# Date/Time Friday October 24, 2025 09:43 CDT (UTC-05:00) # Change Tracking/Revision Table | Date/Time | Version | Description | Author | |----------------------------------|---------|--------------------------------------------------|---------------------| | 2025-10-24 09:43 CDT (UTC-05:00) | 1.0.0 | Initial knowledge transfer interview template | Charles N Wyble (@ReachableCEO) | # Changelog | Date/Time | Version | Description | |----------------------------------|---------|--------------------------------------------------| | 2025-10-24 09:43 CDT (UTC-05:00) | 1.0.0 | Initial creation of operational knowledge transfer interview | --- # OPERATIONS-KNOWLEDGE-TRANSFER.md ## Knowledge Transfer Interview: Operational Environment Information This document serves as a structured interview guide to capture your extensive operational knowledge from your tenure as Chief Operating Officer and Vice President Technical Operations, as you transition to Chief Technology and Product Officer. ### Instructions - Complete this interview periodically to capture evolving operational knowledge - Use AI assistance to conduct the interview, asking questions one by one - Fill out as much detail as possible - remember, you've found AI interviewing very effective for knowledge capture - Update regularly as your role evolves ## Section 1: Role and Responsibilities Overview ### 1.1 Current Role Transition - What was your primary focus as Chief Operating Officer? - What were your key responsibilities as Vice President Technical Operations? - What are your new responsibilities as Chief Technology and Product Officer? - What operational responsibilities are transitioning with this role change? - What operational responsibilities are being delegated or transferred? ### 1.2 Organizational Structure - What was your reporting structure as COO/VP Technical Operations? - Who reported to you directly? - Who will report to you in your new CTO/PTO role? - What operational teams remain under your influence? - What operational processes cross into your product/technology responsibilities? ## Section 2: Technical Operations Knowledge ### 2.1 Infrastructure and Systems - What are the core technical systems you managed? - What monitoring and alerting systems were in place? - What were the critical operational metrics and KPIs you tracked? - What were the most common technical issues or bottlenecks? - What system capacity and scaling processes did you oversee? ### 2.2 Processes and Procedures - What were the standard operational procedures you established? - How did you handle incident response and escalation? - What was your change management process? - How did you manage vendor relationships and SLAs? - What operational documentation did you maintain? ### 2.3 Tools and Technologies - What operational tools did you rely on most heavily? - What automation systems were in place? - What security tools and processes did you manage? - What development and deployment tools did you oversee? - What analytics and reporting tools did you use? ## Section 3: Operational Procedures and Workflows ### 3.1 Daily Operations - What were your daily operational routines and checks? - What were the key operational reports you reviewed? - How did you prioritize operational tasks? - What were the critical operational handoffs? - How did you monitor operational health? ### 3.2 Weekly and Monthly Operations - What weekly operational reviews did you conduct? - What monthly operational reports did you prepare? - What operational planning cycles did you follow? - What operational reviews and retrospectives did you lead? - What operational budget and resource planning did you manage? ### 3.3 Crisis and Emergency Operations - What operational crisis scenarios did you plan for? - What was your disaster recovery process? - How did you manage operational emergencies? - What escalation procedures were in place? - What were the recovery time objectives for different systems? ## Section 4: Vendor and Partner Management ### 4.1 Key Vendors and Partners - Who were your most critical operational vendors? - What service level agreements (SLAs) did you manage? - What was your vendor evaluation process? - What vendor relationships are critical to maintain? - How did you handle vendor performance issues? ### 4.2 Contract and Financial Management - What operational budgets did you manage? - How did you track operational costs and ROI? - What were the most significant operational expenses? - What operational contracts required ongoing management? - How did you negotiate operational service agreements? ## Section 5: Team Management and Leadership ### 5.1 Team Structure and Management - What operational teams did you build and lead? - What were the key roles and responsibilities in your operational teams? - How did you handle team performance management? - What training and development did you provide to operational staff? - What was your approach to operational team communication? ### 5.2 People Processes - How did you conduct operational team meetings and reviews? - What operational hiring processes did you follow? - How did you manage operational team transitions and onboarding? - What operational team recognition and motivation approaches did you use? - How did you handle operational team conflicts or challenges? ## Section 6: Compliance, Security, and Risk Management ### 6.1 Compliance Requirements - What compliance frameworks did you operate under? - What operational compliance processes did you maintain? - How did you handle compliance audits and reporting? - What were the critical operational compliance controls? - How did you stay current with compliance changes? ### 6.2 Security Operations - What security protocols did you implement and maintain? - How did you monitor operational security posture? - What security incident response procedures did you follow? - What operational security training did you provide? - How did you manage security vulnerabilities and patches? ### 6.3 Risk Management - What operational risks did you identify and manage? - How did you assess and prioritize operational risks? - What operational risk mitigation strategies did you implement? - How did you report operational risks to stakeholders? - What operational risk monitoring processes did you maintain? ## Section 7: Performance and Optimization ### 7.1 Operational Metrics and KPIs - What operational metrics were most important to track? - How did you measure operational performance? - What operational dashboards did you maintain? - How did you report operational performance to stakeholders? - What operational improvement targets did you set? ### 7.2 Continuous Improvement - What operational improvement processes did you follow? - How did you identify operational inefficiencies? - What operational optimization projects did you lead? - How did you measure the impact of operational improvements? - What operational best practices did you establish? ## Section 8: Transition and Knowledge Transfer ### 8.1 Critical Knowledge Areas - What operational knowledge is most critical to preserve? - What operational decisions require your specific experience? - What operational relationships are important to maintain? - What operational institutional knowledge would be lost if not documented? - What operational patterns and behaviors have you observed over time? ### 8.2 Succession Planning - Who will assume these operational responsibilities? - What training materials do they need? - What operational processes need to be transferred? - What operational relationships need to be transitioned? - What operational authority and decision-making rights are changing? ## Section 9: Integration with Product and Technology ### 9.1 New CTO/PTO Role Integration - How do operational insights influence product decisions? - What operational data informs product strategy? - How do operational requirements impact technology decisions? - What operational feedback loops exist with product teams? - How do operational metrics align with product goals? ### 9.2 Cross-functional Coordination - How do operational teams coordinate with product teams? - What operational constraints affect product development? - How do you ensure operational considerations are included in product planning? - What operational requirements gathering processes exist? - How do you balance operational stability with product innovation? ## Section 10: Tools, Systems, and Automation ### 10.1 Operational Tooling - What tools did you use for operational planning? - What systems did you use for operational monitoring? - What tools did you use for operational reporting? - What automation systems did you build or manage? - What operational dashboards and visualization tools did you use? ### 10.2 Process Automation - What operational processes were automated? - What operational tasks remained manual? - How did you decide what to automate? - What operational automation maintenance was required? - What were the benefits and challenges of operational automation? --- ## Instructions for AI-Assisted Completion: You can use AI to help complete this interview by: 1. **Sequential Questioning**: Ask the AI each question one by one to get detailed responses 2. **Follow-up Probing**: Ask "Can you help me think of more details about..." for each section 3. **Memory Triggers**: Ask the AI to suggest sub-topics you might have forgotten 4. **Pattern Recognition**: Ask the AI to identify important areas that may not be covered 5. **Review and Expansion**: After completing each section, ask for additional considerations Example interaction pattern: - "Please ask me: 'What were your daily operational routines and checks?'" - "What other daily operational routines might I have forgotten to mention?" - "Based on my role as COO, what routine might I be overlooking?" This document should be completed periodically as your role evolves and new operational knowledge accumulates.