About this role
Managing Director
Remote — Canada or United States | Full-time | Reports to: Managing Partner
About Edelweiss Software GroupEdelweiss Software Group is an operating group of Valsoft Corporation, serving as a permanent basecamp for vertical market software companies. Our philosophy is simple: your company leads; we support the ascent. With a buy-and-hold-forever approach, Edelweiss preserves each company's brand and provides the steady guidance, capital, and resources needed to keep both products and people moving upward. We form long-term strategic alliances with existing management teams — we don't buy to sell — placing a premium on the well-being of customers and employees over short-term goals.
The RoleWe are seeking an entrepreneurial and operationally minded Managing Director to lead one of our software businesses. Reporting directly to the Managing Partner, you will own the P&L, set strategic direction, and drive sustained, profitable growth across the product portfolio.
This is a hands-on operator role for a leader who can build as much as run. The business is at an exciting inflection point, with a stable core and a new generation of products moving toward market. You will define and execute the strategy for its next phase — evolving the operating model, sharpening the go-to-market engine, and bringing new products successfully to market — while building a transparent, high-performing, customer-obsessed organization. You will operate with high autonomy, supported by Valsoft's long-term investment model, operational expertise, and global network.
What You'll Lead• Drive the next phase of growth — Expand repeatable, high-quality revenue; refine cross-product go-to-market; and identify new opportunities across markets, segments, and channels.
• Steer the product portfolio — Refine clear, market-aligned product roadmaps, bring the next generation of products to market and toward self-sustaining economics, and leverage emerging tools (including AI) to enhance the platform.
• Evolve the operating model — Move toward business-unit-level ownership and accountability, with the transparency, discipline, and incentives to scale while improving E2E operational efficiency with the use of AI
• Deepen customer value — Improve retention, satisfaction, and lifetime value, and embed a culture of customer-led innovation.
• Own performance and outcomes — Take full accountability for revenue, EBITDA, and cash flow, with disciplined capital allocation and predictable financial performance.
• Lead and grow the organization — Build and develop a high-performing team and a culture of ownership, accountability, continuous improvement, with a customer-first mindset.
Candidate ProfileExperience
• Proven experience as a CEO, Managing Director, COO, VP or General Manager with full P&L ownership of a software or technology business.
• P&L scale: Prior P&L accountability of $5M or more.
• Team leadership: Experience leading and developing a team of 10 or more.
• New-product track record: Has brought new products to market and successfully scaled them.
• Track record of scaling and growing established software businesses and of transforming a business.
• Strong commercial instinct across sales, pricing, and go-to-market strategy, including cross-sell and market penetration.
• Ability to lead across product, operations, and finance, with sound financial acumen (P&L management, budgeting, forecasting).
• Comfort with emerging technologies, including AI.
• Bachelor's degree in business, finance, engineering, economics, or a related field; an MBA or advanced degree is a strong asset.
Personal characteristics
• Empathetic leader:A strong ability to influence others, and an empathetic, active listener.
• Entrepreneurial spirit — results-oriented, driven, proactive, and a team player.
• Both strategic and hands-on, with the ability to translate vision into actionable plans and drive results.
• A high degree of accountability and ownership.
• Ability to thrive in a fast-paced, dynamic environment and adapt to change with agility.
• A people-centric leader who leads with humility, empathy, and sound judgment.
Why This Opportunity Stands Out• A platform for growth — Lead an established, market-leading business at a genuine inflection point — with the core stabilized and a new product generation ready to scale.
• True ownership — Run the business with full autonomy and accountability, empowered to make decisions and drive outcomes.
• Long-term backing — Valsoft's buy-and-hold-forever model means you build enduring value rather than managing toward an exit.
• A proven operating model — Access Valsoft's playbooks, capital, and global network of experienced software operators while retaining independence in execution.
• Flexibility — Fully remote, based anywhere in Canada or the United States.
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