Head of Enterprise Sales

Weave • San Francisco, CA

8d • $400,000 - $500,000 • Hybrid

About The Position

Weave is seeking a seasoned Head of Enterprise Sales to sharpen and scale its go-to-market sales strategy and drive predictable revenue attainment. Reporting to the CEO, this leader will oversee a team of 3–6 Account Executives and Sales Directors and accelerate company growth by building a high-performance sales culture, refining the enterprise selling motion, and aligning GTM execution with customer and market needs. The role is based in San Francisco or Boston, with flexibility to occasionally work remotely and travel of up to 50% for prospect and customer meetings, tradeshows, and events.

The Head of Enterprise Sales will lead sales execution, team building and management, and operational oversight. The position includes setting sales goals and pipeline targets, developing account-based selling, managing forecasts and pipeline discipline, leading high-value enterprise deals, recruiting and coaching the team, building repeatable processes, and maintaining CRM visibility and data integrity. The role also works across Customer Success, Marketing, and Product and monitors industry trends and enterprise deal requirements.

Weave develops AI tools and workflows for capturing, transforming, and communicating therapeutic knowledge throughout drug development. Its platform streamlines regulatory workflows across the therapeutic lifecycle.

Requirements

• 10+ years of SaaS sales experience, including at least 5+ years in a sales leadership role.
• Demonstrated success managing enterprise sales teams selling into pharma.
• Proven track record of exceeding quarterly and annual bookings or revenue goals.
• Strong leadership and coaching ability, with excellent communication skills.
• Skill in pipeline management, forecasting, and effective CRM use.
• Ability to engage C-level executives and influence strategic decision-making.
• Bachelor's degree in Life Sciences, Business, or a related field.
• Experience with SaaS or document management solutions.
• Documented sales management or leadership experience with teams managing business pipelines from identification through contract signing.
• Ability to travel up to 50% for prospect and customer meetings, tradeshows, and events.

Nice To Haves

• Advanced degree preferred.

Responsibilities

• Set territory sales goals, pipeline targets, and incentive structures aligned with new business growth objectives.
• Establish and drive a strategic, account-based sales motion.
• Drive predictable revenue through accurate forecasting and disciplined pipeline management.
• Collaborate with Customer Success, Marketing, and Product to ensure go-to-market alignment and consistent value messaging.
• Lead by example on high-value enterprise deals and support the team in complex negotiations.
• Recruit, train, and develop a high-performing enterprise SaaS sales team.
• Coach new hires to ramp rapidly and support ongoing team training and development.
• Establish week-over-week accountability for deal progression.
• Refine and scale the sales process and build a repeatable playbook centered on pipeline coverage, forecast accuracy, sales cycle length, win rate, and quota attainment.
• Lead weekly pipeline reviews and quarterly business reviews.
• Optimize HubSpot usage to ensure pipeline visibility, KPI tracking, and data integrity.
• Establish sales dashboards for internal use and leadership reporting.
• Monitor industry and competitive trends to inform pricing strategy and customer engagement models.
• Ensure compliance with procurement, contracting, and data security requirements in enterprise deals.

Benefits

• Competitive salary of $250,000–$300,000, with performance-based incentives and OTE of $400,000–$500,000, plus equity.
• Comprehensive health, dental, and vision insurance.
• Generous paid time off.
• Parental leave.
• OneMedical, TalkSpace, and Teladoc.
• Career development opportunities within a company entering a growth phase.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive