Background on Patterns and Pattern Languages
Patterns are recurring solutions to common problems within a given context. In architecture and urban planning, Christopher Alexander's The Timeless Way of Building defines a pattern as a structured solution that balances forces within a space. Patterns are not arbitrary but emerge from real experiences, adapting over time to reflect what works best.
Each pattern consists of three essential components:
Context – The recurring situation or challenge. Problem – The system of forces or tensions that arise in this context. Solution – A proven approach that resolves the tension and enables wholeness. A strong pattern does not prescribe a rigid action but provides guiding principles for decision-making and adaptation. Patterns interconnect, forming a pattern language—a cohesive system of strategies that evolve with experience.
This same approach can be applied to career development. By identifying personal patterns from past work experiences, interests, and strengths, individuals can create a guiding framework for navigating their careers with clarity and flexibility.
Instructions for AI
Your task is to analyze my career and life experiences, interests, criteria, and strengths and generate three (3) structured career patterns using the framework above. The goal is to help me recognize repeating structures in my life and extract patterns that I can apply to future decisions. These patterns should not just be surface-level (e.g., recurring job roles) but should highlight deeper guiding principles that shape my approach to work and growth.
As background to your work, you should ask yourself the following questions:
Motivations: What drives my career choices? (e.g., autonomy, problem-solving) Learning Style: How do I best engage with new skills and environments? Decision Triggers: What factors prompt major career pivots? Resilience: How do I navigate uncertainty and setbacks? Collaboration: What patterns emerge in how I work with others? Strengths & Blind Spots: What hidden strengths or weaknesses shape my approach? Meta-Patterns: Are there overarching themes in how I evolve professionally? Inputs
My Career Interests: make over $200,000 per year work max 30 hours per week My Past Work & Learning Experiences: Experience 1 Experience Title: B.Sc. (Hons) Geography (Trent University).
Start Date: Sep 1, 2004.
End Date: Jan 1, 2008.
Description: - **Degree Title**: B.Sc. (Hons) Geography
- **Institution**: Trent University
- **Location**: Peterborough, ON
- **Completion Year**: 2008.
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , , , , , , .
, Experience 2
Experience Title: M.Sc. Environmental and Life Sciences (Trent University) .
Start Date: Jan 1, 2011.
End Date: Jan 1, 2012.
Description: - **Experience Title**: M.Sc. Environmental and Life Sciences
- **Institution**: Trent University
- **Location**: Peterborough, ON
- **Year of Experience**: 2011
- **Status**: Withdrew with permission.
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: .
, Experience 3
Experience Title: Municipal Law Program - Unit 1 (AMCTO) .
Start Date: Jan 1, 2014.
End Date: Jan 1, 2014.
Description: **Title**: Municipal Law Program - Unit 1
**Organization**: AMCTO (Association of Municipal Managers, Clerks and Treasurers of Ontario)
**Date**: 2014.
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , .
, Experience 4
Experience Title: Deputy Clerk (Township of Ryerson) .
Start Date: Jan 1, 2013.
End Date: Jan 1, 2015.
Description: **Title:** Deputy Clerk
**Organization:** Township of Ryerson
**Location:** Burk’s Falls, ON
**Dates:** 2013 to 2015
**Responsibilities and Achievements:**
- Advised and supported the Chief Administrative Officer and Council with procedural, financial, and strategic guidance and policy development.
- Secured new provincial infrastructure funding by updating the internal application process, designing and undertaking a data collection and analysis program, and drafting successful funding applications..
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , , , , , , , , , , .
, Experience 5
Experience Title: Chief Administrative Officer and Legislative Clerk (Municipality of Magnetawan) .
Start Date: Jan 1, 2015.
End Date: Jan 1, 2018.
Description: - **Title**: Chief Administrative Officer and Legislative Clerk
- **Organization**: Municipality of Magnetawan
- **Location**: Magnetawan, ON
- **Dates**: 2015 to 2018
**Responsibilities and Achievements**:
- Advised Council and led the leadership team and unionized workforce, focusing on improving customer service, managing corporate risk, updating legacy processes and technology, building partnerships with neighboring municipalities and government, and enhancing financial and strategic planning.
