Enterprise Sales Executive (#2055)
Pivotal Talent Search
Chicago, IL, USA
30+ days ago
Full-time Onsite
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Enterprise Sales Executive

Location: Hybrid - Chicago, Peoria, Springfield and/or Bloomington, IL

Comp: $80K - $90K base + uncapped commission

As an Enterprise Sales Executive, you'll own the enterprise sales cycle from first contact to final handshake. You'll be hunting new business, securing high-value partnerships, and driving growth in one of the most competitive industries on the planet—Cloud Networking and/or Fiber Networking.

We want someone who thrives under pressure, lives for the challenge, and isn't afraid to go toe-to-toe with Fortune 500 stakeholders. This role is designed for a high-performing competitor who wants to be measured by results and rewarded for dominance.

What You'll Do:

  • Hunt & Close – Prospect, pitch, and secure enterprise-level telecom contracts with C-suite decision-makers

  • Own the Game – Manage a full sales cycle with complete autonomy and zero red tape

  • Set the Pace – Smash targets, lead by example, and set the benchmark for high-performance selling

  • Build Strategic Partnerships – Deliver tailored telecom solutions that solve complex business needs

  • Win Together – Collaborate with sales engineers, product managers, and executive leadership to maximize deal success

What You Bring:

  • 5+ years of B2B enterprise sales experience, preferably in Cloud Networking, Telecom, WAN, SaaS and IaaS, UCaas, and Network Security offerings

  • A track record of crushing quotas and closing multi-million-dollar deals

  • Strong executive presence with a strategic mind

  • Exceptional negotiation, presentation, and communication skills

  • Self-motivation that borders on obsession—you don't wait for opportunities, you create them

Why You'll Love It Here:

  • Uncapped earnings – High base, industry-best commission structure

  • Autonomy & ownership – We don't micromanage. We expect excellence.

  • Speed & agility – No corporate bloat. Fast decisions. Fast promotions.

  • Recognition & reward – You'll never go unnoticed when you outperform.

  • A product you can believe in – Cutting-edge telecom solutions trusted by the biggest brands

We're Not for Everyone

This role is for the ambitious. The relentless. The driven. If you're looking for a comfort zone, keep scrolling. But if you're ready to dominate your market, write your own paycheck, and play at the top—let's talk.

Benefits:

  • 401k matching

  • Dental Insurance

  • Health Insurance

  • Life Insurance

  • Vision Insurance

  • Business expense reimbursement

  • Mileage reimbursement

  • Paid time off