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Darcy Pearson

@darcypearson

Senior Implementation Specialist at CityView who delivered municipal software implementations and GIS integrations.

At CityView, I led discovery and requirements workshops for municipal teams and guided clients through software implementation, from solution design to go-live and support transition. I also configured and supported CityView integrations with Esri ArcGIS and ArcGIS Online.

Previously, I delivered software implementations for K-12 school districts at Cayenta, PowerSchool, and Pearson School Systems. At Pearson School Systems, I led Student Information System implementations and applied a Train-the-Trainer model to prepare subject-matter experts to train approximately 5,000 administrators and teachers.

Experience

Work history, roles, and key accomplishments

CI

Senior Implementation Specialist III

CityView

Jan 2018 - Jan 2026 (8 years)

Led customer-facing discovery, requirements-gathering, and business-process workshops for municipal software implementations. Managed end-to-end implementation lifecycle including configuration, testing, training, and go-live support.

Implementation Consulting Client Onboarding Requirements Gathering Business Process Analysis Data Migration Data Validation Excel T SQL Microsoft SQL Server ArcGIS Uniface Smartsheet Instructor Led Training AI Tools

CA

Application Consultant

Cayenta

Jan 2016 - Jan 2018 (2 years)

Delivered HCM, Payroll, Finance, and CIS software implementations for K-12 school districts. Provided business analysis, product demonstrations, and instructor-led training.

HCM Payroll Finance CIS Business Analysis Smartsheet Instructor Led Training Product Demonstrations

PO

Implementation Specialist

PowerSchool

Jan 2013 - Jan 2016 (3 years)

Delivered HR and payroll software implementations for K-12 school districts. Defined functional requirements and implemented customizations for web-based applications.

Human Resources Payroll Requirements Analysis Configuration Training Deployment Web Applications

PS

Team Leader

Pearson School Systems

Jan 2008 - Jan 2012 (4 years)

Led end-to-end Student Information System implementations for K-12 school districts. Managed trainers and contractors while overseeing resource forecasting and budgets.

Student Information System Implementation Planning Training Train The Trainer (TTT)Team Management Budgeting

Education

Degrees, certifications, and relevant coursework

KU

Kwantlen Polytechnic University

Associate Diploma, Computer Information Systems

Earned an Associate Diploma in Computer Information Systems, gaining foundational knowledge in computing and information systems.

LT

LTI

Project Management: Skills for Success, Project Management

Completed the Project Management: Skills for Success program, developing project management skills.

RC

Red River College

Agile Business Analysis, Business Analysis

Completed the Agile Business Analysis program, focusing on agile methodologies for business analysis.

AI

Acuity Institute

Change Management Certification, Change Management

Earned a Change Management Certification, demonstrating expertise in change management practices.

MI

Management and Strategy Institute

Change Management Specialist (CMS), Change Management

Earned the Change Management Specialist (CMS) certification, validating skills in change management.

ML

Microsoft Learn

Explore AI Basics, Artificial Intelligence

Completed the Explore AI Basics course, covering fundamental concepts of artificial intelligence.

OP

OpenAI

AI Foundations, Artificial Intelligence

Completed the AI Foundations course from OpenAI Academy, covering foundational AI concepts.

UD

Udemy

Querying Microsoft SQL Server with Transact-SQL, Database

Completed a course on Querying Microsoft SQL Server with Transact-SQL, enhancing SQL querying skills.

ML

Microsoft Learn

Write Advanced Transact-SQL Queries, Database

Completed the Write Advanced Transact-SQL Queries course, advancing SQL querying capabilities.

DE

DeepLearning.AI

AI Prompting for Everyone, Artificial Intelligence

Completed the AI Prompting for Everyone course, learning effective AI prompt engineering.

Tech stack

Software and tools used professionally

Microsoft SQL Server

Smartsheet

Microsoft Excel

Availability

Looking for a job

Location

Canada

Authorized to work in

Salary expectations

64k+ CAD

Job categories

Implementation Consultant Implementation Specialist Application Consultant Team Lead

Skills

Implementation Consulting Software Implementation Client Onboarding Public Sector Software Municipal Software K 12 School Administration Software Requirements Gathering Business Process Analysis Data Migration Data Cleaning Data Validation data transformation Data Imports Data Reconciliation Systems Integrations

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