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Enterprise Sales Director

Sierra· Sales
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SingaporeSGD 335k - SGD 405kFull-timePosted 11mo ago

About the role

Enterprise-focused sales leadership role in Singapore responsible for prospecting, managing strategic relationships, negotiating complex deals, and shaping the company’s GTM motion.

Responsibilities

  • Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with enterprise customers to drive revenue, pipeline, and deployment capacity.
  • Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
  • Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, address objections, and close deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
  • Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet enterprise customers' needs. Collaborate with marketing to implement effective campaigns and presentations.
  • Help define our sales motion: As an early team member, influence how GTM functions operate and succeed.
  • Collaborate cross-functionally: Work with GTM, product, technical, and operations teams to deliver the product.

Qualifications

  • 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
  • Enterprise experience managing a $1M+ quota and running end-to-end complex deals.
  • Strong communication skills (verbal and written).
  • Analytical mindset with ability to analyze market trends and make data-driven decisions.
  • Proven prospecting & lead generation track record with enterprise clients.

Skills

Required:Enterprise salesNegotiationLead generation

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
Last updated Sep 30, 2026. Interested? Apply on the company site.
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About Sierra

Better customer experiences. Built on Sierra.

Sierra helps businesses build better, more human customer experiences with AI.

AICustomer ExperienceCustomer SupportVoiceai-agents-and-applicationsorchestrationvoice-ai-stackwing-list-2026
Company profileWebsite

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