Director Of People Operations

The Director of People Operations will report to the Vice President of Human Resources of Dorado Software Group, a portfolio of global businesses (currently across North America, South America, Europe, UK, the Middle East, India, and APAC), and will serve as the operational backbone of the People function. This role is responsible for designing and implementing core HR infrastructure across the portfolio, including compensation banding, systems integration, policy documentation, recruitment processes, and employee lifecycle management across multiple countries. The Director of People Operations will manage a Senior People Operations Analyst and work closely with the VP of HR to ensure the operational foundation of the People function is built to support the portfolio’s growth and M&A activity. This role is based on the East Coast of North America to provide on-the-ground coverage for North America and South America teams during their business hours, while overlapping with the other regions in the morning.This is an opportunity for an operationally strong HR leader to build the People function from the ground up within a global software portfolio backed by Constellation Software.Company Description
Dorado Software Group currently includes portfolio companies NedGraphics and Optitex. NedGraphics ( provides specialized CAD/CAM design software for fashion, retail, home textiles, carpet and flooring, and other textile industries. Optitex ( is the leading global provider of integrated 2D/3D product development software solutions for the fashion, apparel, transportation interiors, and furniture markets. Both NedGraphics and Optitex solutions improve customers’ sustainability by enabling them to reduce material sampling and production waste. The Dorado portfolio is expanding its focus to broader sustainability technologies, such as greentech and cleantech, including circularity, supply chain traceability, renewable energy, regenerative agriculture, clean water, biodiversity and beyond. Dorado Software Group is a division of Constellation Software ( which is publicly traded on the Toronto Stock Exchange (TSX:CSU) and has a market cap of approximately $50B CAD. We acquire, manage, and build mission-critical vertical market software companies that are located all over the world. Constellation has completed over 1,300 acquisitions since inception in 1995 across dozens of industries. As is Constellation’s unique model, Dorado Software buys and holds companies forever, which requires continuous investment in our businesses - their products, brands, and people - and a long-term horizon for strategic decisions. We are all about strengthening these businesses and enabling them to grow - whether through organic measures such as new initiatives and product development, day-to-day business, or through acquisitions.Key Responsibilities
Compensation Banding and BenchmarkingMap all roles across the business units to standardized bands and titles, globally, across every entityLink bands to market benchmarks using compensation data sources (currently Mercer as part of Lattice)Prepare the data foundation for a multi-year compensation harmonization plan designed by the VP of HRConduct ongoing compensation analysis for promotions, market adjustments, new hire offers, and internal equityBuild and maintain compensation data in a clean, auditable formatSystems Integration, AI Tools, and Data ManagementIntegrate BambooHR, Pinpoint (ATS), Lattice (performance), and multiple country-specific spreadsheets into a connected, reliable data ecosystemEliminate duplicate data entry and manual workarounds by building workflows that ensure one update propagates everywhere>
Own BambooHR configuration and data integrity globallyComplete the Pinpoint ATS implementationEvaluate and deploy AI-powered tools and agents to automate repetitive HR operations such as data validation, employee query responses, and workflow routingBuild and maintain AI-enhanced dashboards and reporting for the VP of HR and portfolio leadership, using automation to surface trends and anomalies in people dataMaintain dashboards and reporting for the VP of HR and portfolio leadershipEnsure all employee data handling complies with applicable privacy legislation across jurisdictions, including applicable Canadian and US state privacy laws and international equivalentsEmployee Handbook, Policies and ComplianceDraft, publish, and roll out a comprehensive employee handbook covering all entities;
ensure handbook contentis structured and accessible through AI agents so employees can get answers to policy and procedure questions on demandDocument and standardize HR policies aligned with local practices across North America, South America, EMEA, the Middle East, India, and APACProvide training to managers on policies and ensure compliance through coaching and follow-upEnsure all HR practices comply with applicable employment law in each jurisdictionRecruitment and Talent AcquisitionBuild the end-to-end recruitment process from hiring requisition through offer acceptanceCreate standardized job description templates and interview frameworksGet Pinpoint fully operational for job postings, candidate pipeline management, interview scheduling, and offer workflowsPartner with hiring managers and external recruiters to fill critical rolesDevelop and strengthen the employer brand and employee value propositionIntroduce AI-assisted screening and candidate