers
- Key employees leaving
- Unusual contract terms (prepayment required, etc.)
- Acquisition rumors
Why it matters: Vendor failure leaves you stranded. Financial pressure leads to support cuts, product stagnation, and eventual shutdown.
What to do: Research company financial health. For startups, assess funding runway. For established companies, review financial stability indicators. Include contract protections.
Stability indicators:
- Recent funding or profitability
- Growing customer base
- Stable leadership team
- Healthy employee retention
Red Flag #10: Poor Support Responsiveness
Warning signs:
- Slow response during evaluation
- Can't get answers to technical questions
- Sales-focused but technical team unavailable
- Generic responses to specific questions
- "We'll get back to you" without follow-through
Why it matters: Evaluation responsiveness predicts post-sale support. If they're slow now, they'll be worse when you're locked into a contract.
What to do: Track response times during evaluation. Ask references about support experience. Test technical support with real questions.
Good support signs:
- Fast, substantive responses during evaluation
- Technical resources available, not just sales
- References confirm good support experience
- Clear support SLAs with teeth
Risk Register Snippet: Vendor Red Flag Assessment
| Red Flag | Risk Level | Investigation Method | Decision Impact |
|---|---|---|---|
| Security evasiveness | Critical | Direct questions, documentation requests | Disqualifying |
| No certifications | High | Certification verification | Disqualifying or risk acceptance |
| Unrealistic claims | High | POC, reference checks | Strong negative factor |
| No references | High | Insist on references | Strong negative factor |
| Hidden pricing | Medium | Detailed pricing analysis | Negative factor |
| Vague timelines | Medium | Reference checks, methodology review | Negative factor |
| Limited integration | Medium | Technical assessment, API review | Depends on needs |
| No roadmap | Medium | Roadmap discussion | Negative factor |
| Financial instability | High | Financial research, news review | Strong negative factor |
| Poor responsiveness | Medium | Track during evaluation | Negative factor |
What To Do When You Find Red Flags
One Red Flag
Action: Investigate further
- Ask clarifying questions
- Seek additional evidence
- Compare to other vendors
- Document concern and vendor response
Multiple Red Flags
Action: Serious reconsideration
- Assess cumulative risk
- Discuss with stakeholders
- Consider whether relationship is viable
- Prepare to walk away
Critical Red Flags (Security, Major Dishonesty)
Action: Disqualify
- Document findings
- Remove from consideration
- Inform stakeholders
- Move to alternative vendors
Evaluation Checklist
Security:
- Clear data handling explanation
- Certifications verified
- Security documentation provided
Claims:
- Performance claims are realistic
- Limitations acknowledged
- Claims validated by references or POC
References:
- Production references available
- References spoke candidly
- Reference experience aligns with vendor claims
Commercial:
- Pricing is transparent
- Lock-in terms are reasonable
- Exit provisions are acceptable
Operations:
- Integration is feasible
- Timeline is realistic
- Support responsiveness is adequate
Stability:
- Financial position is stable
- Roadmap aligns with needs
- Leadership is stable
FAQ
Q: What if the only vendor that meets our needs has red flags? A: Assess whether red flags are addressable through contract terms, risk mitigation, or additional oversight. Document your risk acceptance decision.
Q: Are red flags at startups different from established vendors? A: Somewhat. Startups may lack certifications but have them in progress. Focus on trajectory and commitment, not just current state.
Q: How do I raise red flag concerns internally? A: Document findings objectively. Present to stakeholders with evidence. Recommend action based on cumulative risk.
Q: Can red flags be negotiated away in contract? A: Some can (pricing, terms). Others can't (security practices, financial stability, product capability).
Q: What if sales pressure makes me want to ignore red flags? A: Resist. Sales pressure is itself a red flag. Take time needed to make a sound decision.
Next Steps
Red flags during evaluation are warnings about problems you'll face post-contract. Heed them. Investigate them. And be willing to walk away when the risks are too high.
Need help evaluating AI vendors?
Book an AI Readiness Audit to get expert guidance on vendor due diligence and risk assessment.
References
- Gartner: "Vendor Risk Assessment Framework"
- NIST: "Cybersecurity Supply Chain Risk Management"
- World Economic Forum: "Third-Party Risk Management"
- IAPP: "AI Vendor Assessment Guide"
Frequently Asked Questions
Watch for inability to provide references, evasive security answers, unrealistic accuracy claims, pressure tactics, financial instability indicators, and unwillingness to discuss limitations.
Research funding history, ask about customer concentration, check for leadership turnover, review industry press, and consider whether their pricing is sustainable.
Be skeptical of 99%+ accuracy claims, promises that seem too good, reluctance to define or guarantee performance, and case studies without verifiable details.
References
- Vendor Risk Assessment Framework. Gartner
- Cybersecurity Supply Chain Risk Management. NIST
- Third-Party Risk Management. World Economic Forum
- AI Vendor Assessment Guide. IAPP

