Senior Systems Administrator
Tovala
We're Tovala, a food-tech company reinventing home cooking to save consumers time. Through an innovative combination of hardware, software, and fresh food delivery, we make it incredibly simple for anyone to prepare and enjoy delicious, home-cooked meals without sacrificing time to do whatever matters to them. Through our superior technology, product experience and food quality, we have separated Tovala from the busy pack of other meal delivery businesses. In the process, we've amassed a loyal, rapidly growing following and our retention, product engagement and customer NPS are all best-in-class. We've raised over $100mm from great investors like Left Lane Capital, Origin Ventures, Y Combinator and Comcast Ventures and have invested strongly in building a unique culture that fosters growth, personal development and camaraderie. Position Summary As our Senior Systems Administrator, you'll play a foundational role in shaping and operating Tovala's internal IT environment. You'll own the systems, tools, and processes that keep our employees productive, secure, and connected, while helping us build a scalable, modern IT function that supports a growing business. This is a highly hands-on individual contributor role for someone who enjoys solving a wide variety of technical challenges-from helping an employee troubleshoot a laptop issue to designing endpoint management standards, administering network infrastructure, evaluating new tools, and strengthening our security posture. You'll have significant ownership over the direction of our corporate IT environment and partner closely with Engineering leadership to make thoughtful decisions about the systems and technologies that support our teams. This is a contract-to-hire opportunity. We're looking for someone who can establish the right technical foundation and operational maturity to support Tovala's long-term IT strategy, with the opportunity to transition into a full-time role as those capabilities are established. How you will spend your time at Tovala: Serve as the primary point of contact for employee IT support, resolving a wide range of hardware, software, networking, and account issues while delivering an outstanding support experience. Administer and maintain our corporate endpoint environment across macOS, iOS, Windows and Linux devices, ensuring systems remain secure, compliant, and up to date. Evaluate, select, implement, and operate modern endpoint management, device management, endpoint detection and response (EDR/XDR), patch management, and related IT administration tools. Develop scalable processes for device provisioning, inventory management, onboarding, offboarding, lifecycle management, and hardware refreshes. Own administration of Tovala's corporate network infrastructure, including Ubiquiti switches, wireless networks, firewalls, VPN technologies, conferencing equipment, and connectivity across multiple office locations. Partner with Engineering leadership to plan network improvements, evaluate vendors, and evolve our IT infrastructure as the company grows. Own our endpoint security program, including endpoint protection, incident response, security monitoring, and remediation of endpoint-related threats. Manage Google Workspace administration, identity management, email security, and secure access to company systems. Administer our identity and access management tools and evolve our practices to improve security and employee experience. Manage relationships with IT vendors and technology partners, helping evaluate products, negotiate renewals, and ensure we're getting the most value from our investments. Create clear documentation and standard operating procedures that improve consistency and enable future growth. Partner with Engineering leadership on broader cybersecurity initiatives, infrastructure planning, and long-term IT strategy. Continuously identify opportunities to improve reliability, security, automation, and the overall employee technology experience. Administer and maintain on-premises Linux servers - provisioning, patching, hardening, monitoring, backups, and troubleshooting - to keep internal infrastructure reliable and secure. Maintain and improve CI/CD pipelines used to deploy and manage internal systems, automating builds, testing, and releases to increase reliability and reduce manual work. About You 7+ years of experience administering corporate IT environments in a Systems Administrator, Senior Systems Administrator, or similar role. Experience supporting macOS, Linux, and Windows endpoints at scale, including MDM, patch management, endpoint security, and device lifecycle management. Hands-on experience administering on-prem Linux servers (Ubuntu/Debian), including CLI, shell scripting, networking, hardening, and infrastructure automation/CI/CD. Experience evaluating, selecting, implementing, and administering IT platforms, rather than only operating established tooling. Strong networking experience across firewalls, switches, wireless, VPNs, and office connectivity; Ubiquiti/UniFi experience strongly preferred. Experience administering Google Workspace or similar identity platforms, with knowledge of IAM, email security, EDR/XDR, and security best practices. Experience responding to endpoint security incidents and partnering on broader security initiatives. Strong troubleshooting skills across hardware, operating systems, networking, identity, and SaaS, with a customer-first approach to employee IT support. Experience managing technology vendors and technical purchasing decisions, with the organizational skills to balance day-to-day support and longer-term infrastructure projects. Excellent written and verbal communication skills, including the ability to build trust with