About The Position

We are seeking a proactive, self-directed Sales Development Representative (SDR) to drive top-of-funnel sales activities while offering key administrative support to leadership. In this role, you will work closely with the CEO and Marketing Team to execute targeted outreach strategies, discover prospect IT environments, and secure qualified First Time Appointments (FTAs). This position requires a balance of high-volume sales outreach, marketing collaboration, and administrative project management, offering significant autonomy and latitude in daily decision-making.

Requirements

  • Prior experience in outbound sales, cold calling, telemarketing, or administrative support.
  • Excellent verbal and written communication skills with strong objection-handling abilities and confidence speaking with gatekeepers and decision-makers.
  • High degree of self-direction, resourcefulness, and a proactive work ethic.
  • Ability to thrive with minimal supervision.
  • Exceptional time management skills with a proven track record of balancing multiple competing priorities (calls, administrative duties, marketing follow-ups).
  • Comfort navigating sales databases, CRM systems, and standard office software.

Nice To Haves

  • Experience in IT, MSP, or technology services is a strong plus.

Responsibilities

  • Execute high-volume outbound calling campaigns (up to 200 calls per day) to target business prospects.
  • Professionally navigate gatekeepers to establish contact and gather critical intel regarding prospects' current IT infrastructure and business needs.
  • Manage a structured 3-call follow-up cadence post-mailer delivery to re-engage leads and secure First Time Appointments (FTAs) for sales leadership.
  • Collaborate closely with the CEO and Marketing Team to refine prospect lists, offer feedback on lead engagement, and support role-aligned marketing initiatives.
  • Coordinate the deployment of targeted direct mailers based on initial discovery calls and prospect intelligence.
  • Provide flexible administrative assistance to executive management and cross-functional teams.
  • Prioritize, organize, and execute multiple administrative and operational projects simultaneously.
  • Exercise sound judgment and independent discretion in managing daily schedules and task completion.
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