Aspire Software

Managing Director

Aspire Software

full-time

Posted on:

Location Type: Remote

Location: Canada

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Job Level

About the role

  • Provide critical operational leadership to a company within a growing software vertical
  • Develop and implement the business’s strategic plan across all major functions, including sales and marketing, R&D, customer service, professional services, and human resources
  • Work closely with the leadership team to identify, define, and execute strategies required to achieve growth plans and operating objectives
  • Own the long-range, annual, and quarterly financial and non-financial goals
  • Manage day-to-day operations, including sales performance, opportunity management, forecasting, R&D capacity, and customer support
  • Drive revenue growth, working with the sales team to identify new opportunities and execute growth strategies including cross/upsell and entering adjacent markets
  • Execute an effective, long-term customer success program for clients
  • Ensure clear product roadmaps are established, followed, and adapted to meet market needs
  • Champion the infusion of AI across all business unit functions

Requirements

  • Proven experience in senior leadership roles within the software or technology sector
  • Strong skills in developing and executing strategic business plans across multiple functions
  • Demonstrated success in driving revenue growth and market expansion
  • Hands-on approach to managing daily operations and improving operational efficiency
  • Demonstrated understanding of AI adoption in enterprise software environments, with the ability to distinguish high-signal AI work from experimentation and drive agentic transformation across business functions
  • Comfort operating in ambiguity with the ability to drive clarity, prioritize ruthlessly, and align teams around outcomes rather than activity
Benefits
  • Competitive Offer: Compensation, Health, dental, vision, PTO, and more
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
strategic business planningrevenue growthoperational efficiencyAI adoptioncustomer success programsales performance managementforecastingR&D capacity managementcross-sellingupselling
Soft Skills
leadershipstrategic thinkingoperational managementclarity in ambiguityprioritizationteam alignmentcommunicationproblem-solvingadaptabilitycollaboration