Enterprise Sales Director, Retail

This is a fully remote position, open to applicants in California, +1 more state.

📋 Description

• Identify and engage potential customers through research, networking, and cold outreach.

• Establish new connections with enterprise clients and prospects to enhance revenue, pipeline, and deployment capabilities.

• Foster and sustain relationships with key decision-makers and stakeholders at major client organizations.

• Act as the main point of contact and strive to surpass customer expectations.

• Lead negotiations, address concerns, and finalize intricate deals.

• Manage contracts and agreements in collaboration with legal and finance teams.

• Formulate and implement sales strategies to achieve or exceed set targets.

• Craft customized sales presentations and proposals.

• Partner with marketing on sales initiatives and presentations.

• Collaborate with GTM, product, technical, and operations teams.

• Utilize AI tools for account research, outreach, call summarization, forecasting, and deal execution.

• Consistently adopt and test new tools to enhance sales productivity.

⛳️ Requirements

• 6–8 years of experience in an enterprise-facing sales position.

• Proven experience in identifying and securing large accounts.

• Demonstrated success in managing a quota of $1M or more.

• Experience in executing complex end-to-end deals with 6- and 7-figure ACV.

• Outstanding verbal and written communication skills.

• Capacity to analyze market trends, recognize opportunities, and make informed, data-driven choices.

• Established track record in enterprise prospecting through research, networking, and cold outreach.

• Familiarity with the AI landscape, key players, and emerging trends is a plus.

🏝️ Benefits

• Flexible (unlimited) paid time off.

• Comprehensive medical, dental, and vision coverage for you and your family.

• Life insurance and disability benefits.

• Retirement plan based on the country of employment.

• Parental leave options.

• Fertility and family-building benefits via Carrot.

• Lunch provided, along with a variety of snacks and coffee.

• Discretionary benefit stipend.

• Complimentary alphorn lessons.

• Eligible full-time employees can take part in Sierra's equity plans.

• Commission opportunities available.