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Sales Development Representative

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60601, USA
Listing for: Workplace IT
Full Time, Remote/Work from Home position Listed on 2026-11-15
Job specializations:
Salary/Wage Range or Industry Benchmark: 80000 USD Yearly USD 80000.00 YEAR

Job Description & How to Apply Below

Workplace IT is a Denver-based managed IT and cybersecurity services provider. We support small and mid-sized businesses (20–200 employees) across the Denver Metro area and Colorado. We’re growing and looking for a sharp, self-driven SDR to help fill our pipeline with qualified conversations.

The Role

You’ll set qualified discovery appointments between business decision-makers and our team. We give you prospect lists that have already been touched through Linked In and email outreach. Your job is to follow up, start real conversations, and book meetings that show up and convert.

What You’ll Do
  • Work lists through phone, email, and Linked In follow-up
  • Qualify prospects against our ideal client profile (company size, IT needs, compliance requirements)
  • Book discovery meetings directly on our calendar
  • Log activity and notes so our team walks into every meeting prepared
  • Share feedback on list quality and messaging to help us improve campaigns
What We’re Looking For
  • Proven experience setting appointments for technology services companies (MSPs, IT consulting, cybersecurity, or similar B2B tech)
  • Comfortable talking with business owners, operations leaders, and executives
  • Self-motivated and disciplined; you manage your own time and hit your numbers without supervision
  • Clear, professional communication, both written and verbal
  • Familiarity with CRM tools and Linked In outreach
  • Paid per qualified appointment: $400-$600 per meeting held (1099)
  • Top performers can earn up to $80,000 per year
  • 100% remote: work from anywhere
  • Set your own schedule
  • Growth opportunity: as we scale, there’s room to grow into a larger sales role
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