Director of Sales, Enterprise

Dot Compliance

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About The Position

Dot Compliance is seeking an experienced, results-driven Director of Sales, Enterprise to lead and grow its enterprise sales business across North America. The role owns new-business revenue generation within the Enterprise segment, develops and executes strategic sales plans, and leads a team of Account Executives toward ambitious revenue targets. It calls for a hands-on leader experienced in complex enterprise sales cycles, senior decision-maker relationships, and high-value, multi-stakeholder deals in a fast-paced, high-growth SaaS environment.

The Director will work with senior leadership and cross-functional teams to strengthen enterprise sales capabilities, expand the company’s presence within large Life Sciences organizations, and build a predictable, scalable enterprise revenue engine across North America. The position is expected to work primarily Eastern Time hours.

Requirements

• At least 8 years of B2B SaaS sales experience focused on Enterprise accounts.
• At least 3 years in management or leadership roles leading, managing, and coaching Account Executives, including support for strategic deal execution and performance development.
• A proven record of achieving and exceeding enterprise sales targets in North American and global markets, including closing complex, high-value SaaS deals.
• Experience selling SaaS solutions into Life Sciences, Quality Management, Compliance, or other highly regulated industries.
• Strong understanding of how international pharmaceutical, biotechnology, and medical device companies operate, including global regulatory and compliance concerns such as FDA, EMA, and GxP.
• Strong understanding of complex enterprise sales cycles, including multi-stakeholder decision-making, executive-level selling, procurement, and contract negotiations.
• Business acumen and the ability to engage C-level executives and senior decision-makers, translating technical capabilities into measurable business value.
• Hands-on leadership ability to guide sales teams through qualification, discovery, value-based selling, negotiation, and closing.
• Strong analytical skills and experience with revenue forecasting, pipeline management, and sales performance metrics.
• Ability to thrive in a dynamic, fast-growing environment while balancing strategic thinking with hands-on sales execution.
• Availability to work primarily Eastern Time hours to collaborate effectively with internal teams.

Nice To Haves

• Experience selling Quality Management Systems (QMS) or other compliance software.
• Experience scaling enterprise sales teams and processes within early-to-mid-stage SaaS companies.
• Familiarity with Salesforce-native SaaS products and go-to-market environments.

Responsibilities

• 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.
• Develop and implement structured sales approaches for complex enterprise buying cycles, including account planning, opportunity qualification, stakeholder mapping, and deal execution.
• Lead, mentor, and develop a team of Account Executives, providing hands-on coaching, performance management, and sales-process support.
• Participate in complex, high-value sales opportunities, supporting deal strategy, executive engagement, negotiations, procurement processes, and closing.
• Establish and strengthen relationships with senior executives and key stakeholders at large pharmaceutical, biotechnology, and medical device organizations across the US and Canada.
• Build and maintain a healthy enterprise sales pipeline; monitor performance metrics and identify ways to improve win rates, deal progression, and sales effectiveness.
• Identify and pursue new enterprise opportunities across North America, develop targeted account strategies, and strengthen Dot Compliance’s positioning in Life Sciences.
• Partner with Marketing, Product, Customer Success, Solutions Engineering, and Revenue Operations on enterprise go-to-market initiatives, complex customer requirements, and sales execution.
• Drive accurate revenue forecasting, strategic pipeline reviews, and sales reporting, providing senior leadership visibility into opportunities, risks, and expected revenue performance.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed