Sales Executive, Senior

Job ID:2026-5110 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. Qualifications - 8+ years of experience in selling technology solutions - Must have strong business knowledge, strong verbal and written communication skills, negotiating skills and a demonstrated ability to sell solutions. - 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. - The candidate must have a car, as this position requires travel between location and client sites. - A valid drivers license and proof of vehicle insurance will be required - Legally authorized to work in the US without sponsorship - Must demonstrate a can-do attitude Location: This position will work remote and report to our Downers Grove, IL headquarters. During your first week of employment, you will travel to our IL headquarters to participate in onboarding, team introductions, and training on company processes and systems. Following the completion of onboarding, this position will work remote with occasional travel to our headquarters in Downers Grove, IL for meetings, training, and company events, typically 2-4 times per year. We focus on candidates that display our ACE factor - Attitude, Compassion, and Enthusiasm to deliver quality solutions with exceptional customer service. What you get: We offer an energetic work environment with many corporate culture amenities, competitive salary, and rich benefit plan including: Medical, Dental, Vision, 401K, 529, Life Insurance, Income Protection Short and Long-Term Disability, Medical and Child/Elder Care, Flexible Spending Account Plans, Employee Assistance Program, Two weeks vacation, additional paid time-off for Personal and Sick, certification and hands-on training, and discounts for local event entertainment and health clubs.