THE POSITION

Libra Software Group is seeking a highly driven Director, Corporate Development, to lead the next stage of growth within our M&A; origination function. This is a “player-coach” leadership role designed for an elite business development professional who combines exceptional personal sourcing capabilities with the ability to build and develop high-performing team.

The Business Development

Director will be responsible for building and leading a team of professionals dedicated to sourcing, qualifying, nurturing, and growing a pipeline of acquisition opportunities for our internal M&A; team. Additionally, the Director will be tasked with developing a comprehensive M&A; business development strategy and a long-term roadmap for the team, ensuring a consistent flow of high-quality acquisition opportunities. In this highly visible, client-facing role, you will build trusted relationships with CEOs, founders, Investment Banks, M&A; Advisors, and Private Equity & Venture Capital funds across the software industry.

This role offers a unique chance to develop deep expertise in software investing, capital allocation, and M&A; strategy within the Constellation Software ecosystem, one of the most active acquirers of software businesses globally. Along the way, you will gain direct exposure to senior leaders, investment decision-making processes, and the full acquisition lifecycle, creating a strong foundation for long-term growth within Libra and the broader Constellation network.

THE COMPANY

Libra Software Group is a subsidiary of Constellation Software Inc. (TSX: CSU), one of the world’s most successful acquirers of vertical market software businesses. Our model is distinct: we acquire and hold businesses for the long term, preserving their autonomy while providing access to capital and proven operational best practices through Constellation’s global network of 1,300+ companies.

Founded in 1995, Constellation has deployed over $1B annually across 100+ acquisitions per year, supported by a decades-long track record of disciplined capital allocation and sustainable value creation.





You can learn more by visiting our websites: csisoftware.com | librasoftwaregroup.com

CORE RESPONSIBILITIES

- Build and manage a high-quality pipeline of software acquisition opportunities across Libra's global mandate, at both the individual and team level.
- Develop long-term relationships with founders, CEOs, owners, M&A; advisors, private equity firms, and other intermediaries.
- Lead, coach, and develop a team of Corporate Development professionals, with a view to scaling the team over the next 12-18 months. Recruit, onboard, and develop “A Players” while fostering a high-performance culture.
- Own team operating cadence, pipeline reviews, forecasting, and CRM discipline to drive consistent performance.
- Qualify acquisition opportunities and lead transactions through LOI before transitioning opportunities to investment and operating teams. You are responsible for ensuring that ≥95% of deals advancing to the M&A; and operations team comply with our Buy Box.
- Using an extremely data driven approach to monitor, diagnose and measure team performance, and hold the team accountable for tangible results in pipeline growth and advancing actionable transactions.
- Champion the adoption of AI, automation, and best-in-class technology to improve sourcing productivity and pipeline quality.
- Develop market intelligence, vertical market maps, and acquisition strategies to expand Libra's proprietary deal flow.
- Represent Libra at industry conferences, trade shows, and networking events to strengthen our acquisition ecosystem.
- Operational cadence: You will be expected to install and lead the following rituals:
- Daily: Activity scorecards and CRM hygiene checks.
- Weekly: Pipeline reviews,



inspection of qualification rigor, and coaching sessions.
- Monthly: Monthly M&A; target reviews (e.g., meaningful contacts, NDAs signed, etc.), market coverage analysis and Buy Box compliance audits.

QUALIFICATIONS

- 7+ years of experience in Business Development, Corporate Development, Enterprise Sales, M&A; Origination, Investment Banking, or a related client-facing role.
- Demonstrated success sourcing proprietary opportunities through outbound relationship development. A clear interest in developing a long-term pipeline of meaningful relationships with prospects as a career trajectory within software investing.
- Previous leadership experience managing, developing and retaining “A players”.
- Proven ability to balance individual production with coaching, accountability, and team development.
- Strong understanding of software businesses and the M&A; lifecycle; software, SaaS, or private equity experience is preferred.
- Exceptional relationship-building and executive communication skills with founders, CEOs, and senior stakeholders.
- Strong analytical skills with experience managing pipeline metrics, forecasting, and CRM systems (Salesforce preferred). Fluency in "Funnel Math"—knowing exactly how many touches it takes to reach a signed LOI.
- Experience leveraging AI and automation tools to improve business development effectiveness.
- Highly organized, self-motivated, and able to thrive in an autonomous, performance-driven environment.
- High integrity, strong work ethic, and a passion for building long-term relationships that lead to successful acquisitions.
- Advanced verbal and written communication skills with confidence and polish to speak with senior executives and business intermediaries.
- Acts with professionalism, and as a culture carrier for Libra.
- The role is based in Toronto and operates on a hybrid schedule.
- Candidates must indicate if they are not legally authorized to work in Canada.
- Salary range is between $135,000-$150,000 plus bonus and commission structure.

📌 Director, Corporate Development (Deal Origination) (Toronto)
🏢 Libra Software Group
📍 Toronto