Connectivity Enterprise Account Executive - Milwaukee

Enterprise Account Executive (Outbound / New Business Hunter)
Job Type: Full-Time
Compensation: Base $75,000–$85,000 (OTE $130,000–$140,000+)
Schedule: Monday–Friday
Travel: Minimal; mileage reimbursement provided
Work Environment: Primarily office-based, with some remote flexibility depending on territory

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About the Role
We are seeking a highly driven Enterprise Account Executive to generate net-new business across the enterprise market. This is a true hunter role focused on high-volume prospecting, outbound activity, and breaking into new accounts within an assigned territory.

The ideal candidate thrives in a quota-driven environment, excels at cold outreach, and is motivated by building pipelines from scratch. This role requires strong sales acumen, resilience, and the ability to engage C-suite and senior decision-makers across a variety of industries, including education, government, medical, financial, and enterprise sectors.

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Key Responsibilities

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  Aggressively prospect, cold call, and schedule meetings within a defined enterprise target list
  
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  Build and manage a strong pipeline of new business opportunities
  
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  Conduct outbound sales activities to meet and exceed monthly and quarterly revenue targets
  
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  Lead discovery calls, needs assessments, and qualification conversations with prospective clients
  
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  Prepare and deliver proposals, quotes, and pricing
  
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  Negotiate and close new service agreements
  
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  Maintain expert understanding of the company’s full suite of products and network solutions
  
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  Monitor and document pipeline activity, forecasting accuracy, and prospecting performance in CRM
  
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  Gather market intelligence and identify competitive trends
  
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  Represent the company at relevant trade shows, networking events, and industry conferences
  
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  Collaborate cross-functionally with internal delivery teams to ensure accurate order submission and smooth onboarding
  
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  Travel to customer meetings as needed (mileage reimbursement provided)
  

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Products Sold
Enterprise Account Executives will sell the full suite of network and connectivity services, including:

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  Internet
  
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  Ethernet
  
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  Data transport
  
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  Data center services
  
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  Cloud connectivity
  
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  Voice services (PRI/SIP)
  
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  Dark fiber & wavelength services
  

Some markets may also include:

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  Hosted PBX
  
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  Managed firewalls
  
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  Managed switches & access points
  

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QualificationsEducation & Experience

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  High school diploma required; bachelor’s degree preferred
  
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  5+ years of telecom or related technology sales experience with a focus on new business development
  
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  Proven success in outbound prospecting and securing net-new clients
  
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  Experience managing opportunities and outbound workflows in a CRM system
  

Skills & Attributes

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  Strong hunter mentality with the ability to open new doors
  
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  Excellent communication, presentation, and interpersonal skills
  
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  Ability to develop and execute sales strategies for territory penetration
  
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  Highly organized with strong prioritization skills
  
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  Self-starter with the ability to work independently
  
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  Competitive drive to exceed targets in a quota-driven environment
  
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  Proficient in Microsoft Office Suite