Director of Sales, Enterprise

Dot Compliance; Canada; Remote; CAD 180,000 - 240,000; Full time

Job summary

Dot Compliance Ltd. in Canada is seeking a results-driven Director of Sales, Enterprise to lead and grow our enterprise business across North America.

You will drive new business revenue, navigate complex cycles, and build a scalable revenue engine with a hands-on leadership style. Reporting to senior leadership, you will mentor Account Executives, shape territory plans, and partner with Marketing, Product, and Customer Success to close high-value deals with senior decision-makers in Life

Responsibilities

• Own and execute the North American enterprise sales plan to achieve ARR targets and drive growth.
• Develop structured enterprise sales approaches, including account planning, qualification, stakeholder mapping, and deal execution.
• Lead, mentor, and develop a team of Account Executives with coaching and performance management.
• Support high-value deals with strategy, executive engagement, negotiations, and closing.
• Build relationships with senior executives in large pharma/biotech/medical device across US and Canada.
• Build and maintain enterprise pipeline, monitor metrics, improve win rates and progression.
• Identify new opportunities across North America and strengthen market position.
• Collaborate with Marketing, Product, Customer Success, and Revenue Ops to align go-to-market initiatives.
• Drive forecasting, pipeline reviews, and sales reporting.

Job description

About Dot Compliance

Dot Compliance is a leading provider of cloud-based Quality and Compliance Management solutions for the Life Sciences industry. Built on Salesforce, our innovative SaaS platform helps pharmaceutical, biotechnology, and medical device companies streamline and transform their quality and compliance processes. We are a growing, innovative software company on a mission to change how regulated Life Sciences organizations manage quality and compliance worldwide.

About the Role

We are seeking an experienced, results-driven Director of Sales, Enterprise to lead and grow our enterprise sales business across North America. In this role, you will be responsible for driving new business revenue within the Enterprise segment across North America, developing and executing strategic sales plans, and leading a team of Account Executives to consistently achieve ambitious revenue targets. You are a hands-on sales leader who thrives in a fast-paced, high-growth SaaS environment. You bring deep experience navigating complex enterprise sales cycles, building relationships with senior decision-makers, and successfully closing high-value deals involving multiple stakeholders. You will work closely with senior leadership and cross-functional teams to strengthen our enterprise sales capabilities, expand our presence within large Life Sciences organizations, and build a predictable, scalable enterprise revenue engine across North America.

Key Responsibilities

• Enterprise Revenue Growth: Own and execute the North American enterprise sales plan to achieve new business ARR targets, expand market share, and drive sustainable revenue growth across strategic enterprise accounts.


• Enterprise Sales Strategy: Develop and implement structured sales approaches tailored to complex enterprise buying cycles, including account planning, opportunity qualification, stakeholder mapping, and deal execution.


• Team Leadership & Coaching: Lead, mentor, and develop a team of Account Executives. Provide hands-on coaching, performance management, and support throughout the sales process to consistently achieve revenue targets.


• Strategic Deal Management: Actively participate in complex, high-value sales opportunities, supporting the team with deal strategy, executive engagement, negotiations, procurement processes, and closing.


• Executive Relationship Building: Establish and strengthen relationships with senior executives and key stakeholders within large pharmaceutical, biotechnology, and medical device organizations across the US and Canada.


• Pipeline & Sales Performance: Build and maintain a healthy enterprise sales pipeline, monitor key performance metrics, and identify opportunities to improve win rates, deal progression, and overall sales effectiveness.


• Market Development: Identify and pursue new enterprise opportunities across North America, developing targeted account strategies and strengthening Dot Compliance's positioning within the Life Sciences industry.


• Cross-Functional Collaboration: Partner closely with Marketing, Product, Customer Success, Solutions Engineering, and Revenue Operations to align enterprise go-to-market initiatives, support complex customer requirements, and deliver effective sales execution.


• Forecasting & Reporting: Drive accurate revenue forecasting, strategic pipeline reviews, and sales reporting, providing senior leadership with clear visibility into opportunities, risks, and expected revenue performance.