Introduction: Why Most Software Projects Still Struggle
Only 35% of software projects succeed worldwide. That number has barely moved in a decade.
What accounts for the other 65%? An estimated 66% of organizations report delays tied to unclear requirements. 80% of project failures are attributed to poor communication between stakeholders and development teams. The annual cost of failed software projects reaches roughly $2 trillion globally.
70% of digital transformation projects fail. Not because of technology limitations, but because organizations build software without understanding what they actually need.
Effective requirements gathering prevents these problems by defining exactly what needs to be built before anyone writes code. AI tools have made building software faster than ever, which makes getting requirements right even more critical. Building the wrong thing quickly is not progress.
This guide covers practical techniques for gathering and documenting requirements, including how AI is changing the process in 2026. It is written for small businesses working with custom software developers.
For custom development support, start here: Custom software development.
Part 1: Understanding What Requirements Actually Are
Requirements define the contract between what's expected and what gets built. They answer the fundamental question: "What does this software need to do?"
Functional Requirements
Functional requirements describe specific behaviors and features:
- "Users can create an account using email and password"
- "The system calculates shipping costs based on weight and destination"
- "Admins can export data to CSV format"
Each functional requirement specifies an action the system performs.
Non-Functional Requirements
Non-functional requirements describe how the system performs:
- Performance: "Page load time under 3 seconds"
- Security: "Data encrypted at rest and in transit"
- Scalability: "Support 1,000 concurrent users"
- Availability: "99.9% uptime"
- Usability: "New users complete core task in under 2 minutes"
These are often overlooked until problems emerge in production.
Constraints
Constraints limit how the software can be built:
- Technical: "Must integrate with existing ERP system"
- Budget: "Development costs cannot exceed $75,000"
- Timeline: "Must launch before Q3"
- Regulatory: "Must comply with HIPAA requirements"
Constraints shape the solution as much as features do.
Assumptions
Document assumptions explicitly. Unstated assumptions cause conflict later:
- "Users have reliable internet access"
- "The client will provide product data in standard format"
- "Mobile support is not required for initial release"
When assumptions prove wrong, you'll have documented why decisions were made.
Part 2: Who Needs to Be Involved
Requirements gathering fails when key perspectives are missing. Identify stakeholders early and include them throughout.
Business Stakeholders
The people funding the project need to define:
- Business objectives and success criteria
- Budget and timeline constraints
- Priority of features relative to business goals
- Approval authority for scope decisions
End Users
The people who will actually use the software are often forgotten:
- What problems do they face today?
- What workflows do they follow?
- What frustrations do they have with current tools?
- What would make their work easier?
Talking directly to users reveals requirements that stakeholders don't think to mention.
Technical Leads
Developers and architects need to understand:
- Integration requirements with existing systems
- Technical constraints and dependencies
- Security and compliance requirements
- Performance expectations
Their input prevents requirements that are technically unfeasible or unnecessarily expensive.
Subject Matter Experts
For domain-specific software, include people who understand:
- Industry regulations and standards
- Business process details
- Edge cases and exceptions
- Terminology and definitions
Don't assume the development team can figure out domain knowledge on their own.
For guidance on working with development teams, see: Working With a Custom Software Developer.
Part 3: Requirements Gathering Techniques
Different techniques reveal different types of information. Use multiple methods for comprehensive requirements.
Stakeholder Interviews
One-on-one conversations uncover detailed needs:
Preparation:
- Review existing documentation and systems
- Prepare open-ended questions
- Allow 60-90 minutes per session
Effective questions:
- "Walk me through how you do [task] today."
- "What's the most frustrating part of the current process?"
- "If you could change one thing, what would it be?"
- "What would success look like for this project?"
Capture everything:
- Record sessions (with permission)
- Take notes on actual words used
- Note emotions and emphasis
- Follow up on vague statements
Observation and Shadowing
Watching users work reveals what interviews miss:
- Steps users don't think to mention (they're automatic)
- Workarounds they've normalized
- Inefficiencies they've stopped noticing
- Real-time problems as they occur
Spend at least half a day observing actual work before designing solutions.
