Enterprise Sales Director

Sierra

Enterprise Sales Director driving revenue for Sierra’s AI customer-experience platform through prospecting, strategic selling, and complex deal negotiations. Managing key enterprise relationships and six- and seven-figure ACV opportunities.

Posted 8/5/2026full-timeRemote • 🇺🇸 United StatesLead💰 $240,000 - $305,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in enterprise sales strategies, relationship building, and negotiation to drive revenue growth. Proficient in leveraging AI tools for sales efficiency and data-driven decision-making.

Highest-signal resume keywords

Enterprise Sales ExperienceComplex Deal NegotiationQuota ManagementMarket Trend AnalysisAI Tools Utilization

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Strategy DevelopmentCold CallingAccount ResearchPipeline ForecastingProposal CreationContract NavigationData-Driven Decision MakingRelationship ManagementNegotiation SkillsCustomer Engagement

Soft Skills

Exceptional CommunicationNetworking AbilitiesStakeholder ManagementProblem SolvingCollaboration

Tools & Technologies

AI ToolsSales Presentation SoftwareCRM SystemsMarket Analysis ToolsSales Campaign Platforms

Industry Keywords

Enterprise CustomersGTM TeamACV DealsRevenue GrowthSales Pipeline

About the role

Key responsibilities & impact

Identify and target potential enterprise customers through research, networking, and cold calling
Build new relationships with enterprise customers and prospects to drive revenue, pipeline, and deployment capacity
Build and maintain relationships with key decision-makers and stakeholders at the largest customers
Serve as the primary point of contact and exceed customer expectations
Lead negotiations with existing and prospective customers, address objections, and close complex deals
Navigate contracts and agreements with legal and finance stakeholders
Develop and execute sales strategies to meet or exceed targets
Create tailored sales presentations and proposals for enterprise customers
Collaborate with marketing on sales campaigns and presentations
Work with the broader GTM team and product, technical, and operations organizations
Leverage AI tools across account research, personalized outreach, call summarization, pipeline forecasting, and deal execution
Continuously adopt and experiment with new tools to improve sales efficiency and customer relationships

Requirements

What you’ll need

6–8 years of experience in an enterprise customer-facing sales role identifying and closing large accounts
Experience managing a $1M+ quota
Experience running end-to-end complex six- and seven-figure ACV deals
Exceptional verbal and written communication abilities
Ability to analyze market trends, identify opportunities, and make data-driven decisions
Proven track record of enterprise prospecting through research, networking, and cold calling
Familiarity with the AI landscape, key players, and emerging trends is an advantage
Legally authorized to work in the United States
Must address whether U.S. visa sponsorship is required

Benefits

Comp & perks

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, delicious snacks, and coffee
Discretionary benefit stipend
Free alphorn lessons
Equity plans for eligible full-time employees