Sales Executive, Senior

Responsibilities

This is an opportunity for accomplished technology sales professionals who are ready to make an immediate impact. At Sentinel, you'll have the autonomy to develop and execute your own territory strategy, leverage an established network while pursuing new business opportunities, and partner with a highly capable engineering and delivery organization to solve complex customer challenges. You'll engage executive decision-makers, lead sophisticated multi-service sales pursuits, and represent Sentinel as a trusted advisor across customer engagements and industry events. If you have a proven track record of opening doors, building trusted relationships, and consistently delivering results, you'll find the freedom, resources, and market opportunity to accelerate your success while playing a key role in shaping the growth of our business.

• Develop and execute a strategic territory plan to drive new business, expand market presence, and capitalize on whitespace opportunities within target accounts.
• Leverage both existing industry relationships and proactive prospecting efforts to open doors with new customers and key decision-makers.
• Represent Sentinel as a trusted advisor and solution expert at executive meetings, customer engagements, industry events, conferences, and trade shows.
• Lead complex, multi-stakeholder sales pursuits by engaging executive, business, and technical decision-makers throughout the buying process.
• Conduct strategic discovery sessions to understand customer business objectives, competitive challenges, long-term initiatives, and technology requirements.
• Position and sell the full Sentinel portfolio, including infrastructure, cloud, security, collaboration, managed services, and multi-service solutions.
• Structure, negotiate, and close complex multi-year and multi-service agreements by applying advanced solution-selling, competitive positioning, and negotiation expertise.
• Provide leadership across the sales organization by contributing market intelligence, supporting deal strategy, mentoring less experienced sellers, and fostering long-term customer success and retention.

Qualifications

• 8+ years of experience in selling technology solutions
• Strong business knowledge, strong verbal and written communication skills, negotiating skills, and a demonstrated ability to sell solutions
• Valid driver's license and proof of vehicle insurance (position requires travel between locations and client sites; candidate must have a car)
• Legally authorized to work in the U.S. without sponsorship
• Demonstrated "can-do" attitude and alignment with Sentinel's "ACE" factor — Attitude, Compassion, and Enthusiasm to deliver quality solutions with exceptional customer service

Schedule

This position reports to the Milwaukee, WI office. During the first week of employment, you will travel to Sentinel's Downers Grove, IL headquarters for onboarding, team introductions, and training. Following onboarding, the role follows a hybrid work arrangement based in the Milwaukee office. Occasional travel to a Sentinel office location for meetings, training, and company events is required, typically 2–4 times per year.

Benefits

We offer an energetic work environment with many corporate culture amenities, competitive salary, and a rich benefit plan including:

• Medical, dental, and vision insurance