CentralSquare Technologies

Extract, transform, and load data from legacy systems into CentralSquare software while collaborating with clients to ensure data accuracy and performing final conversions during system go-live. | Ability to write and troubleshoot complex SQL queries, manage ETL processes, analyze database schemas, and tune conversion processes for optimal performance. | What We’re About At CentralSquare, we don’t just build software - we power public servants and uplift communities with Hero-Grade Technology. Every line of code, every feature we deliver helps heroes across North America protect, serve, and save lives. When you join us, you become part of a mission-driven team creating technology that makes communities safer and stronger. Your Growth Matters. We believe heroes deserve opportunities to rise. That’s why we invest in your career with mentorship, learning programs, and clear paths for advancement. If you’re motivated, there’s no limit to how far you can go. Your Commitment Deserves Reward. We offer competitive compensation and a benefits package designed to support your life inside and outside of work—tuition reimbursement, parental leave, paid volunteer hours, and unlimited PTO. Plus, our flexible work environment gives you the freedom to balance your heroic work with personal well-being, whether you’re in the office or remote. Join us and help build the tools that power real-life heroes. Together, we make a difference. The Opportunity This role is responsible for extracting and transforming data from our client's legacy database systems and loading that data into their new CentralSquare software system. This role works with direct supervision. Work closely with our clients to effectively shape the data into a structure they can trust moving forward using their CentralSquare products in a way that works best for them.  Job Duties include: * Write, modify, and troubleshoot somewhat complex SQL queries, ETL (Extract, Transform, Load) processes. * Obtain data from their legacy system and determine how best to translate it into the destination system. * Present converted data in the target system to clients, make any modifications needed, and verify results of modifications. * Analyze long-running conversion processes and tune for optimum performance, with oversight. * Develop and maintain an understanding of application software including functionality and database schema; use this knowledge to make informed decisions regarding data mapping and to review data within the target system. * Assist in maintaining documentation for data conversion processes. * Perform tests and execute the final data conversion at the time of system go-live. * Seek guidance from leadership or more experienced staff as needed. * Analyze data on legacy systems to estimate project scope and length. * Performs all other duties as assigned.

Oversee governance, tracking, and reporting of AI initiative portfolio coordinating cross-functional teams. | Manage dependencies and align Product, Engineering, and Customer Support functions for complex AI programs. | What We’re About At CentralSquare, we don’t just build software - we power public servants and uplift communities with Hero-Grade Technology. Every line of code, every feature we deliver helps heroes across North America protect, serve, and save lives. When you join us, you become part of a mission-driven team creating technology that makes communities safer and stronger. Your Growth Matters. We believe heroes deserve opportunities to rise. That’s why we invest in your career with mentorship, learning programs, and clear paths for advancement. If you’re motivated, there’s no limit to how far you can go. Your Commitment Deserves Reward. We offer competitive compensation and a benefits package designed to support your life inside and outside of work—tuition reimbursement, parental leave, paid volunteer hours, and unlimited PTO. Plus, our flexible work environment gives you the freedom to balance your heroic work with personal well-being, whether you’re in the office or remote. Join us and help build the tools that power real-life heroes. Together, we make a difference. The Opportunity CentralSquare Technologies is hiring a Senior Project Manager of AI Initiatives to serve as the dedicated project management resource for the company's growing portfolio of AI programs. As CentralSquare accelerates its AI-first transformation (spanning customer support AI, managed service innovation, and enterprise-wide AI adoption), this role provides the operational discipline, tracking rigor, and cross-functional coordination required to move initiatives from concept to measurable outcome. This role sits within the Enterprise PMO under the Director of Business Operations and partners closely with the VP of Business Operations, who leads enterprise AI strategy. The Senior PM will not own AI strategy but will ensure that AI initiatives are governed, tracked, and reported with the same discipline applied to all strategic programs across the portfolio. Key Responsibilities AI Initiative Governance * Maintain a current inventory of all active AI initiatives across the enterprise, including ownership, status, milestones, and KPIs. * Establish and run a consistent governance cadence for AI programs: weekly check-ins, milestone reviews, and escalation processes. * Track initiative health and surface risks, blockers, and dependencies before they become delivery failures. * Ensure AI initiative owners have clear charters, defined success criteria, and accountability structures in place. Planning & Execution Support * Partner with AI initiative owners to build out project plans, timelines, and resource maps for new and in-flight programs. * Translate high-level AI strategy objectives into executable work plans with clear owners, dates, and deliverables. * Facilitate planning sessions, working sessions, and retrospectives across AI workstreams. * Identify and resolve cross-initiative dependencies and conflicts within the AI portfolio. Reporting & Executive Visibility * Produce weekly and monthly AI portfolio status reports for the VP of Business Operations and ELT, structured as the AI equivalent of the EPMO portfolio dashboard including initiative health, milestone progress, and ROI indicators such as deflection rates, productivity gains, and cost impact. * Maintain dashboards that track AI initiative progress, adoption metrics, and outcome KPIs including deflection rates, CSAT, and agent productivity gains. * Prepare briefing materials for Vista Value Creation Team updates and executive steering reviews. Stakeholder Coordination * Act as the connective tissue between AI initiative owners, the Enterprise PMO, and the VP of Business Operations. * Coordinate across Product, Engineering, Customer Support, Managed Services, and other functions to ensure AI programs have the cross-functional alignment they need to execute. * Support the AI Council cadence: prepare agendas, capture decisions and action items, and track follow-through.

