Managing Director – North America

Aspire Software

Managing Director leading and scaling software businesses for TAG Software Group. Responsible for P&L, operational excellence, and building high-performing leadership teams.

Posted 6/25/2026full-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.
Proven entrepreneurial mindset and pace-setter traits.
Bachelor’s degree (MBA or advanced degree a plus).
8+ years of cross-functional leadership experience with P&L ownership.
Broad financial understanding (P&L, BI tools, FP&A, financial documents).
Experience developing strategies for customer acquisition and market penetration.
Ability to analyze and solve complex business problems.
Excellent leadership, communication, and organizational skills.
Strong analytical and problem-solving skills.

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 analysismarket expansioncustomer acquisition strategiesoperational excellencescalabilityEBITDAROIFP&ABI tools

Soft Skills

communication skillsleadershipstrategic judgmentresilienceadaptabilityproblem-solvinginfluence skillsinnovationaccountabilityteam development

Certifications

Bachelor’s degreeMBA