employees and explain technical concepts to technical and non-technical audiences. The values we hold dear Put the Team First - we operate with resolve and humility to do what's best for the broader team Get S#!t Done (Well)- We celebrate all employees for delivering high-impact work Connect the Dots - We engage with curiosity to learn how our work impacts others at the company Be Direct - We share our perspective openly and directly, even when it's difficult Embrace the Obstacles - We rise to meet challenges with a sense of urgency, resolve, and optimism Champion the Customer - We prioritize our customer in all of our decisions At Tovala we're committed to building a workplace that represents a variety of backgrounds, skills, and perspectives and do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! Tovala uses market data, geography, and placement of internal employees to determine salary. Additionally, we offer all employees real ownership in the company in the form of a competitive equity package. Flexible paid time off (with a minimum of 15 days off you HAVE to take) Comprehensive healthcare coverage we really invest in 401k with match Free Tovala Smart Oven and discounted Tovala meals Paid holidays and our winter holiday office shutdown where the offices and facilities close for a week around Christmas and New Years Various other perks - recognition programs, continued learning stipend, casual dress code, in-office coffee, snacks and drinks, and Tovala swag #J-18808-Ljbffr
$110k - $120k
...Senior System Administrator Are you a skilled IT professional with MSP experience who thrives in fast-paced environments? We're hiring a Senior System Administrator to support one of our key clients onsite in Chicago. This is more than just a support role—you'll be...Senior- ...Senior Systems Administrator IIEmployment Type: Full Time, Senior-levelCGS is seeking a Senior Systems Administrator to join our team supporting a wide-ranging technical support initiative for a large Federal agency.CGS brings motivated, highly skilled, and creative people...SeniorFull timeContract workFor contractorsWork at officeFlexible hours
- ...Senior Systems Administrator Employment Type: Full Time, Senior-level CGS is seeking a Senior Systems Administrator to join our team supporting a wide-ranging technical support initiative for a large Federal agency. CGS brings motivated, highly skilled, and creative...SeniorFull timeContract workFor contractorsWork at officeFlexible hours
$118k - $144k
...before or after the 3-day posting window. Job Description Required Qualifications • 5–10+ years of experience in IT systems administration or enterprise endpoint management. • Advanced expertise with Windows 10/11, Intune, Autopilot, MECM/SCCM, and/or Jamf....SeniorFull timeWork at officeRemote workVisa sponsorshipMonday to Thursday- ...specializing in the utilities, government, and healthcare markets. We’re looking for friendly, professional, and motivated Sr. Systems Administrator to join our Information Technology team. If you’re looking for a company that embraces the principles of respect,...SeniorLocal areaRemote workMonday to FridayFlexible hoursDay shift
$107.53k - $158.13k
...Description:Role OverviewThe IT Asset Management Administrator will have responsibilities for the... ...asset base — including servers, storage systems, networking equipment, and end-user... ...asset status and emerging issues clearly to senior management and relevant teams.Assist...SeniorFull timeWork experience placementWork at office$200k - $250k
...Senior Linux EngineerDRW is a diversified trading firm with over 3 decades of experience bringing sophisticated technology and... ...and maintenance of software repositoriesAutomating repetitive system administration tasksEvaluating and recommending new hardware and software...SeniorTemporary workFlexible hours- ...Job Description Job Description Senior Relativity Senior Systems Administrator Employment Type: Full Time Department: Legal/IT We are seeking a Senior Relativity Sr. Systems Administrator to join our team! You will handle a variety of projects to support...SeniorFull timeWork at officeFlexible hours
$225k
...driven environment. An exciting opportunity has opened for a Senior Linux Engineer to join a high-performance engineering team... ...environment supporting latency-sensitive trading and research systems, with responsibility across provisioning, monitoring, optimisation...SeniorFull time- ...complex technical challenges and help our North American customers operate and improve their wind, solar, and battery energy storage systems. At Opoura, you will take technical ownership of advanced customer projects while working with experienced colleagues to deliver...SeniorRemote work
- ...Job Description Job Description Senior Discovery IT System Administrator Employment Type: Full-Time, Executive-Level Department: Legal CGS is seeking a dedicated Senior Discovery IT System Administrator to join a fast-paced and hard-working team to assist...SeniorFull timeFor contractorsFlexible hours
- ...are seeking a highly motivated and experienced Sr. Salesforce Administrator who will be responsible for the day-to-day configuration, enhancement... .... • Develop and maintain detailed documentation for system configuration, processes, and user training. • Conduct regular...SeniorHourly payWork at officeShift work
$77k - $214k
...Senior Associate, PwC Private A career within PwC Private will provide the opportunity to help private companies with a range of business advisory needs such as audit, tax compliance, and planning to help improve their operational efficiency and to free up time that...Senior$45k - $55k