Document Analysis
Review existing materials:
- Current system documentation
- Process flowcharts
- Training materials
- Support tickets and complaints
- Competitor products
These reveal requirements that interviews might miss.
Workshops and Group Sessions
Bring stakeholders together for collaborative requirements gathering:
- Whiteboard current workflows
- Identify pain points as a group
- Prioritize needs together
- Build consensus on scope
Group dynamics surface disagreements that one-on-one interviews wouldn't reveal.
Remote and Distributed Team Techniques
Many teams now gather requirements across time zones and locations. This is not a limitation if you structure it properly.
Anonymous text input delivers real advantages over face-to-face workshops. Participants provide more honest feedback when they can type responses privately rather than speak in front of executives. Tools like surveys, shared documents, and async feedback forms capture perspectives that meeting dynamics would suppress.
Structured collaboration works. Ad-hoc does not. Remote requirements gathering requires deliberate facilitation. Set clear agendas, use timed exercises, and assign explicit roles. Unstructured video calls produce vague outcomes.
Practical cadence for distributed teams:
- Quarterly planning sessions for strategic alignment (these may justify travel)
- Monthly check-ins to review progress and surface new requirements
- Async documentation reviews between meetings
- Time zone-aware scheduling that rotates inconvenience fairly
Record every session. Distributed teams cannot rely on hallway conversations to fill gaps.
Prototyping and Wireframing
Visual representations clarify requirements faster than documents:
- Low-fidelity sketches for early concepts
- Interactive wireframes for user feedback
- Clickable prototypes for testing assumptions
Users react more accurately to visuals than to written descriptions.
AI-powered prototyping tools have dramatically accelerated this process. In 2026, teams can move from idea to testable prototype in hours rather than weeks:
- Figma Make (launched May 2025) converts natural language descriptions into functional prototype layouts directly inside Figma. Describe a screen and get a working starting point.
- Lovable generates full-stack MVPs from text prompts, producing applications you can immediately test with users.
- Vercel v0 converts designs and descriptions into production-ready code components.
- Bolt.new provides browser-based rapid prototyping where you describe what you want and get working software to evaluate.
Gartner projects that 70% of new applications will use low-code or no-code tools by 2026. For requirements gathering, this matters because stakeholders can interact with real software instead of static documents. The feedback is more specific and more useful.
The risk with AI prototyping is that a polished-looking prototype creates premature confidence. A generated prototype demonstrates one possible solution. It does not validate the underlying requirements. Test the requirements, not the prototype.
Part 3.5: AI-Assisted Requirements Gathering
AI is changing how teams capture, validate, and manage requirements. Understanding what's available helps you work more efficiently without outsourcing judgment.
What LLMs Can Do for Requirements
A systematic review of 74 studies from 2023-2024 shows LLMs shifting rapidly from simple defect detection toward more sophisticated requirements work. Publication counts in AI-assisted requirements engineering rose 136% in 2024 alone.
In controlled studies, ChatGPT-4 produced requirements rated higher for alignment with stakeholder intent than junior analysts. It did so 720 times faster at 0.06% of the human cost. Those numbers sound dramatic, but they reflect a specific, narrow task: translating described needs into structured requirements documents.
Where LLMs add real value:
- Drafting initial user stories from meeting transcripts or notes
- Identifying gaps and contradictions in requirements documents
- Converting informal descriptions into structured formats (EARS, Gherkin)
- Generating acceptance criteria from user stories
- Checking requirements against standards like INCOSE
Where LLMs fall short:
- Understanding unstated business context
- Navigating organizational politics and priorities
- Validating that requirements reflect actual user needs
- Making trade-off decisions between competing stakeholder interests
- Identifying requirements that nobody thought to mention
Use LLMs to accelerate documentation. Keep humans in charge of decisions.
