Sales Director (Managing Director – Sales & Operation Management)

Sales Director (Managing Director Sales & Operation Management)

Highspring Professional Services & Technology Transformation

About Highspring

Highspring is a professional services firm that helps organizations achieve their business objectives through technology-driven transformation. We partner with enterprises across Cloud Data Cybersecurity GenAI Digital Engineering and Enterprise Modernization to accelerate delivery strengthen internal capabilities and drive measurable business outcomes.

As part of our next phase of growth we are hiring a Sales Director Canada to lead company-wide commercial performance and play a central role in scaling the organization.

Role Summary

The Sales Director (Managing Director Sales Management) is a senior business leader responsible for owning Highsprings commercial performance and acting as the operational and strategic backbone of the organization.

This role goes beyond traditional sales leadership. It is designed for an executive who can lead sales influence delivery and talent build scalable structures and orchestrate execution across the business while working closely with the partnership on enterprise growth and strategic relationships.

Key Responsibilities

1. Commercial Strategy & Revenue Growth

• Own and execute the companys commercial growth strategy.
• Partner with the Managing Partner to expand enterprise accounts develop new markets and strengthen go-to-market execution.
• Lead forecasting pipeline governance revenue performance tracking and sales accountability.
• Drive execution discipline across sales delivery and recruiting to ensure growth translates into results.

1. Sales Leadership & Performance

• Lead structure and elevate Account Managers Engagement Managers Account Owners and Sales Leaders.
• Implement and continuously evolve scalable sales frameworks account planning methodologies and performance KPIs.
• Build a high-performance ownership-driven sales culture with clear expectations and outcomes.

1. Business Scaling & Operational Alignment

• Ensure the organization is operationally ready to support growth by aligning sales demand with delivery capacity and recruiting pipelines.
• Design and implement scalable operating models processes and governance appropriate for the $40M$100M growth stage.
• Work closely with Practice Leaders Operations and Talent Acquisition to align capacity with demand.
• Improve margin performance utilization and operational predictability.
• Establish consistent leadership cadence and cross-functional alignment.

1. Talent Development & Leadership Enablement

• Build structured career paths and leadership frameworks across sales and operations.
• Implement coaching performance management and succession planning.
• Support senior leaders in building depth and sustainability across teams.

1. Partnerships & Market Ecosystem

• Develop and manage strategic partnerships with technology vendors delivery partners and subcontractors.
• Identify ecosystem opportunities that support growth and capability expansion.
• Strengthen Highsprings market position through partner-led strategies.

1. Client Success & Account Expansion

• Ensure consistent delivery of value aligned with client business objectives.
• Drive customer satisfaction renewals and account expansion.
• Partner with Practice Leaders to improve service maturity and consistency.
• Partner with Practice Leaders to strengthen and evolve service offerings by defining clear use cases value propositions and go-to-market narratives aligned to client needs.

1. Leadership Culture & Accountability

• Act as a visible inspiring leader who brings structure clarity and momentum.
• Set high standards for accountability communication and execution.
• Reinforce Highsprings values and leadership expectations across the organization.

Ideal Background & Experience

Professional Experience

• 1020 years in professional services consulting or technology services.
• Direct experience scaling a services organization from approximately $40M to $100M in revenue.
• Strong background in sales leadership commercial management and revenue operations.
• Demonstrated ability to align sales growth with delivery recruiting and operational capacity.
• Experience building sales organizations leadership frameworks and performance models.
• Proven success working with senior enterprise clients.

Core Competencies

• Executive presence and inspirational leadership
• Strong commercial and financial acumen (pipeline margin forecasting)
• Strategic thinker with operational discipline
• Excellent communication and stakeholder management skills
• Ability to unify cross-functional teams around shared goals
• Entrepreneurial mindset with experience navigating scale-up complexity

Why This Role Is Different

• You are not building from zeroyou are professionalizing and scaling
• You operate at a critical inflection point where structure rigor and leadership matter
• You influence the entire business not just sales
• You help shape the next chapter of Highsprings growth

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