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About the Role

The Director of Origination & Sourcing is a senior origination and people-leadership role responsible for building durable acquisition pipelines across Solen’s priority verticals. You will own market coverage, outbound strategy, founder engagement, and relationship development for a defined set of verticals and high-priority accounts. You will lead and develop a Toronto-based team of 5+ Corporate Development Associates, while also serving as a hands-on individual contributor—personally building deep, long-term relationships with Solen’s most strategic founder and advisor accounts. Success in this role comes from combining high-tempo outreach and disciplined operating rhythms with authentic founder credibility—compounding trust over time and consistently producing high-quality, well-qualified opportunities.

Responsibilities

Own origination strategy for assigned verticals and priority account lists, aligned with Solen’s acquisition theses.
Define ICPs, personas, account universes, and coverage models (founder-owned, sponsor-owned, carve-outs).
Design and run multi-touch outreach programs (email, phone, LinkedIn, events, conferences, in-person) tailored to founder audiences.
Build long-term nurture programs (content, check-ins, founder events) that compound trust and readiness over time.
Translate market learning into sharper targeting, messaging, and segmentation.
Directly manage, coach, and performance-manage 5+ Corporate Development Associates, with responsibility to scale the team over time.
Set clear expectations on activity quality, messaging standards, discovery fundamentals, and qualification discipline.
Run weekly 1:1s, pipeline reviews, call coaching, and skill-building sessions; deliver direct, high-candor feedback.
Partner with the Head of Corporate Development and People team on hiring profiles, onboarding, and career progression paths.
Build a culture grounded in accountability, learning, and continuous improvement.
Personally own and develop relationships with Solen’s highest-priority founder and advisor accounts.
Act as a senior Solen representative in founder conversations, building credibility, trust, and long-term alignment.
Lead complex discovery conversations focused on founder goals, succession, growth constraints, and partnership fit.
Maintain momentum and engagement over long relationship arcs, positioning Solen as the preferred partner.
Develop “why Solen” narratives tailored to priority accounts based on their context, objectives, and constraints.
Own pipeline health and reporting for your team: coverage, outreach, connects, first meetings, qualified opportunities, and progression.
Enforce CRM rigor and data quality as a non-negotiable operating standard (hygiene, stage definitions, required fields).
Run structured weekly and monthly reviews focused on conversion, quality, and learning—not just volume.
Surface insights on objections, market signals, and winning talk tracks; institutionalize learnings through playbooks.
Align with internal stakeholders on vertical priorities, messaging, qualification standards, and handoff criteria.
Coordinate timely, structured handoffs of qualified opportunities once mutual fit and readiness thresholds are met.
Provide market feedback loops to refine theses, positioning, and outreach programs.

Requirements

5+ years in corporate development, PE origination, B2B SaaS enterprise sales/new-logo, or sourcing roles.
Proven experience managing and developing junior-to-mid-level teams in an outbound, metrics-driven environment.
Strong individual contributor instincts with demonstrated ability to build senior-level founder relationships.
Systems-oriented operator who values process, scorecards, operating cadence, and continuous improvement.
High integrity, low ego, strong executive presence; comfortable in ambiguity and energized by building.
Experience in vertical-market software, PE-backed platforms, or consolidators strongly preferred.

Skills

Origination strategy
Market coverage
Outbound strategy
Founder engagement
Relationship development
Team leadership
People management
Coaching
Performance management
Pipeline management
CRM
Data quality
Cross-functional partnership

Location

Toronto, Canada

Work Type

Hybrid
Full-time

Experience Level

Director
Senior

Benefits

Opportunity to build and lead a scaled origination function within an evergreen software compounder.
High ownership role with meaningful influence on Solen’s long-term growth trajectory.
Competitive compensation and benefits package.

About the Company

Solen Software Group is an evergreen holding company that acquires and operates proven vertical-market software businesses with meaningful long-term growth potential.
Solen compounds value over decades, not quarters, and partners with founders to build enduring category leaders across HR tech, fleet telematics, asset management, e-health, document management, and other mission-critical software verticals.

Equal Opportunity

Solen Software Group will never request payment, banking information, or other sensitive personal or financial details during any stage of the recruitment process. All official communication will come from a verified @solensoftwaregroup.com email address. Any outreach outside these standards should be disregarded and reported through our official channels.
We thank all applicants for their interest in joining Solen Software Group. Only candidates selected for an interview will be contacted.