AI Requirements Management Tools
The AI requirements management market was valued at roughly $1.59 billion in 2025 and is projected to reach $1.75 billion by 2026. Several tools stand out for practical use:
Jama Connect Advisor uses NLP to check requirements against INCOSE and EARS standards. It flags ambiguous language, missing conditions, and structural problems. For teams that struggle with writing testable requirements, this catches issues before they reach development.
aqua cloud offers voice-to-requirement creation. Describe what you need in about 15 seconds and the system generates a structured requirement with acceptance criteria. This is genuinely useful during stakeholder interviews where participants resist writing things down.
Copilot4DevOps provides one-click generation of features, test scripts, and Gherkin scenarios from work items in Azure DevOps. It bridges the gap between business requirements and development artifacts.
Visure handles AI-powered traceability matrix generation and impact analysis. When a requirement changes, it identifies every connected artifact that needs updating. This is valuable on larger projects where manual traceability becomes unmanageable.
The Vibe Coding Shift
"Vibe coding" describes using AI to generate working software from natural language descriptions. When tools like Cursor, Copilot, and Claude Code reduce build time by 50-75%, the economics of software development shift fundamentally.
Stakeholder review becomes the new bottleneck. Development used to be the constraining factor. With AI-assisted coding, teams can build faster than stakeholders can review. Requirements need to account for this by establishing clear review cadences and decision authority upfront.
Requirements should focus on outcomes, not specifications. When building is cheap and fast, detailed technical specifications matter less. Instead, focus requirements on:
- Purpose: What business problem does this solve?
- Impact measurement: How will we know it's working?
- Success criteria: What does good look like?
- Constraints: What must be true regardless of implementation?
Treat business cases as experiments. With dramatically reduced delivery time, you can afford to test ideas rather than exhaustively specify them. Ship a small version, measure results, and iterate. This changes requirements gathering from a comprehensive upfront exercise to an ongoing cycle of hypothesis and validation.
This does not mean requirements become less important. It means they become different. Outcome-focused requirements are harder to write than feature lists. "Reduce invoice processing time by 40%" demands more thought than "add a bulk upload button."
Part 4: Documenting Requirements
Requirements only matter if they're documented clearly enough to guide development.
User Stories
User stories describe requirements from the user's perspective:
Format: "As a [type of user], I want [goal] so that [benefit]."
Examples:
- "As a customer, I want to save my payment method so that I can check out faster."
- "As an admin, I want to export reports to Excel so that I can share them with stakeholders."
- "As a new user, I want a guided tutorial so that I can learn the system quickly."
User stories now serve a dual purpose. In 2026, well-written user stories guide both human developers and AI coding agents. A story with a clear goal, specific acceptance criteria, and defined constraints gives an AI agent enough context to generate a working implementation. Stories written vaguely for humans are even vaguer for AI.
This means writing better stories pays double dividends. Invest the time to make them precise.
AI-generated user stories can accelerate the drafting process. Feed meeting notes or stakeholder transcripts into an LLM and it will produce a reasonable first draft. But treat AI-generated stories as starting points, not finished artifacts. They need human review to ensure they reflect actual priorities and context that the AI could not observe.
Acceptance Criteria
Each user story needs acceptance criteria that define specific conditions for "done":
User Story: "As a customer, I want to reset my password."
Acceptance Criteria:
- User clicks "Forgot Password" on login page
- System sends email with reset link within 2 minutes
- Reset link expires after 24 hours
- New password must meet security requirements
- User receives confirmation after successful reset
Acceptance criteria remove ambiguity about what's expected. They also serve as direct inputs for AI-generated test scripts using tools like Copilot4DevOps, which can convert acceptance criteria into automated test cases.
