Route Sales Representative

BlockRock South LLC
Chicago, IL

Job description:

We are seeking an Outside Sales Representative to drive vending, coin-op, and POS placements with small businesses within the city and surrounding area. This is a hunter role requiring daily field prospecting, disciplined territory execution, and consistent CRM tracking.

Responsibilities

  • Conduct in-person cold outreach to small businesses daily
  • Present passive-revenue vending solutions (no cost to business owner)
  • Manage self-generated prospects and assigned lead lists
  • Maintain CRM activity logs and follow-up pipeline

Qualifications

  • Outside sales or field canvassing experience preferred
  • Ability to manage a territory and work independently
  • Confident with cold outreach and handling rejection
  • Organized, persistent, and coachable

Compensation & Benefits

  • $50–60K base salary + uncapped commission
  • $1,000 sign-on bonus
  • Paid training, health benefits
  • Gas/toll/parking reimbursement
  • Monday–Friday schedule, no evenings/weekends
  • The Operations team handles the installation and servicing of machines

Confidentiality agreement and background check required.

Job Type: Full-time

Benefits:

  • Cell phone provided
  • Health insurance
  • Paid time off
  • Paid training
  • Travel reimbursement

Experience:

  • Outside sales: 4 years (Preferred)
  • B2B sales: 2 years (Required)
  • CRM software: 1 year (Required)

License/Certification:

  • Driver's License (Required)

Willingness to travel within the mentioned territory:

  • 100% (Required)

Work Location: On the road
Territory : Chicago + 150–200 mile travel radius

Posted 2025-11-26

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