Enterprise AI Sales Director — C-Suite Trusted Advisor

United States Digital Space LLC; United States; Remote; USD 150,000 - 260,000; Full time

Benefits offered by this job

Flexible (unlimited) paid time off

Medical, dental, and vision benefits

Life insurance and disability benefits

Retirement plan dependent on country

Parental leave

Fertility and family building benefits

Lunch, snacks, and coffee

Discretionary benefit stipend

Free alphorn lessons

Job summary

United States Digital Space LLC is seeking an experienced Enterprise Sales professional to own large-scale deals end-to-end from prospecting to close. You will lead conversations with VP-level executives and build durable relationships across customer organizations, often involving complex 6- and 7-figure ACV opportunities.

You will navigate pricing, timing, and executive alignment, leveraging AI tools to accelerate research, outreach, and forecasting while raising the bar for deal teams.

Qualifications

• 8–10 years of enterprise customer-facing sales experience with large accounts.
• Proven ability to manage a $1M+ quota and end-to-end 6–7 figure ACV deals.
• Ability to multi-thread with and build trust across C-suite stakeholders.
• Exceptional verbal and written communication; data-driven decision making.
• Familiarity with AI landscape, players, and trends.

Responsibilities

• Independently drive complex enterprise deals end-to-end with strong autonomy.
• Lead VP-level conversations and build durable executive relationships.
• Identify and manage deal risk early with stakeholder maps.
• Make pricing and escalation decisions in partnership with management.
• Engage company co-founders for executive credibility when needed.
• Elevate team standards and operate as an AI-native seller across cycles.

Skills

Enterprise sales

C-suite relationships

Negotiation

Communication skills

AI landscape familiarity

Job description

United States Digital Space LLC is seeking an experienced Enterprise Sales professional to own large-scale deals end-to-end from prospecting to close. You will lead conversations with VP-level executives and build durable relationships across customer organizations, often involving complex 6- and 7-figure ACV opportunities.

You will navigate pricing, timing, and executive alignment, leveraging AI tools to accelerate research, outreach, and forecasting while raising the bar for deal teams.