Use Cases
Use cases detail step-by-step interactions:
Use Case: User places an order
Primary Flow:
- User adds items to cart
- User proceeds to checkout
- System displays shipping options
- User selects shipping method
- System calculates total
- User enters payment information
- System processes payment
- System confirms order
Alternative Flows:
- Payment fails → System displays error, requests new payment
- Item out of stock → System notifies user, suggests alternatives
Requirements Traceability Matrix
Track requirements through development:
| Requirement ID | Description | Priority | Status | Test Case |
|---|---|---|---|---|
| REQ-001 | User registration | Must | Complete | TC-001 |
| REQ-002 | Password reset | Must | In Progress | TC-002 |
| REQ-003 | Social login | Could | Not Started | TC-003 |
This matrix ensures nothing gets lost between requirements and delivery. Tools like Visure can now generate and maintain traceability matrices automatically, flagging orphaned requirements and untested features.
Part 5: Prioritizing Requirements
Not all requirements are equal. Prioritization focuses limited resources on what matters most.
How AI Changes Prioritization
When AI-assisted development reduces build time by 50-75%, the cost of building a feature drops significantly. This changes the prioritization calculus.
Perfect upfront prioritization matters less. With faster iteration cycles, teams can ship smaller increments and reprioritize based on real feedback. Instead of debating whether a feature is "Should Have" or "Could Have" for months, build a minimal version and measure its impact.
AI-enhanced backlog refinement is available through tools like Jira AI Assist and Azure DevOps AI features. These tools suggest priority adjustments based on dependency analysis, team velocity, and stakeholder feedback patterns. They are useful for surfacing overlooked items, though final prioritization decisions still belong to humans.
Shorter feedback loops through automation mean teams can validate priorities faster. Deploy a feature, measure adoption, and decide within days whether to expand or pivot. This makes prioritization a continuous activity rather than a one-time exercise.
MoSCoW Framework
Categorize requirements into:
- Must Have: Critical for launch. Without these, the product fails.
- Should Have: Important but not essential. Include if possible.
- Could Have: Nice to have. Include only if time/budget permits.
- Won't Have: Explicitly out of scope for this release.
Be ruthless with "Must Have." Most teams overload this category.
Value vs. Effort Matrix
Plot requirements on two dimensions:
- High Value, Low Effort: Do first (quick wins)
- High Value, High Effort: Plan carefully (major features)
- Low Value, Low Effort: Consider for later (nice to have)
- Low Value, High Effort: Skip (not worth it)
With AI-assisted development, many items shift from "High Effort" to "Low Effort." Re-evaluate the matrix with current tooling in mind.
Kano Model
Categorize requirements by user expectation:
- Basic: Expected features users assume exist (login, logout)
- Performance: More is better (speed, capacity)
- Delighters: Unexpected features that create satisfaction
Neglecting basic features causes frustration. Delighters differentiate products.
Part 6: Avoiding Common Mistakes
Jumping to Solutions
Wrong: "We need a mobile app." Right: "Field workers need to submit reports without returning to the office."
The first is a solution. The second is a requirement that might have multiple solutions.
Vague Requirements
Wrong: "The system should be fast." Right: "Pages load in under 2 seconds on 4G connections."
Vague requirements can't be tested or verified.
Over-Relying on AI-Generated Requirements
AI tools can draft requirements quickly, but speed creates its own risk. Generated requirements often sound complete while missing critical context. A well-phrased requirement that reflects the wrong business need is worse than a rough requirement that captures the right one.
Always validate AI-generated requirements with the stakeholders who understand the problem. The AI wasn't in the room when the frustration was expressed.
Missing Non-Functional Requirements
Teams focus on features and forget:
- How fast it needs to perform
- How secure it needs to be
- How many users it must support
- How available it must remain
These requirements affect architecture decisions that are expensive to change later.
Scope Creep
New requirements emerge during development. Manage them with:
- Change request process
- Impact assessment for new requirements
- Trade-off discussions (add this, remove that)
- Version planning (defer to future release)
"Yes, and..." is more sustainable than "Yes" without trade-offs.