Lead and coordinate project activities and resources to ensure successful on-time completion and customer satisfaction. | Requires 5+ years project management experience, leadership skills, PMP preferred, and ability to travel up to 25%. | What We're About At CentralSquare, we don't just build software - we power public servants and uplift communities with Hero-Grade Technology. Every line of code, every feature we deliver helps heroes across North America protect, serve, and save lives. When you join us, you become part of a mission-driven team creating technology that makes communities safer and stronger. Your Growth Matters. We believe heroes deserve opportunities to rise. That's why we invest in your career with mentorship, learning programs, and clear paths for advancement. If you're motivated, there's no limit to how far you can go. Your Commitment Deserves Reward. We offer competitive compensation and a benefits package designed to support your life inside and outside of work-tuition reimbursement, parental leave, paid volunteer hours, and unlimited PTO. Plus, our flexible work environment gives you the freedom to balance your heroic work with personal well-being, whether you're in the office or remote. Join us and help build the tools that power real-life heroes. Together, we make a difference. The Opportunity This role will be responsible for the overall planning, directing, and coordination of project activities and resources for our Public Safety clients, alongside leading the Project Management team. This role may involve the implementation of a combination of software, hardware, and services within the organization. This role is responsible for the successful on-time completion of projects and for managing interactions between different internal departments, as well as clients and vendors. The work performed in this role will directly impact the productivity and effectiveness of the project team and resulting in customer satisfaction. As such, this role is responsible for the strategic planning, performance management, decision-making, and driving team motivation and accountability. Job Duties: • Guides the team to achieve organizational goals by setting a clear vision, fostering a positive culture, and mentoring employees to reach their full potential. • Initiates, plans, executes, controls, and closes projects. • Assembles the project team, assigning individual responsibilities, identifying appropriate resources needed, and developing the schedule to ensure the timely completion of the project. • Manages project scope, including project deliverables, timelines, client responsibilities, and expectations. • Forecasts, tracks, and manages projects toward the achievement of the progress and revenue targets. • Uses requirement-gathering techniques to record detailed customer requirements, enhancements, or feature requests in order to establish project deliverables. • Creates and maintains detailed work plans and documentation for project implementation. • Communicates and reviews work assignments with the team. • Manages day-to-day project activities. • Establishes timelines for each phase of implementation (e.g. kickoff, BPR, configuration, conversion, system review, training and go live). • Implements the approved actions and workarounds required to mitigate project risk events in order to minimize the impact of the risks on the project. • Consistently exercises effective communication and follow through and acts as the client's single point of contact during the project implementation. • Obtains sign-off on the completion of major project milestones. • Prepares regular status reports and facilitates status meetings with CentralSquare team and customers. • Encourages creation of lessons learned document during the execution of project work. • Follows up with team members to proactively avoid repeat problems for future implementations. • Conducts customer visits during project implementation. • Creates weekly financial milestones, monthly forecasting for revenue recognition, and end-of-month project percent complete. • Leads the development and implementation of standard project management processes and best practices. • Consistently demonstrates accurate forecasts of revenue for projects. • Works independently and in a team environment and shares knowledge with others. • Displays good communication skills with a customer service focus. • Comfortably and effectively present to audiences of various sizes. • Performs all other duties as assigned. Skills & Requirements Requirements: • Bachelor's Degree in related area, with PMP preferred • 5+ years of Project Management experience or equivalent education • 2+ years of leadership experience • Expert knowledge of project management methodology and processes. • Intermediate skills in MS products including Excel, Word, Outlook, Project, PowerPoint, and CoPilot • Must be able to comfortably and effectively present to audiences of various sizes • Must be able to travel up to 25% travel during the implementation of projects CJIS Clearance A required part of the onboarding process for this role involves obtaining CJIS (Criminal Justice Information Services) clearance-a critical credential for safeguarding public safety data. At CentralSquare, we'll stand with you every step of the way to secure this clearance should you be selected for hire. As part of the process, a comprehensive background check will be conducted, and please note that U.S. citizenship or permanent residency is generally required to obtain CJIS clearance. Qualifications

