Microsoft 365 Support Engineer (Contract)

Vaco has partnered with a key client to build a high-impact support team focused on elevating the executive experience within Microsoft 365. The organization has already completed its migration, and this team will play a critical role in ensuring leaders are able to operate smoothly, confidently, and without friction in the new environment. It's a highly visible, relationship-driven position where you'll act as a trusted partner to executive leadership, removing obstacles, optimizing how they work, and ensuring M365 tools (Outlook, Teams, OneDrive, SharePoint) enhance productivity rather than slow it down. No third parties at this time.

What You'll Own & Impact

• Partner directly with executive leadership to ensure a seamless day-to-day experience in Microsoft 365
• Anticipate and remove friction points across Outlook, Teams, OneDrive, and SharePoint before they disrupt productivity
• Rapidly resolve high-impact issues -especially time-sensitive challenges like meeting access, collaboration breakdowns, or cross-device inconsistencies
• Guide leaders through real-time solutions with clarity and confidence, explaining both the "what" and the "why" in a way that builds trust
• Drive deeper adoption and smarter usage of M365 tools across the organization as new capabilities are rolled out in phases
• Act as a connective layer across teams (infrastructure, security, migration) to quickly resolve more complex challenges
• Deliver a true white-glove experience , combining technical expertise with strong presence, discretion, and professionalism

What This Looks Like in Practice

• Stepping in immediately when an executive can't join a Teams meeting from a conference room and resolving the issue on the fly
• Helping leadership navigate differences between legacy "classic" workflows and modern M365 experiences
• Ensuring meetings, files, and communications work effortlessly across devices and locations
• Building trust as the person executives rely on when something isn't working as expected

What You Bring

• Strong hands-on experience with the Microsoft 365 ecosystem (Outlook, Teams, OneDrive, SharePoint) in enterprise environments
• Experience supporting or partnering with executive-level stakeholders-you understand urgency, discretion, and communication style
• Familiarity with M365 migration and post-migration realities, including classic vs. modern/online environments
• A proactive, solutions-oriented mindset-you don't just fix issues, you prevent them
• Exceptional communication skills and executive presence-you can simplify the complex without losing credibility

Determining compensation for this role (and others) at Vaco/Highspring depends upon a wide array of factors including but not limited to the individual's skill sets, experience and training, licensure and certifications, office location and other geographic considerations, as well as other business and organizational needs. With that said, as required by local law in geographies that require salary range disclosure, Vaco/Highspring notes the salary range for the role is noted in this job posting. The individual may also be eligible for discretionary bonuses, and can participate in medical, dental, and vision benefits as well as the company's 401(k) retirement plan. Additional disclaimer: Unless otherwise noted in the job description, the position Vaco/Highspring is filing for is occupied. Please note, however, that Vaco/Highspring is regularly asked to provide talent to other organizations. By submitting to this position, you are agreeing to be included in our talent pool for future hiring for similarly qualified positions. Submissions to this position are subject to the use of AI to perform preliminary candidate screenings, focused on ensuring minimum job requirements noted in the position are satisfied. Further assessment of candidates beyond this initial phase within Vaco/Highspring will be otherwise assessed by recruiters and hiring managers. Vaco/Highspring does not have knowledge of the tools used by its clients in making final hiring decisions and cannot opine on their use of AI products.


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 View email address on click.appcast.io .


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.