Skipping Validation
Requirements based on assumptions fail. Validate with:
- User testing of prototypes
- Stakeholder sign-off on documented requirements
- Technical feasibility review by developers
- Regular check-ins as understanding evolves
For guidance on custom vs. off-the-shelf decisions, see: Custom Software vs. Off-the-Shelf.
Part 7: Requirements Throughout the Project
Requirements gathering isn't a one-time event. Needs evolve as understanding deepens.
Initial Discovery
Before project kickoff:
- Stakeholder interviews
- Document analysis
- High-level requirements list
- Scope boundaries
Detailed Requirements
During planning:
- User stories and acceptance criteria
- Technical specifications
- Prioritization
- Estimates and timeline
Ongoing Refinement
During development:
- Clarification of ambiguous requirements
- Change request processing
- Backlog grooming with AI-assisted analysis
- Sprint planning
User stories now serve double duty during refinement. Teams returning to engineering fundamentals are finding that well-structured stories with clear acceptance criteria outperform vague tickets with attached Slack threads, both for human developers and AI agents. The discipline of writing precise requirements has become more important, not less, as AI handles more of the building.
Validation
Before and after delivery:
- User acceptance testing
- Requirements traceability verification
- Stakeholder approval
- Post-launch feedback collection
Getting Started with Your Project
Clear requirements are the foundation of successful software. Time invested upfront saves multiples in development.
AI tools have made building faster, but they have not made understanding your business easier. Requirements gathering remains the most human part of software development. No AI can sit in your office, watch your team work, and understand why Tuesday afternoons are chaotic.
If you're planning a custom software project, start with requirements. Define what you need before discussing how to build it. The clearer your requirements, the more accurate your estimates and the better your outcomes.
Need help gathering and documenting requirements? We start every engagement with a discovery phase to ensure we understand what success looks like before writing code.
Start here: Custom software development
For broader planning: Digital strategy consulting
FAQs
1. What is requirements gathering in software development?
Requirements gathering is the process of identifying what a software project must do before development begins. It defines features, functionality, constraints, and success criteria. In 2026, AI tools can accelerate parts of this process, but human judgment remains essential for defining business outcomes.
2. Why is requirements gathering important?
Only 35% of software projects succeed worldwide. 66% of organizations report delays from unclear requirements, and an estimated $2 trillion is wasted annually on failed projects. Clear requirements remain the strongest predictor of project success.
3. Who should be involved in requirements gathering?
Include business stakeholders (who fund it), end users (who use it), technical leads (who build it), and subject matter experts (who understand the domain).
4. How long should requirements gathering take?
Traditionally 10-15% of total project time. With AI coding tools reducing build time by 50-75%, requirements gathering becomes proportionally more important. A faster build cycle means you can iterate, but each iteration still needs clear direction.
5. What's the difference between functional and non-functional requirements?
Functional requirements describe what the system does (features). Non-functional requirements describe how it performs (speed, security, scalability).
6. How do I prioritize requirements?
Use frameworks like MoSCoW (Must/Should/Could/Won't) or value vs. effort matrices. With AI-assisted development enabling faster iteration, teams can ship smaller increments and reprioritize based on real user feedback rather than predictions.
7. Can AI tools help with requirements gathering?
Yes. Tools like Jama Connect Advisor check requirements against quality standards. aqua cloud converts voice descriptions into structured requirements. Copilot4DevOps generates test scripts from work items. LLMs can draft user stories from meeting notes. These tools accelerate the process but do not replace stakeholder engagement.
8. What is vibe coding and how does it affect requirements?
Vibe coding uses AI to generate working software from natural language descriptions. When building is dramatically faster, requirements should focus on outcomes rather than detailed specifications. Define the purpose, success criteria, and constraints. Let the implementation be fluid.
Eiji
Founder & Lead Developer at eidoSOFT
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