Strategic Account Executive, Enterprise Sales - B2B IT Sales

Strategic Account Executive, Enterprise Sales

Sell to the World's Biggest Enterprises | AI-Powered Network Automation

Location: Chicago, Illinois

Compensation: $150-$180k base $300-$360k OTE Uncapped + Equity

The Company

Our client is a profitable, founder-built B2B software company that has spent more than two decades helping the world's largest enterprises understand, automate, and secure increasingly complex IT and network environments. Its platform gives infrastructure and operations teams a living, AI-powered view of their technology environment turning slow, manual troubleshooting into fast, automated resolution across sprawling, multi-vendor networks.

The company's technology supports mission-critical operations for many of the most recognizable names in financial services, healthcare, energy, government, and telecommunications, where downtime is not an option. It recently closed a significant growth investment from a major global investment firm at a valuation in the hundreds of millions of dollars, with fresh capital fueling an aggressive push into new markets, new products, and new logos. The business is debt-free, cash-generative, and profitable rare footing for a company moving this fast and it's entering its most ambitious growth chapter yet under a refreshed leadership team.

The Opportunity

This is a rare shot at a true white-space hunting role inside a profitable, category-leading platform that's scaling fast on the back of a major growth investment. They are hiring a Strategic Account Executive to go after the biggest, most strategic logos on the map $1B+ revenue enterprises, global systems integrators, managed service providers, and Fortune 500 organizations and turn them into flagship customers. If you love the thrill of the chase and want your name on some of the most recognizable brands in the world, this is your seat.

You'll own a defined book of large, strategic prospects and run full-cycle sales motions from first conversation through multi-year, six- and seven-figure contract close with real support and real earning potential behind you. Success requires deep experience selling complex software or technology solutions into IT organizations; backgrounds in network operations, infrastructure, or information security are especially valued.

What You'll Do

Territory & Pipeline Strategy build and execute a territory business plan covering target-account selection, prospecting strategy, and pipeline development that drives predictable, repeatable results.

Full-Cycle Enterprise Selling manage complex, multi-stakeholder sales cycles from first engagement through close, selling into $1B+ revenue enterprises and working across IT and business leadership within large, global organizations.

Team Collaboration & Enablement partner closely with business development representatives and sales engineers to build top-of-funnel pipeline and deliver a compelling technical value proposition to prospects.

Deal & Proposal Construction build sophisticated technical and commercial proposals, applying value-based selling methodologies that maximize deal size and shorten the buying cycle.

Forecasting & Reporting maintain accurate, disciplined forecasting and pipeline reporting through the company's CRM system, balancing near-term bookings with sustainable long-term pipeline health.

Partner Leverage work with channel and technology partners to expand account penetration and extend coverage across the assigned territory.

Who You Are

A proven enterprise sales hunter with 510+ years of experience selling technology or SaaS solutions into large, complex IT organizations comfortable operating inside $1B+ revenue accounts.

A track record of closing multi-year, six- and seven-figure software deals with long, consultative sales cycles.

Experience partnering with BDRs to build and convert top-of-funnel pipeline into closed revenue.

Comfortable engaging stakeholders at every level of a large, global organization from technical buyers to the CIO's agenda.

High emotional intelligence, strong executive presence, and sharp problem-solving instincts.

Able to translate technical concepts clearly for both technical and non-technical audiences.

Willing to travel up to 50% within an assigned territory.

Why Top Performers Are Excited About This Role

Sell a category-leading, AI-powered automation platform straight into $1B+ revenue enterprises and some of the most recognizable brands on the planet the kind of logos that make a resume.

Uncapped, high-earning OTE your ceiling is your effort, not a cap on the plan.

A profitable, well-capitalized business backed by a significant growth investment from a leading global investment firm the funding and stability to swing big, without startup risk.

A dedicated BDR and sales engineering bench built to help you build pipeline and win technical deals faster.

Massive white space and a long runway to build a lasting, lucrative book of business in a high-growth market.

A seat at the table as the company scales real visibility, real influence, and real upside as you grow with it.