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Technical Requirements Interview

  • 87 installs
  • 1 repo stars
  • Updated June 17, 2026
  • validkeys/sherpy

Helps with ai & agent building tasks.

About

technical-requirements-interview is a Claude Code skill in the AI & Agent Building category.

  • technical-requirements-interview
  • AI & Agent Building
  • AI-coding skill

Technical Requirements Interview by the numbers

  • 87 all-time installs (skills.sh)
  • +2 installs in the week ending Aug 5, 2026 (Skillselion tracking)
  • Ranked #4,982 of 16,546 AI & Agent Building skills by installs in the Skillselion catalog
  • Data as of Aug 5, 2026 (Skillselion catalog sync)
npx skills add https://github.com/validkeys/sherpy --skill technical-requirements-interview

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Listed on Skillselion
Installs87
repo stars1
Last updatedJune 17, 2026
Repositoryvalidkeys/sherpy

What it does

Helps with ai & agent building tasks.

Files

SKILL.mdMarkdownGitHub ↗

Technical Requirements Interview

This skill guides you through a structured interview to derive technical requirements from business requirements.

Prerequisites

  • Completed {base_directory}/requirements/business-requirements.yaml file
  • Clear understanding of the problem domain

Interview Process

Rules

1. One question at a time - Never ask multiple questions in a single turn 2. Business context first - Load and understand business requirements before asking technical questions 3. Provide options - Each question includes 2-5 recommended options plus free-form input 4. Track progress - All Q&A pairs are immediately appended to {base_directory}/artifacts/technical-interview.jsonl 5. Resume capability - If JSONL exists, continue from last question 6. Structured output - Generate technical-requirements.yaml in {base_directory}/requirements/ upon completion

Interview Categories

The interview covers these areas in order:

1. Architecture & Patterns

  • Overall architecture style
  • Application structure
  • Component organization

2. Technology Stack

  • Programming language
  • Frameworks and libraries
  • Package management

3. Data Model & Storage

  • Data persistence strategy
  • Database selection
  • Schema design approach

4. API Design

  • API style (REST, GraphQL, RPC)
  • API framework
  • Versioning strategy

5. Security & Authentication

  • Authentication method
  • Authorization approach
  • Secrets management

6. Testing Strategy

  • Testing approach (TDD, BDD, etc.)
  • Test types (unit, integration, e2e)
  • Testing frameworks

7. Development & Tooling

  • Development workflow
  • Code quality tools
  • CI/CD approach

8. Deployment & Distribution

  • Deployment target
  • Packaging strategy
  • Release process

Question Format

Each question follows this structure:

## [Category Name]

**Question:** [Clear, specific question]

**Options:**
1. [Option 1] (Recommended) - [Brief description and rationale]
2. [Option 2] - [Brief description]
3. [Option 3] - [Brief description]
4. Type your own answer

Example Questions

Architecture

## Architecture & Patterns

**Question:** What architecture pattern best fits this project?

**Options:**
1. Monolithic application (Recommended) - Single deployable unit, simpler to develop and deploy initially
2. Microservices - Multiple independent services, better scaling but higher complexity
3. Serverless functions - Event-driven, scales automatically, but vendor lock-in
4. Plugin-based - Core engine with extensible plugins for flexibility
5. Type your own answer

Technology Stack

## Technology Stack

**Question:** Which programming language should be used?

**Options:**
1. TypeScript (Recommended) - Type-safe JavaScript, excellent tooling, large ecosystem
2. Python - Readable, extensive libraries, good for data processing and scripting
3. Go - Fast compilation, excellent concurrency, simple deployment
4. Rust - Memory safety without garbage collection, high performance
5. Type your own answer

Data Storage

## Data Model & Storage

**Question:** What data persistence strategy is appropriate?

**Options:**
1. File-based storage (Recommended) - Simple, portable, no database dependency
2. SQLite - Embedded relational database, good for local tools
3. PostgreSQL - Full-featured relational database, better for complex queries
4. NoSQL (MongoDB, etc.) - Flexible schema, good for document-based data
5. In-memory only - Fast but no persistence, suitable for ephemeral data
6. Type your own answer

JSONL Format

Track all questions and answers in {base_directory}/artifacts/technical-interview.jsonl.

See [references/interview-jsonl-spec.md](references/interview-jsonl-spec.md) for the complete JSONL schema with field definitions and examples.

Output Format

Generate {base_directory}/requirements/technical-requirements.yaml upon interview completion.

Create directory if it doesn't exist:

mkdir -p {base_directory}/requirements
mkdir -p {base_directory}/artifacts

The output document includes these top-level sections: project, version, generated, business_requirements_ref, architecture, technology_stack, project_structure, data_model, api, security, testing, development, ci_cd, deployment, monitoring, performance, scalability, constraints, trade_offs, and open_questions.

See [references/output-spec.md](references/output-spec.md) for the complete document specification with all fields, types, and validation rules.

See [references/example.yaml](references/example.yaml) for a full example.

