Appointment Setter / Sales Development Representative (IT, VoIP & AI)

Digital South Communications is a company that has been providing IT, cybersecurity, VoIP, and AI-driven solutions since 1991. They are seeking a driven Appointment Setter to generate qualified meetings by engaging business owners and decision-makers about their services.

Responsibilities:

• Conduct outbound prospecting via calls, emails, and LinkedIn
• Set qualified appointments for the CEO and sales team
• Identify decision-makers and navigate organizations
• Speak confidently about core services: Managed IT, VoIP, Cybersecurity, AI automation
• Qualify prospects based on need, budget, and timing
• Follow up consistently with leads and nurture opportunities
• Maintain accurate CRM records (ConnectWise or similar)
• Collaborate with leadership to refine messaging and targeting
• Assist in building and improving outbound campaigns

Requirements:

• 1-3+ years of outbound sales, appointment setting, or SDR experience
• Ability to understand and explain technical services at a high level
• Strong communication skills (confident, clear, professional)
• Comfortable making daily outbound calls
• Ability to handle rejection and maintain consistency
• Organized, detail-oriented, with strong follow-up habits
• Self-motivated
• Experience in IT, telecommunications, MSP, or SaaS
• Experience selling/setting meetings for MSP, VoIP, or cybersecurity services
• Familiarity with ConnectWise, HubSpot, or similar CRMs
• Experience with LinkedIn outreach and email sequencing tools
• Exposure to AI tools or automation platforms
• Understanding of business technology environments