- Acted as Clerk, Chief Returning Officer, Head of Records & Privacy, and Committees Coordinator.
- Served as project manager for facilities renewal, managing the purchase and redevelopment of a nine-hectare commercial/business/recreation park, and overseeing community center renovation under a federal funding agreement.
- Developed a metrics- and data-driven asset management program through public consultation.
- Enhanced public works issue intake, tracking, and resolution by standardizing resident feedback documentation and linking issues with work schedules and the asset management database.
- As Community Emergency Management Coordinator, developed and stewarded the emergency management plan and HIRA, and organized tabletop training sessions for staff, Council, and stakeholders.
- Championed the formation of a Regional Economic Development Department by building relationships between 14 municipalities and government representatives, analyzing data to draft agreements and funding applications, preparing budgets and reports, and advising Councils and staff..
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , , , , , , , , , , , , , , , , , , , , .
, Experience 6
Experience Title: Business Innovation Certificate Program – Courses 1 & 2 (University of Toronto) .
Start Date: Jan 1, 2018.
End Date: Jan 1, 2018.
Description: - **Title**: Business Innovation Certificate Program – Courses 1 & 2
- **Organization**: University of Toronto
- **Date**: 2018.
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: .
, Experience 7
Experience Title: Human-Centred Design for Community Change (Tamarack Institute) .
Start Date: Jan 1, 2018.
End Date: Jan 1, 2018.
Description: - **Experience Title:** Human-Centred Design for Community Change
- **Organization Name:** Tamarack Institute
- **Location:** Guelph, ON
- **Date:** 2018.
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , , , , , .
, Experience 8
Experience Title: Municipal Administration Program – Units 1, 2 & 3 (AMCTO) .
Start Date: Jan 1, 2016.
End Date: Jan 1, 2018.
Description: **Experience Title**: Municipal Administration Program – Units 1, 2 & 3
**Organization Name**: AMCTO (Association of Municipal Managers, Clerks and Treasurers of Ontario)
**Dates**: 2016 - 2018
The experience is listed under the Education section, and no detailed descriptions of responsibilities or achievements are provided for this coursework..
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: .
, Experience 9
Experience Title: Clerk and Manager of Policy (Toronto and Region Conservation Authority) .
Start Date: Jan 1, 2018.
End Date: Dec 31, 2018.
Description: **Descriptive Information Regarding Experience:**
- **Title:** Clerk and Manager of Policy
- **Organization:** Toronto and Region Conservation Authority
- **Location:** Vaughan, ON
- **Year:** 2019
**Responsibilities and Achievements:**
- Optimized management of board meetings and overhauled the corporate policy program.
- Provided strategic and procedural advice to the Board of Directors (28 members), Executive team, and staff.
- Managed board meeting and internal committee processes.
- Enhanced use of the meeting management software:
- Introduced metrics for report tracking.
- Automated workflows.
- Reduced time to prepare agendas.
- Improved staff user experience.
- Redesigned the corporate policy framework to align CEO/CFOO mandates with staff needs and mitigate risk:
- Identified policy and process challenges, gaps, and areas for improvement by working with staff.
- Developed a policy framework in consultation with key stakeholders.
- Planned, recruited, and managed a cross-departmental policy review committee.
- Collaborated with IT to introduce software tools for policy management and development..
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , , , , , , , , , , , , , , , , , , , , , , , , , , , .
, Experience 10
Experience Title: Coordinator - Secretariat Services (Toronto Transit Commission) .
Start Date: Jan 1, 2019.
End Date: Jan 1, 2021.
Description: **Position Title:** Coordinator - Secretariat Services (Clerk’s Office)
**Organization Name:** Toronto Transit Commission
**Dates:** 2019 – 2021
**Responsibilities and Achievements:**
- Facilitated communication and provided effective board reports and agendas by liaising with City Councillors, leadership, and staff.
- Offered strategic advice to the Director on improving board reporting, understanding stakeholder needs, and business requirements.
- Contributed to redesigning the board reporting process, which involved:
- Collecting and analyzing performance data.
