Sales Executive, Senior

Sentinel Technologies; Downers Grove (IL); Hybrid; USD 110,000 - 150,000; Full time

Benefits offered by this job

Medical

Dental

Vision

401K

Life Insurance

Disability insurance

Flexible Spending Account Plans

Employee Assistance Program

Vacation & PTO

Job summary

Sentinel Technologies, Inc. is seeking an accomplished technology sales professional to own and execute a territory strategy in the Downers Grove area.

You will pursue new business, leverage an established network, and partner with engineering and delivery teams to solve complex customer challenges. You will engage executive decision-makers, lead multi-service sales pursuits, and represent Sentinel as a trusted advisor across engagements and events.

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.
• 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.

Responsibilities

• Develop and execute territory strategy to pursue new business opportunities within assigned accounts.
• Engage executive decision-makers and lead sophisticated multi-service sales pursuits.
• Represent Sentinel as a trusted advisor across customer engagements and industry events.
• Close complex, multi-year, multi-service agreements through advanced solution-selling and negotiation.
• Mentor and provide market insights to the sales team to drive long-term customer success.

Skills

Technology sales experience

Territory planning

Executive engagement

Multi-stakeholder selling

Negotiation

Relationship building

Tools

CRM systems

Job description

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.

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 the transportation of equipment
• 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

Compensation

Salary of $110,000 to $150,000 plus uncapped commissions creating unlimited earning potential.

Location:

This position is based out of our Downers Grove, IL headquarters. During the first 12 weeks, employees are expected to work in the office five days per week to support onboarding, training, relationship‑building, and integration with the team. Upon successful completion of the onboarding period and demonstrated performance consistent with role expectations, employees may be eligible for a hybrid work arrangement of 1-2 days per week remotely, subject to manager approval. 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

About Us:

Sentinel

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.

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 [e-mail] .

"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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