Sales Executive, Senior
Confirmed on the employer's own hiring board on Oct 27, 2026. First seen by Alion on Oct 20, 2026.
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.
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 driver’s 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 reports to our Milwaukee, WI office. During your first week of employment, you will travel to Sentinel's Downers Grove, IL office headquarters to participate in onboarding, team introductions, and training on company processes and systems. Following the completion of onboarding, this position has hybrid work arrangement in our Milwaukee, WI office location. There will be occasional travel to a Sentinel office location 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.
Overview
MOTIVATED…..make IT happen!
Sentinel Technologies, Inc. has been rated a top workplace every year since 2012!
About Us:
Sentinel delivers solutions that can efficiently address a range of IT needs - from security, to communications, to systems & networks, to software applications, to cloud and managed services; all of which include our staffing solutions for our clients. Since 1982, Sentinel has grown from providing technology maintenance services to our current standing as one of the leading IT services and solutions provider in the US. We have aligned with many of today’s global technology leaders including Cisco, Dell, VMware and Microsoft. Sentinel services customers both nationally and internationally with primary support operating centers in Downers Grove (HQ), Chicago, and Springfield, IL; Phoenix, AZ.; Lansing, and Grand Rapids, MI; Milwaukee, WI; and Denver, CO.
If you are MOTIVATED… you can make IT happen at Sentinel. Our commitment to our employees is to create a work environment that encourages creativity, an entrepreneurial spirit, fosters growth through certification and hands-on training, and values a team-oriented culture with rewards based on impact!
If you share our passion about what technology can do and want to be part of a top workplace environment - we’d like to have you join our team. Learn more at www.sentinel.com/careers.
As part of Sentinel's employment process, candidates will be required to complete a background check. Only those who meet the minimum requirements will be contacted. No phone calls please.
Sentinel is proud to be an equal opportunity employer including disability and veterans. In accordance with Title VII and state regulations, all qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, marital status, pregnancy, genetics, disability, military, veteran status or any other basis protected by law.
If you are an individual with a disability and need assistance in applying for a position, please contact [email protected].
The “Know Your Rights” Poster is available here
https://www.eeoc.gov/sites/default/files/2023-06/22-088_EEOC_KnowYourRights6.12ScreenRdr.pdf
Sentinel EEO Policy Statement is available here.
https://www.sentinel.com/about/diversity
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