Managing Director – NAM

Aspire Software

Managing Director providing strategic leadership to software businesses within Tag Software Group. Owning P&L, driving growth, and mentoring high-performing teams.

Posted 5/1/2026full-timeRemote • 🇨🇦 CanadaLeadWebsite

About the role

Key responsibilities & impact

Achieve sustainable business growth by positioning the company strategically within its markets and aligning operations with long-term objectives
Deliver measurable improvements in scalability, efficiency, and operational excellence across the business
Drive consistent revenue growth through effective market expansion, cross-selling, and customer-focused strategies
Ensure customer satisfaction and loyalty remain strong, supporting high retention and advocacy
Maintain clear, market-aligned product strategies and roadmaps that balance innovation with stability, supporting both new customer acquisition and retention
Foster an environment of innovation and technology adoption, challenging the status quo and leveraging emerging tools (including AI) to improve products, services, and operations
Own full P&L responsibility, ensuring revenue growth, profitability, financial discipline, and long-term resilience
Translate deep financial insight into strategic and operational decisions that maximize value creation
Meet or exceed key performance metrics including revenue, EBITDA, ROI, and customer retention
Optimize capital allocation and ensure predictable financial performance across monthly, quarterly, and annual periods
Build and sustain high-performing teams capable of delivering exceptional results across all functions
Create a culture of accountability, innovation, and continuous improvement that enhances both individual and organizational performance
Inspire, motivate, and develop teams to achieve ambitious milestones and exceed expectations
Lead confidently through change, simplifying complexity, removing roadblocks, and executing strategies that deliver long-term business success
Represent Tag Software Group leadership values by demonstrating humility, empathy, strategic judgment, and an entrepreneurial mindset in all decisions

Requirements

What you’ll need

Proven ability to own a P&L and deliver sustained growth, profitability, and scalability
Track record of driving market expansion, launching new products, or transforming businesses
Strong financial acumen and ability to make value-creating decisions
Experience building and leading executive-level teams
Comfort with emerging technologies (including AI)
Exceptional communication and influence skills
Ability to simplify complexity, work through ambiguity, and make bold decisions
Resilience and adaptability under pressure
Prior experience managing a B2B software company (preferred)
Proven entrepreneurial mindset and pace-setter traits (preferred)
Bachelor’s degree (MBA or advanced degree a plus) (preferred)
8+ years of cross-functional leadership experience with P&L ownership (preferred)
Broad financial understanding (P&L, BI tools, FP&A, financial documents) (preferred)
Experience developing strategies for customer acquisition and market penetration (preferred)
Ability to analyse and solve complex business problems (preferred)
Excellent leadership, communication, and organisational skills (preferred)
Strong analytical and problem-solving skills (preferred)

Benefits

Comp & perks

Lead an established software company with the backing of a global acquisition group
High autonomy within a decentralized operating structure
Opportunity to shape and scale a business for long-term success
Career growth within a rapidly expanding, entrepreneurial ecosystem
Remote work flexibility (location-dependent)

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

P&L managementfinancial acumenmarket expansioncustomer acquisition strategiesB2B software managementcross-functional leadershipanalytical skillsproblem-solving skillsfinancial documentsBI tools

Soft Skills

communication skillsinfluence skillsresilienceadaptabilityleadershiporganizational skillsentrepreneurial mindsetstrategic judgmentinnovationaccountability

Certifications

Bachelor's degreeMBA