Chief Operating Officer
On-siteToronto, Ontario, Canada or Montréal, Quebec, Canada
Job Summary
Develop and implement the business's strategic plan spanning sales, marketing, customer support, and professional services to achieve growth objectives with an AI-forward mindset. Own long-range financial and non-financial goals while driving revenue growth through cross-selling, market expansion, and competitive intelligence programs. Manage day-to-day operations including sales performance, forecasting, services resourcing, and customer project delivery, ensuring profitable project execution and improved operational excellence. Lead a decentralized model of wholly owned software companies, establishing KPIs, dashboards, and performance dashboards to inform executive decision-making and board reporting.
Required Qualifications
- Bachelor's degree or equivalent, preferably in a technical or business discipline, MBA, or advanced degree
- 5+ years of direct cross-functional team management experience and P&L management within the SaaS Vertical Market, preferably in Travel & Leisure
- Experienced with AI Automation efficiencies in Sales/Marketing/Support/Professional Services
- Hardware sourcing and integrated payment processing experience a plus
- A natural ability to lead performance and financial health in a business
- Bring a proven entrepreneurial spirit and pace-setter traits
- Broad financial acumen across the organization (e.g., understanding financial documents, business intelligence, FP&A processes, etc.) is mandatory
- History of developing and implementing successful strategies for net new customer acquisition and market penetration
- Ability to structure, analyze, and solve complex business problems, as well as deliver impact against concrete business goals
- Excellent Leadership, communication, and organizational skills
- A 'roll up the sleeves' attitude towards problem-solving is essential
- Goal-oriented with comfort in setting measurable goals for others and him/herself
- 30% travel required for internal and customer meetings
- At least a professional level of English, both written and verbal, is mandatory
- Must be legally authorized to work/travel in Canada
Desired Qualifications
- Hardware sourcing and integrated payment processing experience a plus
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