IT Support Specialist

Annex Wealth Management – Know the Difference 

Join Our Growing Team at our Headquarters in Brookfield - (on-site gym)! 

Are you in search of an employer that prioritizes a positive culture and encourages outstanding teamwork? ‘Know the Difference’ applies to our employees too. We are a proud seven-time recipient of the Milwaukee Journal Sentinel's Top Workplaces Award. Our employees list our vibrant culture and engaged teams as two of our best features!  

Annex Wealth Management is a privately held, full-service registered investment advisor acting as a fiduciary for individuals, families, and businesses. Our team approach means our clients consistently interact with a group of experienced professionals boasting key credentials, certifications, and achievements in investment, tax, insurance, estate planning, and more. 

Communication and Education are key to Annex Wealth Management’s growth. Check us out on YouTube, our multiple podcasts, “Money Talk” on WTMJ; “The Investment Show” on WISN; and “The Annex Wealth Management Show” on WHBY and WFSX. 

At Annex Wealth Management, our values aren’t just words – they guide how we work every day: 

• Knowledge 
• Accountability 
• Integrity 
• Courage 
• Respect 
• Ownership 

Does this resonate with you? We're looking for positive, talented individuals who naturally embody these principles in their work and interactions. If you're ready to join a culture where these values are the foundation of everything you do, we’d love to hear from you. 

What You’ll Do 

Looking to kickstart your career in IT support? As an IT Support Specialist, you’ll play a key role in assisting end-users, troubleshooting technical issues, and ensuring smooth day-to-day operations across systems and devices. You’ll gain hands-on experience with hardware, software, and network support while building the foundation to grow into advanced IT roles. 

• Communication & Professionalism: Provide clear, professional communication across emails, internal chats, phone calls, and in-person interactions to ensure smooth collaboration and positive user experiences. 
• Ticket & System Record Maintenance: Accurately log, track, and update support tickets and system records, ensuring documentation is complete and issues are resolved in a timely manner. 
• Team Participation & Collaboration: Actively contribute to IT projects and task management, collaborating with colleagues and escalating issues when necessary to deliver effective solutions. 
• Accuracy & Task Completion: Consistently resolve assigned tickets on time with outstanding attention to detail, thorough documentation, and reliable follow-through—supporting overall IT efficiency. 
• Resourcefulness & Problem-Solving: Identify when situations require input from other IT team members, and take initiative to resolve issues using available tools, knowledge bases, and resources. Maintain a solution-oriented mindset. 
• Proactive Communication: Provide timely updates to users and IT leadership, addressing concerns and ensuring alignment across projects and support needs. 
• User Engagement: Build foundational experience assisting end-users with hardware, software, and network issues through email, phone, and in-person support—contributing to strong and lasting relationships with internal teams. 

What You’ll Need to Succeed 

• Education and Certification: High school diploma or equivalent required; Bachelor’s degree or IT certifications (CompTIA A+, Network+, etc.) highly preferred.  
• Experience: 1+ years of experience provisioning and managing accounts in Microsoft Azure, Entra, and Exchange Online. 1+ years of experience managing devices and software using Microsoft Intune. 
• User-Focused Communication: Excellent communication skills with a service-first mindset, able to explain technical concepts clearly to non-technical users. 
• Organizational Excellence: Proven ability to manage multiple tickets and priorities while delivering timely, accurate results in a fast-paced environment. 
• Team-Based Collaboration: Comfortable working cross-functionally with IT colleagues, system administrators, and other departments to ensure user needs are met. 
• Technology Proficiency: Ability to learn and develop proficiency with multiple internal platforms, ticketing systems, and troubleshooting tools. 

Comprehensive Benefits 

We deeply value your leadership, talent, time, and commitment. In return, we offer a total rewards package designed to recognize and appreciate your contributions.  

This includes a comprehensive suite of: 

• Benefits: Our benefits package includes medical, dental, and vision insurance, as well as a 401(k) plan to help you secure your financial future 
• Life & Disability Insurance 
• Paid Time Off (PTO) 
• 401(k) Retirement Plan: Build your future with our 401(k) plan and employer contribution  
• Company Events: We believe in celebrating wins and creating connections – whether it’s through get togethers, our Annual Picnic, or company milestones 
• Opportunities for professional growth and development 
• Summer hours 
• Casual Friday’s! 

We are committed to providing an environment where you can thrive and achieve your full potential. 

Equal Employment Opportunity: Annex Wealth Management is an equal opportunity employer. We are committed to providing a work environment free from discrimination and harassment. All employment decisions are based on qualifications, merit, and business needs. We do not discriminate based on race, color, religion, national origin, sex, age, disability, genetic information, or any other protected status. We encourage applicants of all backgrounds to apply.