Organizations lose millions annually to a problem hiding in plain sight: nobody can clearly articulate what roles actually do, how they connect to organizational goals, or why they exist. Role descriptions, when they exist at all, are outdated documents nobody references. Organizational charts show reporting lines but reveal nothing about accountabilities, decision rights, or performance expectations. The result is Business Amnesia about one of your most valuable assets—your people.
I'm excited to introduce Waymaker's People module, purpose-built to solve this pervasive organizational memory problem through AI-powered role descriptions, automated org chart generation, and systematic performance alignment. This isn't incremental improvement to HR systems—it's a fundamental reconception of how organizations capture, preserve, and activate institutional knowledge about roles, responsibilities, and performance.
After two decades watching organizations struggle with role clarity and performance alignment, we've built a system that transforms organizational memory about people from vague assumptions into precise, accessible, actionable knowledge that drives both individual success and organizational performance.
The Hidden Cost of Role Amnesia
Before explaining the People module, it's essential to understand the problem it solves. Most organizations suffer from what I call Role Amnesia—the systematic loss of institutional knowledge about what roles actually do and why they matter:
The Outdated Role Description Problem
Traditional role descriptions, when they exist, are:
- Created during hiring: Written to attract candidates, not manage performance
- Immediately obsolete: Never updated as roles evolve
- Generic and vague: Could describe dozens of different jobs
- Disconnected from strategy: Make no reference to organizational goals
- Nobody references them: Filed and forgotten after hiring
Research from SHRM shows that 60%+ of role descriptions are over two years old, and fewer than 20% of employees can accurately describe their role's connection to organizational strategy.
The Unclear Accountability Crisis
Without clear role definitions, accountability evaporates:
- Multiple people assume someone else owns critical responsibilities
- Important work falls through gaps because nobody owns it
- Decision-making becomes political rather than principled
- Performance conversations lack objective reference points
- New hires struggle to understand what success looks like
The Organizational Chart Delusion
Traditional org charts create illusion of clarity while revealing almost nothing useful:
- Show reporting relationships but not accountabilities
- Static snapshots that don't reflect actual work patterns
- No connection to strategic goals or performance expectations
- Politically sensitive, making updates contentious
- Provide structure without substance
The Performance Misalignment Problem
When role clarity is weak, performance management becomes subjective:
- Managers and employees have different expectations
- Performance goals don't connect to role accountabilities
- Feedback lacks objective foundation
- Career progression criteria are opaque
- High performers get frustrated while mediocre performance persists
One technology company I advised calculated that role ambiguity cost them approximately 15-20% of employee productivity through duplicated work, missed accountabilities, and time wasted clarifying what should have been clear from role design.
Introducing Waymaker People: AI-Powered Organizational Memory
The Waymaker People module addresses these problems through three integrated capabilities that build comprehensive organizational memory about roles, structure, and performance.
AI-Powered Role Descriptions: Clarity at Scale
The foundation is AI-generated role descriptions that transform vague job titles into precise, actionable accountability frameworks:
Intelligent Role Generation: Provide basic information (role title, department, level), and AI generates comprehensive role description including:
- Core Purpose: Why this role exists and what value it creates
- Key Accountabilities: Specific outcomes this role owns
- Decision Rights: What this role can decide independently vs. escalate
- Performance Expectations: What great performance looks like
- Strategic Connection: How this role serves organizational goals
- Success Metrics: How to measure whether role is succeeding
Context-Aware Customization: The AI doesn't generate generic descriptions—it incorporates:
- Your industry and business model context
- Your organizational size and complexity
- Your strategic priorities and goals
- Your organizational culture and values
- Specific requirements you provide
Continuous Evolution: As roles evolve, easily update descriptions maintaining organizational memory about:
- Why roles changed and when
- What capabilities became more/less important
- How strategic priorities shifted role emphasis
- Lessons learned about role effectiveness
Organizational Learning: Over time, the system learns from your organization:
- Which role designs work well versus poorly
- What accountabilities frequently overlap or create gaps
- How roles should connect to achieve strategic goals
- What performance expectations drive best results
One consulting firm using the module generated 150 comprehensive, customized role descriptions in 3 days—work that would have taken their HR team 6 months using traditional approaches, and with far superior quality and strategic alignment.
Automated Org Charts: Structure That Reveals Substance
Traditional org chart tools focus on visual representation. Waymaker's org charts integrate role descriptions, performance data, and strategic alignment to reveal organizational substance:
Dynamic Generation: Org charts automatically generate from role data, always current and accurate. Add a role, and the chart updates immediately. Reorganize reporting lines, and visualization adapts automatically.
Multi-Dimensional Views: Beyond traditional hierarchy, view organization through multiple lenses:
- Accountability View: Who owns what outcomes
- Strategic Alignment: How roles connect to strategic goals
- Capability Map: What skills and expertise exist where
- Decision Rights: Who decides what and who provides input
- Performance Overview: Visual performance patterns across structure
Collaboration Patterns: Understand actual work patterns, not just reporting lines:
- Which roles frequently collaborate
- Where cross-functional dependencies exist
- What communication patterns emerge
- Where silos are forming versus healthy integration
Scenario Planning: Model organizational changes before implementing:
- How would restructuring affect accountabilities?
