Strategic Account Executive- Chicago

Sweet Security•Chicago, IL
•Remote

About The Position

Sweet Security is seeking a high-performing Account Executive to support the company’s next stage of growth. The role owns the full sales cycle, from identifying and engaging prospects through closing strategic deals with customers. The Account Executive builds trusted customer relationships, understands customer needs, and presents tailored cloud security solutions. This role is based on a remote work model and offers an opportunity to contribute to a fast-growing cybersecurity startup.

Requirements

  • At least 5 years of experience as an Account Executive or in a similar sales role.
  • Experience in the cloud domain.
  • A proven track record of meeting or exceeding sales quotas.
  • Strong understanding of B2B sales processes and methodologies.
  • Excellent communication, negotiation, and presentation skills.
  • Ability to thrive in a fast-paced, dynamic startup environment.
  • Self-starter with strong problem-solving skills and the ability to manage multiple priorities.

Nice To Haves

  • Familiarity with Salesforce, HubSpot, or similar sales tools.
  • An existing network or relationships in cloud security or technology.
  • Hands-on experience building pipeline through target-account and consultative selling strategies.
  • Skill in aligning solutions with customer pain points and business priorities.
  • Knowledge of MEDDIC methodology.

Responsibilities

  • Identify, develop, and close new business opportunities with strategic clients.
  • Build and maintain relationships with prospective and existing customers, serving as a trusted advisor.
  • Conduct discovery meetings to understand customer needs and present tailored solutions.
  • Manage the full sales cycle, from prospecting through contract negotiation and deal closure.
  • Collaborate with marketing, pre-sales, and product teams to support customer success and satisfaction.
  • Meet or exceed quarterly and annual sales targets.

Benefits

  • Competitive base salary depending on experience and location.
  • Meaningful equity.
  • Annual performance-based bonus opportunities.
  • Health insurance and wellness benefits.
  • Remote work model.
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