Senior IT Systems Engineer

Department:
Infastructure

Location:
Costa Rica

Description
​​We are seeking a skilled and proactive IT Systems Engineer to join our growing global IT team. This individual will play a critical role in supporting, maintaining, and improving our IT infrastructure, with a strong focus on Microsoft 365, Azure AD, Intune, and end-user systems management. In addition to providing escalated support, this role will take ownership of IT projects, system testing, and implementations that enhance the company's operational efficiency and security posture.

Key Responsibilities

• ​​Serve as an escalation point for complex IT support issues and ensure timely resolution through email, phone, or Slack.
• ​Manage and maintain Microsoft 365, Azure AD, Exchange Online, Intune, and related cloud services.
• ​Lead or participate in IT projects including new software implementations, system upgrades, and infrastructure improvements.
• ​Design and execute device management policies and endpoint configurations via Intune and other tools.
• ​Collaborate with cross-functional teams to test, document, and deploy system updates and patches with minimal business disruption.
• ​Administer and enhance identity management, endpoint security, and other IT systems according to best practices.
• ​Support employee onboarding and offboarding, ensuring consistent configuration and access management.
• ​Monitor system health and proactively identify opportunities to improve performance, automation, and reliability.
• ​Maintain and enhance documentation, IT procedures, and knowledge base articles.
• ​Occasionally provide after-hours support for critical incidents or maintenance windows.​
• Ex: Provide accurate, punctual reports, as required or assigned. Initiate communication and information sharing with internal team members, and team leaders, and inter-company departments. Must be able to speak fluent English.

Skills Knowledge and Expertise

• ​​3–5 years of experience in IT support, systems administration, or a related technical field.
• ​Proven expertise in Microsoft 365 administration, Azure AD, Intune, and Exchange Online.
• ​Proficiency with PowerShell and automation scripting for system management and task automation.
• ​Strong working knowledge of Windows 10/11, MacOS, and related device management.
• ​Familiarity with networking fundamentals (LAN, WAN, VPN) and patch management processes.
• ​Hands-on experience with IT ticketing systems, change management, and incident resolution.
• ​Demonstrated experience executing or supporting IT infrastructure projects (e.g., migrations, integrations, security enhancements).
• ​Excellent problem-solving, documentation, and analytical skills.
• ​Strong communication and collaboration skills with a proactive, solution-oriented mindset.
• ​Experience with endpoint security, conditional access policies, or Zero Trust frameworks.
• ​Exposure to automation platforms or configuration management tools.
• ​Microsoft certifications such as MD-102, AZ-104, or equivalent are a plus.​
• Must be able to understand job duties and responsibilities, have the necessary skills/knowledge and be willing and able to continue learning and growing within the field.

Why DeepSeas?
At Deep Seas, we like to say that heart rates go down, careers take off, and security programs mature. Our values provide the ultimate guide for our daily behavior and decisions. Without these values, we aren't Deep Seas. They preserve the essence of our organization, reflect the personalities of our Deeps (how we affectionately refer to our teammates), and enable us to exceed expectations. Our values are:

• We are client obsessed.
• We stand in solidarity with our teammates.
• We prioritize personal health and well-being.
• We believe in the power of diversity.
• We solve hard problems at the speed of cyber.

This is your chance to join a supportive crew of teammates and an industry-leading organization that values opportunities for growth. If DeepSeas sounds like a good fit for you, send us your resume and let's talk

Information security is everyone's responsibility:

• Understanding and following DeepSeas's information security policies and procedures.
• Remaining vigilant and reporting any suspicious activity or possible weaknesses in DeepSeas's information security.
• Actively participating in DeepSeas's efforts to maintain and improve information
• security.
• DeepSeas considers this position is as Moderate Risk with a potential to
• view/access/download restricted/private client/internal data. This information must be treated with
• Sensitivity and in the most secure manner. HR reserves the right to perform random background/drug
• Screens to ensure the safety of client/DeepSeas data