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Senior Help Desk Support

Vaco
$65,000.00 - $75,000.00 / yr
remote work
United States, Wisconsin, Milwaukee
Jul 08, 2025

Job Title: Senior Help Desk Support

Location:Milwaukee WI

Environment - Onsite

Terms - Direct Hire

Salary - $65,000 to $75,000 plus bonus, full benefits, PTO and company perks

Overview:

We are seeking a knowledgeable and customer-focused Senior Help Desk Supportto join our IT support team. In this role, you will be the primary escalation point for complex technical issues and play a key role in supporting and guiding end-users through our ongoing migration from on-premise Microsoft Exchange to Office 365.

Why We're Migrating to Office 365:

As part of our digital transformation initiative, we are migrating all users from our legacy on-premise Exchange environment to Microsoft Office 365. This transition supports our long-term strategy to increase productivity, improve collaboration, and enhance remote work capabilities across the organization. Office 365 offers robust security features, seamless integration with modern tools, and a scalable platform for future growth.

Key Responsibilities:

  • Provide Tier 2 and Tier 3 technical support for end-users, resolving hardware, software, and network-related issues.

  • Act as the subject matter expert for Microsoft Exchange and Office 365 platforms, including mail flow, mailbox management, permissions, and account provisioning.

  • Support and troubleshoot issues related to the Exchange-to-Office 365 migration, including mailbox moves, Outlook profile reconfiguration, and user training.

  • Collaborate with the infrastructure team to ensure smooth operation of Active Directory, Exchange services, and Office 365 applications.

  • Document technical processes, solutions, and best practices for internal knowledge sharing and future reference.

  • Monitor support ticket queues and ensure timely resolution and communication with end-users.

  • Mentor junior help desk staff and assist in improving service delivery standards.

  • Assist with patch management, security updates, and overall workstation maintenance as needed.

Qualifications:

  • 3-5+ years of experience in a technical support or help desk role, with a focus on Microsoft environments.

  • Hands-on experience supporting both on-premise Microsoft Exchange and Office 365 (Exchange Online).

  • Strong understanding of user account and email management, including distribution groups, shared mailboxes, and permissions.

  • Familiarity with Active Directory, DNS, and Group Policy.

  • Experience using help desk/ticketing systems such as ServiceNow, Jira, or similar.

  • Excellent troubleshooting skills and a customer-first mindset.

  • Strong written and verbal communication skills

Vaco by Highspring values a diverse workplace and strongly encourages women, people of color, LGBTQ+ individuals, people with disabilities, members of ethnic minorities, foreign-born residents, and veterans to apply.

EEO Notice

Vaco by Highspring is an Equal Opportunity Employer and does not discriminate against any employee or applicant for employment because of race (including but not limited to traits historically associated with race such as hair texture and hair style), color, sex (includes pregnancy or related conditions), religion or creed, national origin, citizenship, age, disability, status as a veteran, union membership, ethnicity, gender, gender identity, gender expression, sexual orientation, marital status, political affiliation, or any other protected characteristics as required by federal, state or local law.

Vaco by Highspring and its parents, affiliates, and subsidiaries are committed to the full inclusion of all qualified individuals. As part of this commitment, Vaco by Highspring and its parents, affiliates, and subsidiaries will ensure that persons with disabilities are provided reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact HR@vaco.com .

Vaco by Highspring also wants all applicants to know their rights that workplace discrimination is illegal.

By submitting to this position, you agree that you will be giving Vaco by Highspring the exclusive right to present your as a candidate for the foregoing employment opportunity. You further agree that you have represented information about yourself accurately and have not affirmatively misrepresented your qualifications. You also agree to maintain as confidential, to the fullest extent permitted by law, any information you learn from Vaco by Highspring about the position and you will limit disclosure of information about the position only to the extent necessary to perform any obligations in furtherance of your application. In exchange, Vaco by Highspring agrees to exercise reasonable efforts to represent you through all solicitation, job screening and resume dispersal.

Privacy Notice

Vaco by Highspring and its parents, affiliates, and subsidiaries ("we," "our," or "Vaco by Highspring") respects your privacy and are committed to providing transparent notice of our policies.

  • California residents may access Vaco by Highspring HR Notice at Collection for California Applicants and Employees here.
  • Virginia residents may access our state specific policies here.
  • Residents of all other states may access our policies here.
  • Canadian residents may access our policies in English here and in French here.
  • Residents of countries governed by GDPR may access our policies here.
Pay Transparency Notice

Determining compensation for this role (and others) at Vaco by Highspring depends upon a wide array of factors including but not limited to:

  • the individual's skill sets, experience and training;
  • licensure and certification requirements;
  • office location and other geographic considerations;
  • other business and organizational needs.

With that said, as required by local law, Vaco by Highspring believes that the following salary range referenced above reasonably estimates the base compensation for an individual hired into this position in geographies that require salary range disclosure. The individual may also be eligible for discretionary bonuses.

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