Enterprise Sales Leader — Scale Strategic Enterprise Deals

Outset; San Francisco (CA); On-site; USD 140,000 - 180,000; Full time

Job summary

Outset, the AI‑driven user interview platform, is seeking an Enterprise Sales Manager to lead a team of Enterprise Account Executives. You will shape the enterprise motion, coach reps through complex deals, and partner with Sales leadership to build scalable processes.

In this fast-growing environment, you will own team quota attainment, forecast accuracy, and the end-to-end enterprise strategy with cross-functional partners across Marketing and Customer Success.

Qualifications

• 5+ years in enterprise or complex B2B sales, with 3+ years directly managing an AE team.
• Experience selling in the user or market research space.
• Track record of meeting or exceeding team quotas in a fast-growing, high-velocity environment.
• Strong coaching instincts to diagnose deal blockers and unblock reps.
• Experience building or refining sales process and playbooks.
• Comfortable with lean teams and evolving startup infrastructure.
• Excellent communicator with leadership, cross-functional partners, and enterprise buyers.
• Ability to own team quota attainment and forecast accuracy.

Responsibilities

• Manage and coach a team of Enterprise AEs, including pipeline reviews and 1:1 development.
• Own team quota attainment and forecast accuracy, reporting to Sales leadership.
• Recruit, hire, and onboard new AEs as the team scales.
• Partner with Marketing and Customer Success on enterprise strategy and expansion.
• Get involved in complex, high-value deals with negotiation support and executive relationships.
• Build and refine sales process, playbooks, and enablement materials for enterprise.
• Identify and address performance gaps with coaching plans.
• Report on team metrics, pipeline health, and win/loss trends to leadership.

Skills

Enterprise sales

Team management

Coaching

Strategic selling

Stakeholder communication

Job description

Outset, the AI‑driven user interview platform, is seeking an Enterprise Sales Manager to lead a team of Enterprise Account Executives. You will shape the enterprise motion, coach reps through complex deals, and partner with Sales leadership to build scalable processes.

In this fast-growing environment, you will own team quota attainment, forecast accuracy, and the end-to-end enterprise strategy with cross-functional partners across Marketing and Customer Success.