assessment tools to improve efficiency and reduce time-to-fillOnboarding and OffboardingFinalize and document end-to-end onboarding and offboarding processes for all entities and geographiesEnsure every new hire has a structured, consistent experience regardless of locationTrack and maintain onboarding plans with hiring managersHR Operating Calendar & Cyclical ProcessesCreate and maintain a calendar of key recurring HR events across the portfolio - including annual employee performance reviews, regular check-ins, annual compensation assessments (base and bonus), engagement surveys, and any other cyclical milestonesDocument and publish how these milestones connect to each other - e.G., how performance review outputs feed into compensation decisions, how check-in data informs succession planningDefine all related procedures, inputs, outputs, and roles and responsibilities for each milestoneTrain all stakeholders (BU leadership, line managers, Finance, the People team) on their specific contributions to each cycleEnsure the calendar is realistic, well-communicated, and adhered to - this becomes the operating rhythm of the People functionEmployee RelationsAct as the primary HR point of contact for line managers and employees located around the worldProactively partner with managers to address employee relations issues before they escalationCoach managers on risk, communications, and difficult conversationsEscalate potential disputes to the VP of HR and coordinate follow-up with relevant stakeholdersNavigate North American employment law with confidence;
engage local counsel where needed to ensure compliance in other jurisdictionsManage day-to-day relationships with third party legal entities and employer of record (EOR) providers in regions where the portfolio does not have a legal entity, ensuring smooth employee operations and compliancePayroll and Benefits CoordinationDesign and own the payroll coordination framework across all countries, including provider relationships, data submission standards, escalation protocols, and compliance requirementsServe as the senior point of contact for Finance and third-party payroll providers, and make judgment calls on complex or cross-jurisdictional payroll mattersEnsure the Senior Analyst has the processes, templates, and guidance needed to execute payroll coordination accurately and on timeAI and Process AutomationIdentify and implement AI-driven automation across core HR processes, including document generation, data reconciliation, and employee self-serviceDevelop and maintain automated workflows that reduce manual effort in onboarding, offboarding, payroll coordination, and compliance trackingPartner with the VP of HR to evaluate emerging AI tools and integrate them into the People technology stackTeam ManagementManage the Senior People Operations Analyst, setting priorities, reviewing work quality, and ensuring accountabilityEstablish asynchronous communication norms including documented briefs, shared project trackers, and structured handoffs across time zonesUse the daily overlap windows effectively for live syncs and collaborationTravelTravel to other Dorado offices and offsites internationally for team meetups, onboarding support, or portfolio eventsQualifications for Success
7-10 years of progressive HR experience with a significant focus on People Operations, HR Operations, or a generalist role with heavy operational ownership, with at least 3-4 years in a senior or lead role with ownership of the function or a significant workstream.Has personally built at least two of the following from scratch: compensation banding frameworks, HRIS integrations, employee handbooks, end-to-end recruitment processes.Multi-jurisdiction experience across North America (multi-state US and/or Canada), with meaningful exposure to employment practices in at least 2-3 additional international jurisdictions spanning EMEA, APAC, or South America.Strong HRIS and systems proficiency, having configured (not just used) platforms like BambooHR, Workday, HiBob, or equivalent.Advanced Excel skills, with the ability to build models, clean messy data, create dashboards, and work with large datasets.Experience using or implementing AI tools, agents, or automation within HR operations.Experience managing at least one direct report, ideally across time zones.Excellent written communication, with the ability to document processes clearly, write concise briefs, and communicate proactively.Detail-oriented, deadline-driven, and takes personal pride in delivering high-quality work on time.Experience in software or technology companies is preferred.Experience in a multi-entity, portfolio, or holding company structure is preferred.Familiarity with BambooHR, Pinpoint, and Lattice specifically is preferred.Experience with SharePoint or similar content management and collaboration platforms is preferred.Experience with EOR providers (e.G. Deel) is preferred.Experience supporting M&A integration from an operational perspective (job mapping, data migration, system consolidation) is preferred.CHRL, SHRM-SCP, SPHR, or equivalent HR qualification is preferred.About Dorado Software Group
We specialize in delivering innovative solutions and exceptional services to meet the diverse needs of our clients. With a strong commitment to quality and customer satisfaction, we strive to exceed expectations and drive success in every project we undertake.
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