Maksym Chapliak

Experience

Where I've worked

A timeline of my professional experience.

Timeline

  1. Dollarama

    Current

    Point of Sale Administrator

    Feb 2026 – Present

    Montreal · Hybrid

    The title says POS Administrator. The actual job is Windows endpoint management and enterprise IT, with POS as one piece of it.

    • Led a Disaster Recovery initiative keeping POS payments (cash, credit, debit) and SAP running fully offline during head-office outages, with automated recovery that cut down manual work during restores
    • Built LeanReceipt, cutting receipt paper usage 30%+. Later rolled out to Dollarcity (Dollarama's Latin America division) alongside Canada
    • Administering and supporting POS environments
    • Developing new Windows/POS system images
    • Testing new POS hardware and validating compatibility
    • Troubleshooting hardware and software issues
    • Enterprise endpoint deployment via SCCM
    • Windows administration and Active Directory
    • Preparing and maintaining POS equipment for deployment
    • Tracking and resolving work through ServiceNow
    • Hands-on work with NCR and ELO POS hardware, including evaluation testing of new ELO terminals and Android-based ELO price checkers
    • Working on SAF (store-level) implementation across stores
    • Managing Training Manuals, an internal documentation site for store employees and managers
    • Developing and maintaining deployment scripts and task sequences for remote POS management, file updates, and daily automated checks
    • Writing staging and installation documentation for new POS hardware models

    Point of Sale Technician

    Sep 2023 – Feb 2026

    Montreal · On-site

  2. CTIAI Security

    Computer Technician

    May 2023 – Jun 2023

    Montreal · Contract

    A short contract building and supporting servers for small-business clients, including Couche-Tard and TFI.

    • Building servers for clients including Couche-Tard and TFI
    • Integrating server software and supporting existing deployments
    • Selecting and ordering hardware for clients
    • Supporting small-business clients' local servers for accounting and video surveillance needs
    • Working with Active Directory and Microsoft 365

  3. Heralys, Talents & Immigrants

    Web Developer

    Oct 2022 – Mar 2023

    Montreal · Contract

    Built a bilingual company site and an internal recruitment portal from scratch, while keeping the old WordPress site running in the meantime.

    • Building the company website frontend from scratch in React, with English/French bilingual support for the Quebec market
    • Deploying the site on Cloudflare
    • Building the frontend for an internal portal used to manage a database of foreign workers, for recruitment and immigration purposes
    • Maintaining the existing WordPress site while the new one was still in development
    • Migrating the underlying database to a new Node.js-based system

  4. Novyi Rozdil City Hospital

    Computer Systems and Networks Engineer

    Feb 2018 – Jul 2022

    Lviv, Ukraine

    Ran the hospital's two-person IT department and built its computer systems from scratch, including the rollout of Ukraine's national e-Health system.

    • Building the hospital's computer systems from scratch, including equipment selection, vendor negotiation, and the ordering and installation
    • Leading the hospital's integration with Ukraine's national e-Health system (ESOZ), part of a government healthcare digitization reform
    • Migrating hospital systems from eDoctor to Helsi
    • Training and supporting medical staff and doctors on new systems, including the e-Health rollout
    • Handling roughly 10-15 support tickets a day, mostly troubleshooting
    • Installing and supporting specialized medical equipment, including X-ray machines
    • Digitizing a number of hospital processes, including the emergency and urgent-care unit