Perform post-sale infrastructure and software configuration for public safety clients, acting as a technical liaison to ensure service delivery and project success. | Experience in technical services, ability to pass background checks, strong communication and organizational skills, and ability to manage multiple projects independently or in a team. | What We’re About At CentralSquare, we don’t just build software - we power public servants and uplift communities with Hero-Grade Technology. Every line of code, every feature we deliver helps heroes across North America protect, serve, and save lives. When you join us, you become part of a mission-driven team creating technology that makes communities safer and stronger. Your Growth Matters. We believe heroes deserve opportunities to rise. That’s why we invest in your career with mentorship, learning programs, and clear paths for advancement. If you’re motivated, there’s no limit to how far you can go. Your Commitment Deserves Reward. We offer competitive compensation and a benefits package designed to support your life inside and outside of work—tuition reimbursement, parental leave, paid volunteer hours, and unlimited PTO. Plus, our flexible work environment gives you the freedom to balance your heroic work with personal well-being, whether you’re in the office or remote. Join us and help build the tools that power real-life heroes. Together, we make a difference.   The Opportunity  This role performs post-sale, off-site, and on-site client-site work for our Public Safety customers. They will be responsible for infrastructure reviews, virtualization, storage configuration, security reviews, backups, antivirus, operating systems installation and configuration\hardening, SQL Server installation and configuration\hardening, Active Directory configuration, database tuning, clustering, cloud deployments, software installations, operating system, SQL and software upgrades, testing, disaster recovery, technical meetings, hardware and software maintenance, interface/integration installation and configuration on CentralSquare deployments as assigned.  This role will possess experience in providing technical services and must be able to achieve an entry-level of product knowledge across one or more CentralSquare Technology product families.  This position will serve as a liaison between CentralSquare and its clients to deliver a high-quality customer experience and be able to partner with internal and external team resources and convey customer feedback to technical design, engineering, and project management staff.  Job Duties Include:  * Able to work independently and in a team environment.  * Willingly collaborates and shares knowledge with others.  * Practices strong communication skills with a customer service focus.  * Strong organizational skills and ability to work efficiently and effectively manage priorities to meet multiple project timelines with minimal guidance.  * Articulates technical and functional concepts to technical and non-technical audiences.  * Requirements gathering.  * Able to continually pass background check requirements for working on and connecting to public safety information systems.  * Adheres to and promotes CentralSquare Technologies Core Values.  * Performs all other duties as assigned.

Lead and coordinate project activities for clients while managing a team to ensure timely delivery and client satisfaction. | Manage project lifecycles, lead teams, communicate effectively, and maintain strong client and vendor relationships. | What We’re About At CentralSquare, we don’t just build software - we power public servants and uplift communities with Hero-Grade Technology. Every line of code, every feature we deliver helps heroes across North America protect, serve, and save lives. When you join us, you become part of a mission-driven team creating technology that makes communities safer and stronger. Your Growth Matters. We believe heroes deserve opportunities to rise. That’s why we invest in your career with mentorship, learning programs, and clear paths for advancement. If you’re motivated, there’s no limit to how far you can go. Your Commitment Deserves Reward. We offer competitive compensation and a benefits package designed to support your life inside and outside of work—tuition reimbursement, parental leave, paid volunteer hours, and unlimited PTO. Plus, our flexible work environment gives you the freedom to balance your heroic work with personal well-being, whether you’re in the office or remote. Join us and help build the tools that power real-life heroes. Together, we make a difference. The Opportunity This role will be responsible for the overall planning, directing, and coordination of project activities and resources for our Public Safety clients, alongside leading the Project Management team. This role may involve the implementation of a combination of software, hardware, and services within the organization. This role is responsible for the successful on-time completion of projects and for managing interactions between different internal departments, as well as clients and vendors. The work performed in this role will directly impact the productivity and effectiveness of the project team and resulting in customer satisfaction. As such, this role is responsible for the strategic planning, performance management, decision-making, and driving team motivation and accountability.  Job Duties: * Guides the team to achieve organizational goals by setting a clear vision, fostering a positive culture, and mentoring employees to reach their full potential. * Initiates, plans, executes, controls, and closes projects.  * Assembles the project team, assigning individual responsibilities, identifying appropriate resources needed, and developing the schedule to ensure the timely completion of the project.  * Manages project scope, including project deliverables, timelines, client responsibilities, and expectations.  * Forecasts, tracks, and manages projects toward the achievement of the progress and revenue targets.  * Uses requirement-gathering techniques to record detailed customer requirements, enhancements, or feature requests in order to establish project deliverables.  * Creates and maintains detailed work plans and documentation for project implementation.  * Communicates and reviews work assignments with the team.  * Manages day-to-day project activities.  * Establishes timelines for each phase of implementation (e.g. kickoff, BPR, configuration, conversion, system review, training and go live).  * Implements the approved actions and workarounds required to mitigate project risk events in order to minimize the impact of the risks on the project.  * Consistently exercises effective communication and follow through and acts as the client’s single point of contact during the project implementation.  * Obtains sign-off on the completion of major project milestones.  * Prepares regular status reports and facilitates status meetings with CentralSquare team and customers.  * Encourages creation of lessons learned document during the execution of project work.  * Follows up with team members to proactively avoid repeat problems for future implementations.  * Conducts customer visits during project implementation.  * Creates weekly financial milestones, monthly forecasting for revenue recognition, and end-of-month project percent complete.  * Leads the development and implementation of standard project management processes and best practices.  * Consistently demonstrates accurate forecasts of revenue for projects.  * Works independently and in a team environment and shares knowledge with others.  * Displays good communication skills with a customer service focus.  * Comfortably and effectively present to audiences of various sizes. * Performs all other duties as assigned.