Usage

To start a new technical interview:

/technical-requirements-interview [base-directory]

If no directory is provided, auto-detect by looking for requirements/business-requirements.yaml in the current directory.

If not found, prompt the user: "Where are your requirements documents located?"

Wait for the user to provide a path before proceeding. Store as base_directory.

The skill will automatically:

1. Load business requirements from {base_directory}/requirements/business-requirements.yaml as context 2. Check for existing {base_directory}/artifacts/technical-interview.jsonl 3. Resume from last question if found 4. Ask targeted technical questions 5. Generate technical-requirements.yaml in {base_directory}/requirements/ when complete 6. Save interview transcript to {base_directory}/artifacts/technical-interview.jsonl

Decision Tracking

Each technical decision should include:

1. Decision - What was decided 2. Rationale - Why this approach 3. Alternatives considered - What else was evaluated 4. Trade-offs - What was gained/lost 5. Reversibility - How hard to change later

Best Practices

1. Align with business needs - Every technical choice should support business requirements 2. Consider constraints - Respect timeline, budget, and skill constraints 3. Start simple - Choose simpler solutions over complex ones when possible 4. Plan for change - Make reversible decisions where possible 5. Document rationale - Future you will thank present you

Review & Gap Analysis

After generating technical-requirements.yaml, automatically perform a gap analysis:

Alignment Check

Business Alignment:

  • [ ] Architecture supports all functional requirements
  • [ ] Technology choices align with business constraints
  • [ ] Timeline is realistic for technical scope
  • [ ] Budget constraints respected in tool/service choices

Completeness Check:

Architecture:

  • [ ] Architecture pattern is clearly defined
  • [ ] Components and responsibilities documented
  • [ ] Data flow is clear
  • [ ] Integration points identified

Technology Stack:

  • [ ] Language and runtime specified
  • [ ] Frameworks and libraries listed
  • [ ] Versions specified where critical
  • [ ] Alternatives considered and documented

Data Model:

  • [ ] Storage strategy defined
  • [ ] Schema approach documented
  • [ ] Migration strategy if using database
  • [ ] Data validation approach specified

API:

  • [ ] API style chosen (REST/GraphQL/RPC)
  • [ ] Framework selected
  • [ ] Versioning strategy defined
  • [ ] Documentation approach specified

Security:

  • [ ] Authentication method defined
  • [ ] Authorization model specified
  • [ ] Secrets management approach
  • [ ] Input/output validation strategy

Testing:

  • [ ] Testing strategy defined (TDD/BDD/etc)
  • [ ] Test types specified (unit/integration/e2e)
  • [ ] Frameworks selected
  • [ ] Coverage targets set

Deployment:

  • [ ] Deployment target identified
  • [ ] Packaging format chosen
  • [ ] CI/CD approach defined
  • [ ] Release process documented

Consistency Check

  • [ ] No contradictions between technical decisions
  • [ ] Technology choices compatible with each other
  • [ ] Performance targets achievable with chosen stack
  • [ ] Security approach matches data sensitivity

Trade-off Analysis

Review documented trade-offs:

  • [ ] Each trade-off has clear rationale
  • [ ] Alternatives were seriously considered
  • [ ] Consequences understood and acceptable
  • [ ] Reversibility assessed

Gap Identification

Common Gaps to Check:

  • Missing error handling strategy
  • Undocumented edge cases
  • Unaddressed scalability concerns
  • Missing monitoring/observability plan
  • Unclear data migration path
  • Missing security threat model
  • Undocumented performance budgets
  • Missing disaster recovery plan
  • Unclear dependency versioning strategy
  • Missing code quality tooling

Open Questions Review

Check if open questions are:

  • [ ] Clearly stated
  • [ ] Have identified options
  • [ ] Impact is understood
  • [ ] Decision timeline defined

Review Output

Generate a gap analysis report with:

gap_analysis:
  business_alignment_score: [1-10]
  completeness_score: [1-10]
  consistency_score: [1-10]

  gaps_found:
    - category: [category]
      issue: [description]
      severity: [high/medium/low]
      recommendation: [how to address]
      business_impact: [what business requirement this affects]

  strong_areas:
    - [what's well-defined]

  trade_offs_review:
    - decision: [decision]
      assessment: [well-reasoned/needs-review/concerning]
      notes: [additional context]

  open_questions_assessment:
    - question: [question]
      blocking: [yes/no]
      recommendation: [resolve now/later/accept uncertainty]

  suggestions:
    - [improvement suggestions]

  ready_for_implementation: [yes/no/with-modifications]

If critical gaps found (severity: high or blocking open questions), ask:

"I've identified some gaps in the technical requirements that could impact implementation. Would you like to:

>

1. Address them now (I'll ask follow-up questions)
2. Proceed to implementation planning (address during development)
3. Review the gaps and decide"

Next Steps

After completing the technical requirements interview and gap analysis:

1. Review gap analysis report 2. Address any critical gaps or blocking questions 3. Validate technical choices are realistic 4. Use /implementation-planner to generate implementation plans

Examples

See [references/example.yaml](references/example.yaml) for a complete sample output.

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