Group Leader I CEO in Canada Creek, Nova Scotia at Jobgether

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Group Leader I CEO based in Canada.

This is a senior executive leadership opportunity for a strategic and results-driven professional passionate about growing software businesses and developing high-performing leadership teams. In this role, you will oversee a portfolio of multiple business units, guiding their growth, operational performance, and innovation strategies. Working across diverse vertical markets, you will partner with business leaders to strengthen recurring revenue, improve customer outcomes, and drive sustainable profitability. You will play a key role in evaluating acquisition opportunities, supporting integration efforts, and fostering a culture of accountability and continuous improvement. The position combines strategic vision with hands-on operational leadership in a decentralized, entrepreneurial environment. It also offers the opportunity to influence the adoption of emerging technologies, including AI and automation, to enhance business performance and customer value.

As the leader of a portfolio of software businesses, you will be responsible for driving long-term growth, operational excellence, and leadership development across multiple organizations. Key responsibilities include:

• Define and execute growth strategies, operational priorities, and performance objectives across a portfolio of 5–7 business units.
• Coach, mentor, and support business unit leaders to strengthen leadership capabilities and organizational performance.
• Monitor and improve key business metrics, including recurring revenue growth, profitability, customer retention, customer satisfaction, and operational efficiency.
• Lead the integration of newly acquired businesses, ensuring alignment of commercial, operational, and administrative functions.
• Support product innovation initiatives and help leaders evaluate opportunities to improve customer value through technology enhancements.
• Identify practical applications of AI, automation, predictive analytics, and related technologies that improve business outcomes and internal processes.
• Analyze market trends, competitive positioning, pricing strategies, and growth opportunities within targeted vertical markets.
• Establish and review key performance indicators through regular forecasting, reporting, and business reviews.
• Promote data-driven decision-making and operational discipline while preserving entrepreneurial flexibility within each business unit.
• Act as a cultural ambassador, fostering collaboration, accountability, innovation, and continuous improvement across the portfolio.

The ideal candidate is an experienced software industry executive with a proven ability to scale businesses, develop leaders, and drive operational excellence.

• 10+ years of leadership experience within the software industry, ideally in vertical SaaS environments.
• Demonstrated success managing and growing multiple business units through both organic growth and acquisitions.
• Strong experience with mergers, acquisitions, due diligence, and post-acquisition integration.
• Solid financial acumen with direct responsibility for P&L management and business performance.
• Proven ability to build, mentor, and develop executive and management-level leaders.
• Strong strategic thinking combined with a hands-on, execution-oriented approach.
• Excellent communication, influencing, and stakeholder management skills.
• Experience evaluating AI, automation, or technology-driven operational improvements is considered an asset.
• Bachelor's degree required; MBA or other relevant graduate-level education is preferred.
• Comfortable operating in a decentralized, fast-paced, and evolving business environment.

• Competitive base salary with performance-based bonus opportunities.
• Long-term incentive programs aligned with business performance.
• Flexible remote work environment.
• Comprehensive health and wellness benefits.
• Retirement and financial planning programs.
• Access to leadership development and executive growth opportunities.
• Exposure to a diverse portfolio of software businesses and industries.
• Opportunity to contribute directly to acquisition strategy, business growth, and innovation initiatives.
• Strong career advancement potential within a global software ecosystem.