- What gaps would emerge from role eliminations?
- Where would overlaps occur with new roles?
- What strategic capabilities would reorganization enable?
Organizational Memory Preservation: As structure evolves, maintain history:
- Why reorganizations occurred
- What was learned from structural experiments
- How organizational design evolved with strategy
- What structural patterns correlate with performance
One fast-growing startup used scenario modeling to test three different organizational structures before implementing, preventing expensive restructuring mistakes and maintaining strategic clarity through rapid growth.
Performance Alignment: Goals Connected to Roles
The most powerful capability is systematic connection between role accountabilities and goal achievement:
Goal-Role Integration: Every role explicitly connects to organizational goals:
- Which strategic objectives does this role serve?
- What quarterly goals is this role accountable for?
- How does role performance impact team and company success?
- What metrics reveal whether role is succeeding?
Cascading Clarity: Goals cascade from strategy through organizational levels:
- Enterprise goals define organizational priorities
- Department goals serve enterprise objectives
- Team goals enable departmental success
- Role accountabilities support team goals
- Individual performance connects to role accountabilities
Performance Visibility: Make role performance immediately visible:
- Are role-holders achieving their accountabilities?
- Which roles are critical path for strategic goals?
- Where are performance gaps creating strategic risk?
- What pattern exists across similar roles?
Development Planning: Use role-goal connection to guide development:
- What capabilities must improve for role success?
- How should role evolve as strategy shifts?
- What stretch assignments would accelerate development?
- Where should succession planning focus?
Organizational Learning: Build systematic memory about performance:
- What drives exceptional versus mediocre role performance?
- How do different role designs affect outcomes?
- Which accountabilities matter most for strategic success?
- What performance patterns emerge across organization?
How the People Module Builds Organizational Memory
The real power isn't individual features—it's how they integrate to build comprehensive organizational memory:
Memory Layer 1: Role Knowledge
Current State Memory: At any moment, instantly access:
- Complete understanding of every role's purpose and accountabilities
- How roles connect to organizational goals
- What performance expectations exist
- Who owns what decisions
Evolution Memory: Track how roles change over time:
- Why role accountabilities shifted
- When capabilities became more/less critical
- How strategic changes affected role design
- What was learned from role experiments
Design Memory: Preserve knowledge about effective role design:
- Which role structures work well in your context
- What accountabilities frequently overlap or create gaps
- How roles should connect for strategic execution
- What span of control works for different situations
Memory Layer 2: Organizational Structure
Current Structure Memory: Always-current understanding of:
- How organization is structured and why
- Where accountabilities sit
- What collaboration patterns exist
- How structure serves strategy
Structural Evolution Memory: Historical record of:
- How organization restructured and why
- What structural experiments succeeded versus failed
- How growth affected organizational design
- What structural patterns correlate with performance
Design Principles Memory: Accumulated wisdom about:
- What organizational structures work in your context
- How to design for scale while maintaining agility
- Where to centralize versus decentralize
- What structural anti-patterns to avoid
Memory Layer 3: Performance Intelligence
Individual Performance Memory: For each role:
- Historical performance patterns
- Development trajectory and growth
- Strengths, gaps, and potential
- Impact on goal achievement
Role Performance Memory: Across similar roles:
- What drives exceptional performance
- Common performance challenges
- Effective vs. ineffective approaches
- Capability development patterns
Organizational Performance Memory: System-level patterns:
- How organizational design affects performance
- Where structural issues create performance problems
- What role designs correlate with goal achievement
- How performance patterns shift with growth
Practical Use Cases: How Organizations Use the People Module
Real organizations are using the People module to solve specific challenges:
Use Case 1: Scaling Without Losing Clarity
Challenge: Fast-growing startup doubling headcount annually, losing role clarity and accountability
Solution:
- AI-generated role descriptions for all new positions
- Automated org charts maintaining structural clarity
- Performance alignment ensuring new roles serve strategic goals
- Organizational memory preventing role design mistakes
Result: Maintained role clarity despite 120% annual growth, reduced onboarding time 40%, improved new hire performance
Use Case 2: Post-Merger Integration
Challenge: Two companies merging, duplicate roles, unclear accountabilities, cultural confusion
Solution:
- Standardized role descriptions across merged entities
- Scenario planning for organizational integration
- Clear accountability mapping preventing gaps and overlaps
- Performance alignment connecting roles to combined strategy
Result: Faster integration, clearer role transitions, maintained performance through merger uncertainty
Use Case 3: Strategic Pivot
Challenge: SaaS company pivoting from SMB to enterprise market, existing roles misaligned with new strategy
Solution:
- Redefined roles aligned with enterprise go-to-market
- Automated org chart showing new structure
- Performance goals connected to pivot objectives
- Memory capture about why roles evolved
Result: Successful pivot with clear role accountability, 30% faster than previous strategic shifts
Use Case 4: Performance Management Professionalization
Challenge: Mid-market company with informal performance management, inconsistent expectations, frustrated high performers
Solution:
- Clear role descriptions providing objective performance foundation
