Evaluates SaaS tools for business adoption with feature comparison, pricing analysis, and migration planning. Use when choosing between software options for your business.
Use this skill when you need to:
DO NOT use this skill for full tech stack audits (use tool-stack-audit), building software, or vendor contract negotiations. This is for evaluating individual SaaS tool choices.
THE BEST TOOL IS NOT THE ONE WITH THE MOST FEATURES — IT IS THE ONE THAT SOLVES YOUR SPECIFIC PROBLEM AT A PRICE YOU CAN SUSTAIN, WITH THE LEAST FRICTION TO ADOPT.
| Input | What to Ask | Default |
|---|---|---|
| Problem to solve |
| "What specific problem are you trying to solve with this tool?" |
| No default — must be provided |
| Must-have features | "What features are absolutely required? Non-negotiable." | No default — list 3-5 |
| Nice-to-have features | "What features would be great but you could live without?" | None specified |
| Budget | "What is your monthly budget for this tool?" | Under $50/month |
| Options being considered | "What tools are you evaluating? List 2-5 options." | No default — research if needed |
| Current solution | "What are you using now, if anything?" | Manual process or spreadsheets |
| Integration needs | "What other tools does this need to connect to?" | None specific |
GATE: Confirm the brief before starting the evaluation.
| Criteria | [Tool A] | [Tool B] | [Tool C] |
|---|---|---|---|
| Monthly price | |||
| Annual price | |||
| Free tier/trial | |||
| Must-have 1 | Yes/No/Partial | ||
| Must-have 2 | Yes/No/Partial | ||
| Must-have 3 | Yes/No/Partial | ||
| Nice-to-have 1 | Yes/No | ||
| Nice-to-have 2 | Yes/No | ||
| Integrations | |||
| Mobile app | Yes/No | ||
| API access | Yes/No | ||
| Support quality | |||
| Data export | Yes/No |
Assign weights to each criterion:
| Criterion | Weight | Tool A | Tool B | Tool C |
|---|---|---|---|---|
| Must-have features | 40% | /10 | /10 | /10 |
| Price/value | 25% | /10 | /10 | /10 |
| Ease of use | 15% | /10 | /10 | /10 |
| Integrations | 10% | /10 | /10 | /10 |
| Support and reliability | 10% | /10 | /10 | /10 |
| Weighted total | 100% | /10 | /10 | /10 |
Check for costs beyond the subscription price:
GATE: Present the comparison and scores before making a recommendation.
## Recommendation: [Tool Name]
**Why this tool wins:**
1. [Primary reason — tied to must-have features]
2. [Secondary reason — tied to price or integration]
3. [Tertiary reason — tied to ease of use or support]
**Trade-offs to accept:**
- [What this tool does not do as well as competitors]
- [Feature gap that you can live without]
**Recommended plan:** [Plan name] at $[X]/month
**Total first-year cost:** $[X] (including any setup fees)
**Runner-up:** [Tool name] — choose this if [specific condition]
Before committing, test the recommended tool:
## Trial Checklist (7-14 days)
- [ ] Sign up for free trial
- [ ] Complete onboarding and initial setup
- [ ] Perform your top 3 use cases
- [ ] Test integration with [connected tool]
- [ ] Test data import from current solution
- [ ] Evaluate mobile experience (if relevant)
- [ ] Contact support with a test question (measure response time)
- [ ] Export data to confirm you can leave if needed
## Migration Plan: [Old Solution] → [New Tool]
**Timeline:** [X] weeks
**Week 1: Setup**
- Create account on recommended plan
- Configure settings and preferences
- Set up integrations
**Week 2: Data Migration**
- Export data from old solution
- Import into new tool
- Verify data accuracy
**Week 3: Transition**
- Run both tools in parallel
- Train yourself/team on new workflows
- Resolve any issues
**Week 4: Cutover**
- Disable old tool
- Cancel old subscription (check billing cycle)
- Confirm all workflows run on new tool
Save the evaluation for future reference:
## Decision Record: [Category] Tool Selection
**Date:** [Date]
**Decision:** Selected [Tool] for [purpose]
**Alternatives considered:** [List]
**Key factors:** [Top 3 reasons]
**Cost:** $[X]/month on [Plan]
**Review date:** [6 months from now — re-evaluate]
## SaaS Evaluation Checklist
- [ ] Problem to solve is clearly defined
- [ ] Must-have features listed (3-5 minimum)
- [ ] At least 3 tools compared side by side
- [ ] Comparison matrix includes features, pricing, and integrations
- [ ] Weighted scoring applied with rationale
- [ ] Hidden costs identified (setup, overages, scaling)
- [ ] Recommendation includes trade-offs and runner-up
- [ ] Trial testing plan documented and followed
- [ ] Migration plan created for switching tools
- [ ] Decision documented for future reference
Problem: Need a project management tool for client work Budget: $20/month Must-haves: Client-facing views, task assignments, file attachments
Recommendation excerpt: "Select Notion ($10/month, Plus plan). It covers all must-haves: shared client pages, task databases with assignments, and file attachments. It scores highest on ease of use and price, though Asana wins on advanced project reporting. Since you manage under 10 active projects, Notion's simplicity is a better fit than Asana's complexity. Re-evaluate in 6 months if project volume exceeds 20."