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Account Executive

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: CyberHire
Full Time position
Listed on 2026-03-11
Job specializations:
  • Sales
    B2B Sales, Sales Representative
Salary/Wage Range or Industry Benchmark: 88600 - 148000 USD Yearly USD 88600.00 148000.00 YEAR
Job Description & How to Apply Below

About the job

About the Company

Cyber Hire.ai is partnering with a fast-growing SaaS company that provides small business software designed to help local businesses manage customers, operations, and payments more efficiently. The company serves small businesses across all verticals and continues to expand its sales organization nationwide.

About the Role

This is a full-cycle Strategic Account Executive role focused on driving new revenue within a defined local territory. You will sell a small business SaaS solution directly to business owners and decision makers.

The role is primarily outbound and built for hunters. You will spend approximately 50 percent of your time in the field meeting with businesses in person and the remaining time working remotely managing pipeline, demos, and follow-ups.

Performance is measured entirely on revenue dollars, not number of accounts or licenses.

Key Responsibilities

  • Own the full sales cycle from prospecting through close
  • Focus primarily on outbound prospecting (approximately 80 percent outbound, 20 percent inbound)
  • Run discovery calls and lead your own product demos
  • Close new business and identify upsell opportunities over time
  • Manage pipeline, forecasting, and CRM activity
  • Maintain a strong local presence through networking and referrals
  • Follow defined sales processes, cadences, and operational requirements

Target Customer

  • Small local businesses across all verticals
  • Typically one to seven employees
  • Owner-operators and decision makers
  • Short sales cycles, often days to a few weeks

Training & Onboarding

  • Mandatory 90-day training program with no missed days
  • First phase is live, classroom-style Zoom training (camera required)
  • Second phase is field-based training with experienced mentors
  • No international travel permitted during the first four weeks

Work Structure & Requirements

  • Remote role tied to a specific geographic territory
  • Must live within approximately one hour driving distance of the assigned market
  • Compensation bands are based on home zip code
  • Mileage reimbursement provided
  • Secondary employment is not permitted

Qualifications

  • 4+ years of sales experience
  • 4+ years in a full-cycle closing role
  • SaaS and SMB sales experience strongly preferred
  • Proven outbound, hunter mindset
  • Strong organization, time management, and communication skills
  • Comfortable selling to small business owners

Compensation:

  • $88,600 Base Salary
  • $148,000 OTE
  • Full benefits package
  • Strong commission structure
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