Provantis System AdministratorJob Title: Provantis System AdministratorLocation: Chicago, IL (on-site)Reports to: VP Toxicology and... ...Position/Job Summary:We are seeking an experienced Provantis System Administrator to support the Safety and Toxicology operations at our Chicago...Contract workTemporary workImmediate start- ...Senior Desktop Support TechnicianA global leader in applied safety science, UL Solutions transforms safety, security, and sustainability challenges into opportunities for customers in more than 100 countries. UL Solutions delivers testing, inspection and certification...SeniorContract workWork at office
$100k - $115k
...DepartmentPSD Data Science: Systems AdministrationAbout the DepartmentThe Data Science... ...and audiovisual environments. The Systems Administrator 3 is a mid-level systems professional who... ...3 collaborates closely with senior technical staff, faculty, researchers, and...Full timeWork experience placementRemote work$42.66k - $77.32k
...For more information, visit covista.com and follow us on LinkedIn , Instagram and YouTube . Job Description The System Administrator is responsible for coordinating all aspects Covista's enterprise systems ensuring all system administration activities are...Full timeWork at officeFlexible hours$79k - $110k
...Systems AdministratorPingWind is seeking a Systems Administrator to support our customer in the Chicago, IL area. Responsibilities include support for existing servers, design and implementation of new servers, management of a server environment consisting of RedHat Linux...Temporary workWork experience placement- ...Bachelor’s degree in computer science or a related field is ideal 3-5 years of experience with Windows server administration 3-5 years of experience in desktop/network/hardware and software support Strong verbal and written communication skills with the ability to interact...For contractorsWork experience placement
$91.8k - $146.8k
...journey. Job Description The Senior Linux & Infrastructure Automation... ...contributor role focuses heavily on hands-on systems engineering, robust configuration management... ...deep expertise in Linux systems administration, advanced automation using Puppet and Ansible...SeniorFull timeWork experience placementShift work- ...Senior Consultant Database Architecture The primary focus of this role is on database... ...(AWS/Google/Azure). Perform system analysis on databases, resolve server performance... ...science or related field; or business administration or mathematics with experience in database...SeniorLocal area
$55k - $65k
...Senior Desktop Support Technician Insight Health Systems is seeking a talented and experienced Level 2 Senior Desktop Support Technician to join our IT team at Insight Hospital and Medical Center in Chicago. Pay Range Base pay: $55,000.00 – $65,000.00 per year...SeniorFull timeTemporary workWork at officeMonday to Friday- ...escalated from the TSC, especially to identify systemic issues, and recommends steps to... ...coordinate software rollouts with Desktop Administrator or others. Works with software vendors... ...meet goals and objectives identified by senior management, including the ability to...SeniorWork at office
- ...StatesSalary: USD 45 - 55 (Hourly)Contact: Venkatesan SudharsanamJob role: Systems & Network AdministratorDuration: ContractLocation: Chicago, IL 4 days onsiteWe are seeking a hands-on Systems & Network Administrator to support and maintain our server, virtualization, storage, and...Hourly payWork at office
$102.4k - $179k
...integration technologies. Develop automation scripts and operational procedures for deployment, monitoring, maintenance, and platform administration. Support cloud-native deployments utilizing Kubernetes, Docker, Azure Container Apps, Azure Kubernetes Service (AKS), and...SeniorFull time$140k - $200k
...include an Institutional Alternative Trading System (ATS) for discreet execution and price... ...stage of growth. Position: Systems Administrator Company: Optimal Market Technologies, LLC... ...and incident coordination sit with our senior Production Engineer. You will build and...- Northern Trust is seeking a Sr Principal Software Engineer to lead the AI Security Platform for code analysis across enterprise codebases. The role emphasizes platform ownership, architectural evolution, and scalable security automation in a cloud-native environment. ...Senior
- ...Insight Hospital is seeking a talented and experienced Level 2 Senior Desktop Support Technician to join our IT team. The ideal candidate... ...and software issues, familiarity with the Ring Central phone system, and proficiency in managing Active Directory, Office 365 portal...SeniorFull timeTemporary workWork at officeMonday to Friday
$84k - $109k
...1 desktop environments Provide IT support for manufacturing systems, including: Plant-floor PCs, and specialized equipment software... ..., and Group Policy. Proficiency with Microsoft Office 365 administration. Experience with VMware virtualization and basic enterprise...Work at officeLocal areaWork from home- ...our strategic guidance to help healthcare providers achieve their clinical, operational and business strategies. As a Systems Administrator, you will be responsible for the overall maintenance, configuration, and reliable operation of computer systems, servers, networks...Contract workLive inFlexible hours
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Senior Systems Administrator. Be the first to apply!
- microsoft systems administrator Chicago, IL
- enterprise administrator Chicago, IL
- system admin Chicago, IL
- IT infrastructure administrator Chicago, IL
- IT administrator Chicago, IL
- computer systems administrator Chicago, IL
- systems administrator Chicago, IL
- application system administrator Chicago, IL
- server administrator Chicago, IL
- remote systems administrator Chicago, IL




