Little Leaf Farms · 15 hours ago
Senior Systems Administrator
Little Leaf Farms is seeking a Senior Systems Administrator to oversee and optimize their IT systems across multiple locations. This role is critical for ensuring the reliability, security, and scalability of their infrastructure as the company grows, requiring deep technical expertise and strategic thinking.
Farming
Responsibilities
Design, implement, and maintain enterprise-level IT infrastructure including servers, networks, security groups, gateways, storage, and cloud services
Manage Windows and Linux environments, Active Directory, virtualization platforms (VMware/Hyper-V), and cloud integrations (Azure/AWS)
DevOPS – specifically in the role of code deployment control
Monitor system performance, troubleshoot issues, and ensure high availability and disaster recovery readiness
Monitor for patching and compliance
Lead infrastructure upgrades, migrations, and automation initiatives
Collaborate with cross-functional teams including operations, engineering, and security to align IT systems with business goals
Maintain and enforce cybersecurity best practices, including patch management, access controls, and incident response
Document system configurations, procedures, and policies
Provide mentorship to junior IT staff and contribute to long-term IT strategy
Travel occasionally (up to 15%) to other Little Leaf Farms facilities for on-site support and project implementation
The foregoing statements describe the general purpose and responsibilities assigned to this job and are not an exhaustive list of all responsibilities and duties that may be assigned or skills that may be required
Qualification
Required
Minimum 7 years of experience in system administration or IT infrastructure roles, with increasing levels of responsibility
Proven experience managing hybrid environments (on-premises and cloud)
Strong knowledge of networking protocols, firewalls, VPNs, and security tools
Expertise in virtualization, backup solutions, and monitoring tools
Experience with automation tools (e.g., PowerShell, Ansible, Terraform)
Experience with Infrastructure as Code (e.g., CloudFormation, OpenTofu)
Excellent problem-solving skills and ability to work independently and collaboratively
Strong communication and documentation skills
Ability to travel as needed and work flexible hours during critical system events
Preferred
Certifications such as Microsoft Certified: Azure Administrator, AWS SysOps Administrator, CompTIA Security+, or Cisco CCNA/CCNP, etc
Experience with CloudWatch, GitHub/GitHub Actions, EC2, S3, general DB management
Experience in manufacturing, agriculture, or similar operational environments
Familiarity with IoT systems and industrial control networks
Experience with DevOps / Automated DevOps infrastructure
Experience configuring 'Enterprise' LLM solution(s) for internal documentation reference including vector DB storage (i.e. Pinecone, Weaviate, etc.)
Company
Little Leaf Farms
They are committed to delivering the freshest, best tasting baby greens to New England salad lovers all year round.
Funding
Current Stage
Growth StageTotal Funding
$435MKey Investors
The Rise FundBank of AmericaEquilibrium Capital
2022-06-15Series B· $300M
2022-06-15Debt Financing
2021-02-21Debt Financing· $45M
Recent News
FoodProcessing.com
2025-10-16
2025-07-15
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