- Goal-role alignment creating measurable expectations
- Performance visibility surfacing both excellence and mediocrity
- Development planning based on role requirements
Result: Reduced high performer turnover, improved accountability, more effective performance conversations
Use Case 5: Succession Planning
Challenge: Executive team approaching retirement, unclear succession, critical knowledge at risk
Solution:
- Comprehensive executive role descriptions capturing accountabilities
- Succession scenario planning through org chart modeling
- Performance data identifying internal candidates
- Knowledge transfer planning based on role requirements
Result: Smooth leadership transitions, preserved institutional knowledge, maintained strategic continuity
Implementation: Getting Started with the People Module
Organizations implement the People module through systematic phases:
Phase 1: Role Clarity Foundation (Weeks 1-4)
Week 1: Core Role Mapping
- Inventory all current roles and reporting structure
- Identify critical roles requiring immediate clarity
- Define organizational context for AI generation
- Establish role description standards
Week 2-3: AI-Powered Role Generation
- Generate initial role descriptions for priority roles
- Review and customize based on organizational context
- Validate with role-holders and managers
- Refine descriptions based on feedback
Week 4: Foundation Review
- Validate role descriptions with leadership
- Ensure strategic alignment
- Identify gaps or overlaps in accountabilities
- Plan remaining role documentation
Phase 2: Organizational Structure (Weeks 5-8)
Week 5-6: Org Chart Implementation
- Input reporting relationships and role connections
- Generate automated org charts
- Create multi-dimensional views (accountability, strategic alignment)
- Validate structure with stakeholders
Week 7-8: Structure Optimization
- Identify structural gaps or inefficiencies
- Model alternative organizational structures
- Plan structural improvements
- Implement refinements
Phase 3: Performance Alignment (Weeks 9-12)
Week 9-10: Goal-Role Connection
- Connect roles to strategic and quarterly goals
- Define role-specific performance metrics
- Establish accountability for goal achievement
- Create performance visibility dashboards
Week 11-12: System Integration
- Integrate People module with existing goal management
- Establish performance review processes
- Train managers on using role-performance data
- Launch organizational memory systems
Ongoing: Continuous Evolution
Monthly:
- Update role descriptions as accountabilities evolve
- Refresh org charts with structural changes
- Review performance alignment and adjust
Quarterly:
- Conduct systematic role-performance reviews
- Extract lessons about effective role design
- Update strategic alignment based on goal shifts
- Refine organizational structure based on learning
Annually:
- Comprehensive organizational design review
- Major role description updates aligning with strategy
- Succession planning using role and performance data
- Strategic reorganization if needed
The Future of Organizational Memory About People
The People module represents a fundamental shift in how organizations think about role clarity, organizational structure, and performance alignment—from periodic HR activities to continuous organizational memory building.
We're continuing to develop capabilities that deepen this memory:
Predictive Performance Analytics: Using accumulated organizational memory to predict:
- Which role designs will succeed in your context
- What structural changes would improve performance
- Where capability gaps will emerge before they do
- How organizational evolution should anticipate strategic shifts
Collaborative Intelligence: Connecting role memory across organizations:
- How do high-performing companies design similar roles?
- What organizational structures work best for your industry and stage?
- What performance patterns distinguish exceptional from average?
- What role design mistakes should you avoid?
Automated Organizational Design: AI-powered recommendations for:
- Optimal role accountabilities given strategic goals
- Most effective organizational structures for your situation
- Performance improvement opportunities based on role-goal alignment
- Succession planning based on comprehensive performance memory
Conclusion: From Role Amnesia to Organizational Intelligence
Traditional approaches to role descriptions, org charts, and performance management create expensive organizational amnesia. Role clarity fades, accountabilities blur, performance expectations vary, and institutional knowledge evaporates when people leave.
The Waymaker People module transforms this dynamic through AI-powered role clarity, automated organizational visualization, and systematic performance alignment—building comprehensive organizational memory that captures, preserves, and activates knowledge about your most valuable asset: your people.
This isn't just more efficient HR administration. It's building organizational intelligence that compounds over time—improving role design based on accumulated learning, optimizing structure based on performance patterns, and aligning individual performance with strategic goals in ways manual systems can't match.
The organizations that build this organizational memory will outperform competitors who rely on outdated role descriptions, static org charts, and disconnected performance management. They'll scale faster, execute better, maintain clarity through growth, and preserve institutional knowledge through transitions.
Start building your organizational memory about people today. The clarity, alignment, and performance improvements will compound into sustainable advantages that capital and talent alone can't replicate.
Stuart Leo is the founder of Waymaker and author of "Resolute," helping organizations build comprehensive organizational memory that drives sustainable performance improvement.
About the Author

Stuart Leo
Stuart Leo founded Waymaker to solve a problem he kept seeing: businesses losing critical knowledge as they grow. He wrote Resolute to help leaders navigate change, lead with purpose, and build indestructible organizations. When he's not building software, he's enjoying the sand, surf, and open spaces of Australia.