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Highspring

Consulting Professional Services Sales Director

Montreal, QC, Canada

Base Compensation: $150,000 CAD - $250,000 CAD · Full-time

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Job details

Pay: Base Compensation: $150,000 CAD - $250,000 CAD
Job type: Full-time
Apply by: Nov 29, 2026
Posting language: English
Posted: Oct 30, 2026

Original job description

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 – Montreal 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 Highspring’s 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

Commercial Strategy & Revenue Growth
Own and execute the company’s 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.
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.
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.
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.
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 Highspring’s market position through partner-led strategies.
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.
Leadership, Culture & Accountability
Act as a visible, inspiring leader who brings structure, clarity, and momentum.
Set high standards for accountability, communication, and execution.
Reinforce Highspring’s values and leadership expectations across the organization.

Professional Experience

Ideal Background & Experience

10–20+ 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 zero, you 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 Highspring’s growth

Determining compensation for this role (and others) at Highspring depends on a wide range of factors, including an individual’s skills, experience, training, licensure and certifications, office location and other geographic considerations, as well as business and organizational needs. As required by applicable law, Highspring believes the compensation range below reasonably reflects the base salary or hourly pay for this position in locations where pay range disclosure is required.In addition to base compensation, this role is eligible to participate in incentive compensation programs designed to reward individual and company success. Actual incentive compensation will vary based on individual, team, and company performance, as well as the terms of applicable incentive plans. The individual may also be eligible for discretionary bonuses, and can participate in medical, dental, and vision benefits as well as the company’s 401(k) retirement plan.

Base Compensation: $150,000 CAD - $250,000 CAD

EEO Notice

Highspring is an Equal Opportunity Employer and does not discriminate against any employee or applicant for employment because of race (including but not limited to traits historically associated with race such as hair texture and hair style), color, sex (includes pregnancy or related conditions), religion or creed, national origin, citizenship, age, disability, status as a veteran, union membership, ethnicity, gender, gender identity, gender expression, sexual orientation, marital status, political affiliation, or any other protected characteristics as required by federal, state or local law.

Highspring and its parents, affiliates, and subsidiaries are committed to the full inclusion of all qualified individuals. As part of this commitment, Highspring and its parents, affiliates, and subsidiaries will ensure that persons with disabilities are provided reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact HR@highspring.com.

Highspring also wants all applicants to know their rights that workplace discrimination is illegal.

Privacy Notice

Highspring and its parents, affiliates, and subsidiaries (“we,” “our,” or “Highspring”) respects your privacy and are committed to providing transparent notice of our policies.

California residents may access Highspring HR Notice at Collection for California Applicants and Employees here.
Virginia residents may access our state specific policies here.
Residents of all other states may access our policies here.
Canadian residents may access our policies in English here and in French here.
Residents of countries governed by GDPR may access our policies here.

Additionally, submissions to this position are subject to the use of AI to perform preliminary candidate screenings, focused on ensuring minimum job requirements noted in the position are satisfied. More details about Highspring’s use of AI can be found here (https://www.highspring.com/ai-use-notices/). Further assessment of candidates beyond this initial phase will be conducted by recruiters and hiring managers.

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More about this job

Responsibilities

Own Highspring’s commercial strategy and revenue performance, lead and develop sales teams, and strengthen enterprise accounts and market partnerships. Align sales demand with delivery, recruiting, and operations while improving margins, client outcomes, and the organization’s ability to scale.

Requirements

Requires 10–20+ years of experience in professional services, consulting, or technology services, including a track record of scaling a services organization from approximately $40 million to more than $100 million. Candidates should bring senior sales and commercial leadership experience, strong financial and operational acumen, and the ability to align sales growth with delivery, recruiting, and organizational capacity.

Skills

Sales Leadership
Commercial Strategy
Revenue Growth
Forecasting
Pipeline Management
Revenue Operations
Account Management
Sales Performance Management
Operational Scaling
Delivery Capacity Planning
Recruiting Alignment
Margin Management
Utilization Management
Talent Development
Strategic Partnerships
Client Success

Benefits

Medical Insurance
Dental Insurance
Vision Insurance
401(k) Retirement Plan
Incentive Compensation
Discretionary Bonuses

Visa sponsorship

Not detected in the job text

Keywords

Professional Services
Technology Transformation
Cloud
Data
Cybersecurity
Generative AI
Digital Engineering
Enterprise Modernization
Commercial Strategy
Revenue Growth
Sales Leadership
Revenue Operations
Pipeline Governance
Forecasting
Account Planning
Performance KPIs
Operating Models
Delivery Capacity
Talent Acquisition
Margin Performance
Utilization
Succession Planning
Strategic Partnerships
Client Satisfaction
Renewals
Go-to-Market Strategy
Enterprise Accounts

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