Description Aspire Software is looking to hire aDescription Aspire Software is looking to hire aChief Operating Officer (COO)for one of our Software Business Units! This position provides critical operational and commercial leadership to a company within a growing software vertical. You will be responsible for developing and implementing the business’s strategic plan spanning sales & marketing, customer support, and qualified services. The COO must identify, define, and execute the strategies required to achieve the growth plans and operating objectives with a focus on improving operational excellence. This person should bring anAI-forward mindsetto executing our growth plans.Here is a little window into our company : Aspire Software, an operational arm of Valsoft Corp, operates and manages a portfolio of wholly owned software companies, providing mission‑critical solutions across multiple verticals. Implementing industry best practices in a decentralized model has allowed Aspire to become a hub for creating rapid growth by reinvesting in its portfolio.Group ResponsibilitiesDevelop and implement an AI strategy for non‑R&D departmentsOwn the long‑range, annual and quarterly financial and non‑financial goalsDevelop and communicate a clear vision of goals and objectives, strategies, philosophies about growth, revenue generation and profitability, customer care agenda.Be hands‑on in day‑to‑day operations including sales performance, sales opportunity management, forecasting, services resourcing, customer support, and customer project deliverySales & MarketingDrive revenue growth,



working with the sales team to identify recent opportunities and execute growth strategies including cross/upsell and entering adjacent marketsDevelop and implement best in class sales operations and sales infrastructure to enable effective scale and ensure process disciplineDevelop and maintain competitive intelligence programs, generating industry trend reports to inform new feature and product developmentImprove use of a CRM and other internal tools to increase forecasting capability, implement targets, and provide actionable insights to executive team and board of directorsCreate and implement KPIs for sales team to measure performance and productivity (ex: CAC / LTV); develop performance dashboards and establish reporting process (measure NRR and MRR trends)Work with sales leaders in establishing quotas, budgets, compensation plans and pricing optimizationManagement of key relationships with large accounts is mandatoryAttend trade shows and panelsCustomer Care/Customer SuccessExecute an effective, long‑term customer success program for clientsImplement and maintain client support initiativesFacilitate both in‑house and client training sessionsMonitor and document Customer Success metrics, including program usage, satisfaction levels, ticket throughput, and resolutionCoordinate the administration of annual customer satisfaction surveys (NPS) and other communication toolsProfessional ServicesEnsure we are delivering profitable projects by monitoring billable utilizations, staff OPEX and contribution marginEstablish strategies to increase NRRTrack results on a monthly basis with the Head of Professional ServicesAbout YouBachelor’s degree or equivalent, preferably in a technical or business discipline, MBA, or advanced degree5+ years of direct cross‑functional team management experience and P&L management within the Saa S Vertical Market, preferably in Travel & LeisureExperienced with AI Automation efficiencies in Sales/Marketing/Support/Professional ServicesHardware sourcing and integrated

📌 Chief Operating Officer (Toronto)
🏢 Aspire Software
📍 Toronto