Regional Sales Executive

Summary

CaseGuard is a software company that helps organizations securely redact sensitive information. The Regional Sales Executive will own and grow a geographic territory, manage the full B2B software sales cycle, build customer relationships, and collaborate cross-functionally to close complex deals and expand market presence.

Responsibilities

• Own and grow a defined territory by developing and executing strategic sales plans across target industries
• Manage the full sales cycle from prospecting to close, including outbound outreach, qualification, discovery, product demonstrations, proposal creation, negotiation, and contract execution
• Generate new business opportunities through cold outreach, networking, referrals, and industry events
• Build and maintain a strong pipeline through proactive prospecting and account development activities
• Develop trusted relationships with key stakeholders and decision-makers across public and private sector organizations
• Serve as a consultative advisor by understanding customer workflows, operational challenges, and compliance needs
• Collaborate cross-functionally with Account Management, Product, Marketing, and Technical support team to deliver exceptional customer experiences
• Maintain accurate pipeline activity, forecasting, and customer data within the CRM system
• Represent CaseGuard at conferences, trade shows, and customer meetings across industries
• Stay informed on industry trends, competitive offerings, and evolving customer needs within your territory

Skills

• 3-5+ years of quota-carrying B2B software sales experience
• Proven track record of consistently meeting and exceeding revenue targets
• Experience managing complex, full-cycle sales processes
• Strong prospecting, pipeline generation, and outbound sales skills
• Experience owning a geographic territory
• Excellent communication, presentation, negotiation, and relationship-building skills
• Ability to work independently and thrive in a past-faced startup environment
• Strong organizational and time management skills
• Familiarity with CRM platforms and maintaining accurate forecasting and pipeline reporting
• Willingness to travel for conferences, customer meetings, and industry events as needed
• Experience selling into the public sector, government, law enforcement, legal, healthcare, or education markets is highly preferred

Qualifications

Must Haves

• 3-5+ years of quota-carrying B2B software sales experience
• Proven track record of consistently meeting and exceeding revenue targets
• Experience managing complex, full-cycle sales processes
• Strong prospecting, pipeline generation, and outbound sales skills
• Experience owning a geographic territory
• Excellent communication, presentation, negotiation, and relationship-building skills
• Ability to work independently and thrive in a past-faced startup environment
• Strong organizational and time management skills
• Familiarity with CRM platforms and maintaining accurate forecasting and pipeline reporting
• Willingness to travel for conferences, customer meetings, and industry events as needed

Nice to Haves

• Experience selling into the public sector, government, law enforcement, legal, healthcare, or education markets is highly preferred

Benefits

• Stock Option
• Medical, Dental, and Vision Insurance
• 401K
• Paid Vacation
• Ten paid holidays per year
• Friendly and Learning environment
• Uncapped commission
• Hybrid work in Arlington, VA, or remote