Regional Sales Executive

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.

Qualifications:

• 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.
• Experience selling into the public sector, government, law enforcement, legal, healthcare, or education markets is highly preferred.
• Familiarity with CRM platforms and maintaining accurate forecasting and pipeline reporting.
• Willingness to travel for conferences, customer meetings, and industry events as needed.

What Success Looks Like:

• Consistently achieving or exceeding quarterly and annual revenue goals.
• Building and maintaining a healthy, predictable sales pipeline.
• Expanding CaseGuard’s market presence and brand visibility within your territory.
• Developing long-term customer relationships and high customer satisfaction.
• Becoming a trusted advisor to organizations responsible for handling sensitive information.

Benefits:

• Competitive Salary
• Stock Option
• Medical, Dental, and Vision Insurance
• 401K
• Paid Vacation
• Ten paid holidays per year
• Friendly and Learning environment

Ability to commute/work hybrid:

Arlington, VA, or remote

Pay Range:

Base: $70,000 - $85,000 plus uncapped commission
OTE: $140,000 - $180,000+