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Vendor Evaluation & Due Diligence

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@1kalin

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Vendor Evaluation & Due Diligence

Structured framework for evaluating software vendors, service providers, and technology partners before signing contracts.

What This Does

Runs a systematic vendor assessment across 8 dimensions:

  1. Financial Stability — Revenue signals, funding, burn rate indicators
  2. Technical Fit — Architecture compatibility, integration complexity, API quality
  3. Security & Compliance — SOC2, ISO27001, GDPR, data residency
  4. Pricing Analysis — TCO modeling, hidden costs, contract traps
  5. Reference Check — Customer sentiment, G2/Capterra scores, churn signals
  6. Support Quality — SLA terms, response times, escalation paths
  7. Vendor Lock-in Risk — Data portability, switching costs, proprietary dependencies
  8. Roadmap Alignment — Product direction vs. your needs over 12-36 months

How to Use

Tell your agent:

  • "Evaluate [vendor] for [use case]"
  • "Compare [vendor A] vs [vendor B] for our [need]"
  • "Run due diligence on [company] before we sign"

The agent will research the vendor using web search and produce a scored evaluation report with a GO / CAUTION / NO-GO recommendation.

Scoring

Each dimension scores 1-10. Overall score is weighted:

  • Technical Fit & Security: 2x weight
  • Pricing & Lock-in: 1.5x weight
  • All others: 1x weight

Thresholds:

  • 75+ = GO (proceed with negotiation)
  • 50-74 = CAUTION (address gaps before committing)
  • Below 50 = NO-GO (find alternatives)

Output Format

## Vendor Evaluation: [Name]
**Use Case:** [What you're buying]
**Date:** [Assessment date]
**Overall Score:** [X/100] — [GO/CAUTION/NO-GO]

### Dimension Scores
| Dimension | Score | Key Finding |
|-----------|-------|-------------|
| Financial Stability | X/10 | ... |
| Technical Fit | X/10 | ... |
| ... | ... | ... |

### Critical Risks
- [List dealbreakers or major concerns]

### Negotiation Leverage
- [Points to push on in contract talks]

### Recommendation
[Final verdict with reasoning]

Instructions for Agent

When asked to evaluate a vendor:

  1. Search the web for: "[vendor] reviews", "[vendor] pricing", "[vendor] SOC2", "[vendor] alternatives", "[vendor] G2 reviews"
  2. Check for recent funding/layoff news
  3. Look at their API documentation quality
  4. Find contract terms and SLA information
  5. Score each dimension with evidence
  6. Produce the evaluation report
  7. Flag any dealbreakers prominently

Be direct. Companies hide bad news — dig for it. A vendor that looks perfect probably isn't. Find the tradeoffs.

For comparative evaluations, use the same framework side-by-side with a clear winner per dimension.

Source

git clone https://clawhub.ai/1kalin/afrexai-vendor-evalView on GitHub

Overview

Provides a structured eight-dimension framework to evaluate software vendors, service providers, and partners before signing contracts. It combines financial stability, technical fit, security, pricing, references, support, lock-in risk, and roadmap alignment into a weighted GO/CAUTION/NO-GO verdict.

How This Skill Works

Scores each dimension on a 1-10 scale and applies explicit weights (Technical Fit & Security = 2x, Pricing & Lock-in = 1.5x, others = 1x). Uses web research, API quality checks, SLA terms, and documented evidence to generate a Vendor Evaluation report with an overall score, dimension details, critical risks, negotiation leverage, and a GO/CAUTION/NO-GO recommendation.

When to Use It

  • Before signing contracts with a software vendor
  • When evaluating multiple vendors for a specific use case
  • During due diligence on a potential technology partner
  • To surface pricing traps, hidden costs, and lock-in risks
  • When preparing a leadership-ready go/no-go decision

Quick Start

  1. Step 1: Tell your agent to evaluate [vendor] for [use case]
  2. Step 2: Research across eight dimensions and collect evidence from sources
  3. Step 3: Review the GO/CAUTION/NO-GO report and plan negotiation

Best Practices

  • Score each dimension 1-10 using concrete evidence from vendor docs, reviews, and terms
  • Prioritize Technical Fit and Security in the scoring as they carry heavier weights
  • Verify SOC 2, ISO 27001, GDPR compliance and data residency as applicable
  • Highlight dealbreakers and red flags prominently in the Critical Risks section
  • Use the same framework for side-by-side comparisons to ensure fair decisions

Example Use Cases

  • Evaluating a cloud CRM vendor before procurement
  • Comparing AI model hosting platforms for data residency and security
  • Assessing a security services provider’s SLAs and incident response
  • Running due diligence on a data integration partner with a multi-year roadmap
  • Uncovering hidden costs and contract traps in enterprise software licensing

Frequently Asked Questions

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