Enterprise Sales Leader, Consumer Business Services
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Job Description
Enterprise sales leader scaling AI agents for consumer business services at Sierra. Managing regional performance, complex $1M+ deals, and high-performing sales teams.
Responsibilities:
- Hire, onboard, and develop account executives across the region
- Coach representatives on deal strategy, pipeline management, and execution
- Create a culture of accountability, learning, and collaboration
- Identify and develop future sales leaders
- Own regional sales performance, targets, and forecast accuracy
- Inspect pipeline quality and unblock stalled deals
- Drive consistent execution of the sales process
- Partner with Revenue Operations to maintain clean data and clear insights
- Join key customer and prospect conversations
- Help representatives navigate complex buying committees and late-stage deals
- Support pricing, negotiation, and close strategy
- Bring AI agents to consumer business services and essential industries
Requirements:
- 10–15+ years of experience in enterprise customer-facing sales, identifying and closing large accounts
- 5+ years managing, mentoring, and developing a high-performing enterprise sales team
- Experience running and managing end-to-end complex deals valued at $1M+
- Exceptional verbal and written communication abilities
- Ability to analyze market trends, identify opportunities, and make data-driven decisions
- Familiarity with the AI landscape, key players, and emerging trends
- Fluency with AI tooling and workflows
- Experience building GTM strategies and sales teams or sales motions from scratch or during early-stage growth
- Legally authorized to work in the United States
Benefits:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits through Carrot
- Lunch, snacks, and coffee
- Discretionary benefit stipend
- Free alphorn lessons
- Equity plans for eligible full-time employees
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