- Conducting interviews with staff and process mapping.
- Identifying business impacts and core problems.
- Developing solutions and advocating for stakeholder collaboration.
- Created the first Secretariat Services Board Meeting SOP, aiming to optimize the role in managing Board meetings and minimize corporate risk, errors, and waste.
- Enhanced public communication processes by introducing a deputation request intake form, standardizing staff responses, and updating website content.
- Suggested improvements to intergovernmental relations through:
- Conducting research.
- Drafting a revised protocol to document and visualize intergovernmental issues and relationships..
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , , , , , , , , , , , , , .
, Experience 11
Experience Title: Lean Six Sigma Green Belt Certification (University of Toronto) .
Start Date: Jan 1, 2021.
End Date: Jan 1, 2021.
Description: - Title of Experience: Lean Six Sigma Green Belt Certification
- Organization: University of Toronto
- Location: Toronto, Ontario
- Date Achieved: 2021.
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , , , .
, Experience 12
Experience Title: Business Efficiencies Consultant (Toronto Transit Commission) .
Start Date: Jan 1, 2021.
End Date: Jan 1, 2022.
Description: **Title:** Business Efficiencies Consultant
**Organization:** Toronto Transit Commission
**Location:** Toronto, ON
**Dates:** 2021 – 2022
**Key Responsibilities and Achievements:**
- Led internal teams through major change initiatives to align with corporate objectives and best practices for process management.
- Developed and managed project plans, covering scope, timeline, and cost, to ensure deliverables were met.
- Served as an advisor and intermediary among internal leadership, external consultants, unionized staff, and vendors.
- Created a cross-departmental RFP focused on conducting a facilities and policy audit for vehicles and infrastructure.
- Managed the overhaul of streetcar maintenance and vendor management processes.
- Optimized processes related to cash counting and collection, resulting in reduced processing time and a 50% reduction in staffing costs..
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): .
Notes on the energy gaining vs draining: .
Skills Demonstrated / Developed: , , , , , , , , , , , .
, Experience 13
Experience Title: Founder & Principal (Morning Strategy) .
Start Date: Jan 1, 2022.
End Date: Dec 18, 2025.
Description: -**Responsibilities/Key Activities**:
- Own and operate a consultancy focused on enhancing business efficiency and process optimization.
- Roles held include Director of Client Success, Head of Delivery, and Head of Partnerships for an efficiency training platform.
- Developed and implemented key performance indicators for revenue maximization.
- Created and automated systems using AI, reducing operational workload from 3 FTEs to 1 FTE.
- Enhanced client satisfaction by mapping client pain points to tailored training outcomes.
- Designed and implemented tools for asset and facility inspection to improve municipal process management.
- Developed a procurement system using feedback loops for vendor performance.
- Established an organizational policy and knowledge base for a national non-profit, improving staff efficiency and compliance.
- Designed and released an award-winning AI-supported process management tool, recognized at the 2023 Innovations in Knowledge Organisation conference..
On a scale from 0-10 was this an energy gaining or draining experience (where 10 is defined as Completely Gaining, Pure flow state! Left me buzzing with energy and excitement): 8.
Notes on the energy gaining vs draining: love facilitating workshops, client projects, always something new.
Skills Demonstrated / Developed: , , , , , , , , , , , , , , , , , , , , , , , .
Outputs
For each pattern, provide the following:
Name (A short, memorable title encapsulating the essence of the pattern) Mantra (A one-line principle the user can apply in daily work) Context (The recurring situation where this pattern is relevant) Problem (The tension or forces at play) Solution (How the user has successfully navigated this in the past and how they can apply this knowledge moving forward) Example Pattern Output
Pattern Name: The Flow Zone
Mantra: "Follow what keeps you engaged—energy is the true compass."
Context: When choosing projects or job roles, uncertainty about what to prioritize.
Problem: Some work feels exhausting despite being a “good opportunity,” while other tasks feel energizing but may seem less valuable.
Solution: Track moments of high engagement and joy in past projects. Prioritize opportunities that align with these moments. Set up small experiments to test fit before committing.