Senior Enterprise Tech Sales Executive — Uncapped Commissions

careers-sentinel; Downers Grove (IL); On-site; USD 75,000 - 90,000; Full time

Job summary

Sentinel Technologies, Inc. is seeking a seasoned technology sales professional to open doors, build executive relationships, and close complex multi-service opportunities.

You will operate with autonomy to craft territory strategies and will collaborate with engineering and delivery teams to deliver tailored, high-value solutions. The role requires 8+ years selling complex technology, success in securing multi-year contracts, and a proven ability to engage CIOs and IT leaders.

Qualifications

• 8+ years of successful experience selling complex technology solutions and services.
• Proven track record of consistently achieving or exceeding sales quotas.
• Experience selling to CIOs, CISOs, IT leaders, and executive-level decision makers.
• Demonstrated success securing and closing multi-year and multi-service agreements.
• Strong business development skills with the ability to generate pipeline through prospecting and existing relationships.

Responsibilities

• Open doors and build executive relationships with key buyers and influencers.
• Lead complex multi-service opportunities with support from engineering and delivery teams.
• Position and sell the full Sentinel portfolio including infrastructure, cloud, security, collaboration, managed services, and multi-service solutions.
• Partner with sales engineering, OEM partners, alliances, and delivery teams to tailor solutions delivering business value.
• Structure, negotiate, and close complex multi-year and multi-service agreements.

Skills

Executive relationship building

Complex solution selling

Strategic pipeline development

Negotiation and closing

Selling to CIOs/IT leaders

Travel readiness

Job description

Sentinel Technologies, Inc. is seeking a seasoned technology sales professional to open doors, build executive relationships, and close complex multi-service opportunities.

You will operate with autonomy to craft territory strategies and will collaborate with engineering and delivery teams to deliver tailored, high-value solutions. The role requires 8+ years selling complex technology, success in securing multi-year contracts, and a proven ability to engage CIOs and IT leaders.