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Salary
$92k – $190k per year (Estimated)
Location
Remote (Canada)
Seniority
Architect
Employment
Full-Time
Overview
Company
Impact
Profile match
Valsoft is a Canadian company founded in 2015 that acquires and permanently holds vertical market software businesses rather than reselling them. It buys established, often founder-owned products serving narrow industries such as transport, hospitality, insurance, healthcare and utilities, then keeps them operating under their own brands with centralised support for finance, hiring and best practice. Headquartered in Montreal, it has completed well over a hundred acquisitions and operates on the model that a small software business serving an unglamorous industry can be extremely durable if it is never asked to grow beyond its market.

We are seeking an experienced and entrepreneurial Managing Director to lead one of our software businesses within TAG Software Group. As MD, you will own the P&L, set strategic direction, and drive sustained growth and profitability across the business.

Success will be measured by outcomes, raising operational excellence, scaling customer success, and building high-performing leadership teams that multiply impact. This position provides critical operational leadership to a company and potentially a portfolio of companies within a growing software vertical.

ABOUT TAG SOFTWARE GROUP:

TAG Software Group is a team of experienced investors and operators dedicated to acquiring, enhancing, and growing mission-critical software companies serving SMB, enterprise, and public sector customers.

Founded as part of a permanent home for software companies, we don’t buy to sell. Our focus is on long-term partnerships that protect your legacy, employees, and customers.

Our in-house team delivers an efficient, transparent, and seller-friendly process, ensuring speed and certainty of close. Once part of TAG, your company gains access to proven best practices, dedicated value-creation resources, and the extended ecosystem of our sister companies, including proprietary in-house technology including and - helping your business reach the next level.

INVESTMENT APPROACH:

Unlike private equity and venture capital firms, we are Entrepreneurs who Buy, Enhance and Grow Software Businesses. That’s right; we don’t sell businesses. We form a strategic alliance with existing management teams. We recognize the dedication and perseverance required to create a firm and place a premium on customers’ and workers’ well-being over short-term goals.

CULTURE:

Tag Software Group is more than just a place to work; we’re a team. We mean it when we say people are our greatest assets, so investing in them is our number one priority. We create an environment where our employees feel first-day-on-the-job excitement, day after day, creating a culture of high performers and collaboration. We celebrate our milestones, and we’re proud of them. We Dream Big, Stay Humble, and Stay Hungry.

POSITION DESCRIPTION:

As Managing Director, you will provide strategic, operational, and financial leadership to a software business or portfolio within the Tag Software Group family. You will develop and implement the business strategy across sales, marketing, R&D, customer service, professional services, and HR. Working with the Business Unit leadership team, you will set growth objectives, lead execution, and drive operational excellence.

You will be fully accountable for business performance, profitability, scalability, and long-term customer and employee success.

KEY RESPONSIBILITIES:

  • 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

REQUIRED QUALIFICATIONS:

  • 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.

ADDITIONAL OR PREFERRED QUALIFICATIONS:

  • 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

WHY JOIN US:

  • 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).
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