FreshDirect · 2 hours ago
Windows System Engineer
Bronx, NY
Full-time
Onsite
Senior Level, Lead/Staff
$136K/yr - $160K/yr
10+ years expFreshDirect is reinventing the grocery experience by leveraging technology to optimize food supply chains. The Windows System Engineer will maintain and optimize Windows-based infrastructure, ensuring seamless performance and security across the organization.
BakeryCateringCoffeeCraft BeerDelivery ServiceFood DeliveryFood ProcessingFruitGroceryTea
Hiring Manager
Louann G.
Responsibilities
Manage the full lifecycle of Windows server systems, including setup, upgrades, and decommissioning
Configure and oversee user access, roles, and permissions to ensure the integrity and security of the infrastructure
Regularly update and patch servers to maintain system health and reduce vulnerabilities
Continuously monitor system performance using industry-standard tools to identify and address potential bottlenecks
Implement and manage proactive alerting systems to prevent downtime or performance degradation
Design and apply security measures such as firewalls, antivirus programs, and intrusion detection systems
Conduct routine audits and vulnerability assessments to identify risks and develop mitigation strategies
Collaborate with the cybersecurity team to respond swiftly to security incidents and breaches
Establish and maintain robust backup and recovery procedures to ensure business continuity
Create, test, and deploy PowerShell or other script-based solutions for automating repetitive tasks such as user management, server configurations, and log analysis
Develop tools that streamline processes and enhance the efficiency of daily operations
Partner with network engineers, application developers, and other IT teams to design solutions that meet business needs and align with IT standards
Participate in strategy meetings and contribute expertise on system capabilities and limitations
Serve as a subject matter expert to resolve complex technical issues, both during normal operations and in incident response scenarios
Diagnose and rectify software and hardware issues with Windows servers and related technologies
Keep a log of incidents and their resolutions for future reference and training purposes
Develop comprehensive documentation, including server configurations, process flows, technical guidelines, and standard operating procedures
Lead or assist in IT infrastructure projects, such as server upgrades, data center migrations, and the rollout of new services
Coordinate with stakeholders to gather requirements, establish timelines, and deliver results within deadlines
Provide technical input to ensure projects align with overall IT strategy and business goals
Partner with network engineers, application developers, and other IT teams to design solutions for chosen cloud providers which utilize industry best practices
Implement cloud-based solutions utilizing IaC leveraging automation tools such as github and terraform
Server as subject matter expert for cloud-based infrastructure and services
Qualification
Required
Minimum of 10 years of experience in Windows system administration or engineering
Bachelor's degree in Computer Science, Information Technology, or a related field (or equivalent experience)
Strong expertise in Windows Server (2016/2019/2022), Active Directory, Group Policy, and server virtualization technologies (e.g., VMware, Hyper-V)
Proficient in scripting and automation (PowerShell, Terraform, etc)
Familiar with git version control (Github, Gitlab, Bitbucket, etc)
Familiarity with monitoring tools (e.g., SolarWinds, Nagios)
Excellent problem-solving and analytical skills
Strong interpersonal and communication skills
Preferred
Relevant certifications such as Microsoft Certified: Windows Server Hybrid Administrator Associate or similar are preferred
Benefits
Time Off: PTO, Safe & Sick Time, and Paid Holidays.
Health Benefits: Medical, vision, dental and voluntary disability benefits.
Financial Benefits: 401(k) + employer match and life insurance.
Location: Our state-of-the-art campus is located in the Bronx, featuring an on-site gym, cafeteria and an employee market. We offer free on-site parking and provide an employee shuttle service from nearby MTA stations.
People Investment: We offer job training to our operations and transportation team members to facilitate career advancement. Additionally, we invest in leadership development programs that provide opportunities for professional growth. We have also partnered with local colleges to offer tuition discounts.
Perks: Employees can take advantage of a 20% employee discount on online orders and at our wine store. Our on-site employee market showcases our products at substantial markdowns. Additionally, we organize vendor spotlights and engagement events that give employees the opportunity to experience our products firsthand.
Company
FreshDirect
FreshDirect delivers fresh food to residences and offices.
1001-5000 employees
H1B Sponsorship
FreshDirect has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (14)
2024 (13)
2023 (2)
2022 (26)
2021 (36)
2020 (11)
Funding
Current Stage
Late StageTotal Funding
$280MKey Investors
J.P. Morgan Asset ManagementAIG Investments
2023-11-08Acquired
2016-09-26Private Equity· $189M
2014-04-02Series Unknown· $10M
Leadership Team
Dickson Aladesanmi
Chief Financial Officer
Amit Thummala
Chief Product & Technology Officer
Recent News
2025-10-24
The Real Deal
2025-10-15
Company data provided by crunchbase