Remote Microsoft Defender Jobs in Chicago, IL (NOW HIRING)

Overview
Connection's Technical Solutions Division has a fantastic opportunity for a Sr. Solution Architect - Digital Workspace! We offer excellent benefits, career growth opportunities, and the chance to work with leading-edge Microsoft, Cloud, Security, and Digital Workspace technologies while helping enterprise customers modernize and transform their IT environments.
We are seeking an accomplished Microsoft Solutions Architect and Cloud Architect with extensive experience designing, selling, and delivering enterprise solutions across Microsoft 365, Entra ID, Intune, Exchange Online, Teams, SharePoint Online, and Microsoft Copilot environments. This highly visible, client-facing role combines deep technical expertise with strong consultative sales and solution-selling skills to help customers achieve their business and technology objectives.
The ideal candidate will serve as a trusted advisor to customers, sales teams, and internal stakeholders, architecting innovative Digital Workspace solutions that align business requirements with scalable, secure, and modern technology platforms.
Who We Are
Our team is made stronger by a multitude of backgrounds, experiences, and perspectives. It's what makes Connection unique-what drives us to innovate and create technology solutions that stand apart from the crowd. We'd love for you to be a part of that fabric, to share your ideas and experiences with a team that thrives on fresh thinking, creativity, and helping others.
Why You Should Join Us
You'll find supportive teammates and a rewarding career at Connection-plus great benefits. We take pride in supporting employees with a total rewards package that provides financial, emotional, and physical resources for you and your family. Our compensation, 401k plans, medical insurance, and other benefits are progressive and competitive. We value the importance of our employees' emotional wellbeing. To support employees, we provide free therapy visits, mental health coaching and tools, and meditation resources. You'll also enjoy a generous paid time off package that includes not only vacation and sick time, but also Wellness and Volunteer Time Off days.
Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time.
Because of the possibility for fraudulent job postings on many popular job boards, please be advised that Connection will never offer a position of employment without a complete interview process, communication with a live person, and a signed offer letter.
Responsibilities

• Architect, design, and present complex Digital Workspace solutions that integrate hardware, software, cloud services, security, and professional services into comprehensive customer solutions.

• Partner with Sales, Product Management, and Solution Architecture teams to develop technical strategies that drive revenue growth and expand customer relationships.

• Lead customer discovery sessions, requirements gathering, workshops, and technical assessments to understand business objectives and translate them into solution architectures.

• Support pre-sales engagements by developing proposals, statements of work, solution designs, technical presentations, demonstrations, proof-of-concept environments, and responding to RFPs.

• Identify opportunities for upselling and cross-selling Microsoft, cloud, security, collaboration, and endpoint management, while maintaining a services centric mentality.

• Create and maintain customer-facing demonstrations, lab environments, and technical enablement resources that showcase solution capabilities and business value.

• Assist in developing new service offerings, solution packages, and go-to-market initiatives that enhance customer experience and expand Connection's solutions portfolio.

• Provide technical leadership during implementation and deployment projects, working independently or alongside delivery and engineering teams.

• Monitor industry trends, and emerging technologies, making recommendations that support innovative new service offers.

• Maintain advanced technical certifications and continuously expand expertise across Microsoft, cloud, security, and Digital Workspace technologies.

Min
USD $120,000.00/Yr.
Max
USD $156,000.00/Yr.
Qualifications
Preferred Technical Expertise

• Microsoft 365, Exchange Online, Teams, SharePoint Online, OneDrive, and Power Platform

• Microsoft 365 Copilot and generative AI solutions (horizontal and vertical)

• Microsoft Entra ID, Conditional Access, Identity Governance, and Zero Trust Security

• Microsoft Intune, Endpoint Manager, Mobile Device Management (MDM), Mobile Application Management (MAM)

• Microsoft Security Solutions including Defender, Purview, and Compliance technologies

Qualifications

• 10+ years of experience in Solutions Architecture, Cloud Architecture, Systems Engineering, or Technical Presales roles.

• Proven success designing, selling, and delivering enterprise Microsoft and cloud solutions.

• Strong customer-facing experience with executive presentations, solution workshops, and consultative selling engagements.

• Deep understanding of modern workplace solutions including client virtualization, security, identity, data, AI, and cloud services.

• Experience developing technical strategies that support revenue growth, customer success, and long-term technology roadmaps.

• Exceptional communication, presentation, and relationship-building skills with the ability to translate complex technical concepts into business outcomes.

Preferred Certifications

• Experience aligned with MS-102, MD-102, SC-100, SC-300, SC-401, PL-900, AB-100, AB-620 technologies and best practices

• Additional Microsoft, Citrix, Cisco, Omnissa, Jamf, Apple, or security certifications are highly desirable

If you are a strategic technology leader who thrives at the intersection of architecture, consulting, sales, and customer success, we encourage you to apply and help shape the future of modern Digital Workspace solutions.