About The RoleAs a Senior Systems Engineer, you will support the design, deployment, and maintenance of cloud and on-prem infrastructure, including systems for retail locations, authentication centers, and offices. You will focus on platform engineering, automation, endpoint management, and user administration to ensure operational efficiency and system reliability. Working closely with other engineers and administrators, you will troubleshoot issues, implement innovative solutions, and provide Tier III support. This role requires a passion for learning, scripting, attention to detail, and a proactive approach to improving processes and supporting a diverse workforce across The RealReal.

*States Not Eligible: AK, AR, DE, KS, MS, ND, SD, WY

What You Get To Do Everyday

Design and build complex, scalable, and resilient system architectures from the ground up.

Lead the design, integration, implementation, and management of platforms for business applications.

Deploy and administer on-premise servers (VSphere), managing Active Directory, DNS, DHCP, file/print, virtualization, storage (SAN, NAS), and backup/recovery processes.

Collaborate with leadership and business partners to define project requirements, timelines, objectives, and standard operating procedures, providing regular project updates to stakeholders.

Deploy, maintain, and monitor application stacks in cloud platforms (AWS, Azure), leveraging infrastructure as code.

Develop and champion scalable, API-driven automation to eliminate manual tasks, reduce errors, and improve reliability in system administration and endpoint management.

Perform capacity planning, performance tuning, and resource optimization, utilizing monitoring tools for system health.

Proactively identify system risks, develop disaster recovery plans, and implement backup and redundancy strategies to ensure business continuity.

Consistently adhere to change management processes, ensuring all system modifications are meticulously planned, documented, tested, approved, and communicated.

Diagnose and resolve system and application issues, assisting with blameless postmortems and root cause analysis to improve reliability.

Identify and implement automated solutions for system administration

Effectively manage third-party vendor relationships and evaluate new technologies.

Mentor junior and mid-level engineers and administrators, fostering skill development, leading knowledge-sharing, and promoting continuous learning within the team.

Administer workstations and mobile devices using MDM platforms (Jamf, Intune), handling configuration, patching, and endpoint security.

Provide Tier III escalated technical support, including white-glove support, and meticulously document issues within the ticketing system.

Participate in scheduled on-call rotations to address emergency needs.

What You Bring To The Role

Minimum Requirements:

7+ years in systems engineering or administration

Proficiency in Windows and Mac environments. Experience with virtualization (VMWare VSphere), server management (on prem & cloud), and endpoint configuration. Working knowledge of networking concepts (DNS, DHCP, Routing) and information security best practices.

Ability to use APIs and scripting (Powershell, Python) to automate tasks and integrate applications.

Strong problem-solving skills for diagnosing system, application, and user issues, with an eye for detail.

Effective verbal and written skills to support technical and non-technical users and maintain clear documentation.

Commitment to delivering high-quality support to diverse stakeholders, including executives and operational staff.

Ability to travel up to 10%.

Preferred Requirements:

Bachelor’s degree in Computer Science, Information Systems, or a related field, or equivalent work experience.

Strong proficiency in network administration and troubleshooting, including a deep understanding of TCP/IP, DNS, DHCP, routing, and switching concepts. 

Proficient in engineering and administrating IAM systems and processes (e.g., Active Directory, Okta, Azure AD, Sailpoint), with a strong understanding of authentication protocols, SSO, and MFA.

Experience supporting retail and/or warehouse environments.

Familiarity with Agile methodologies or ITIL practices in IT operations.

Compensation, Benefits, + Perks

Employee Stock Purchase Plan

401K with Company Match

Medical, Dental & Vision Insurance

Paid Parental Leave

9 Paid Company Holidays

Flexible Time Off (With Manager Approval)

Find out more about our Benefits here.

The expected salary range for this role is $126,759.00-$145,068.00. To determine starting pay we carefully consider a variety of factors, including primary work location and an evaluation of a candidate’s skills, experience, market demands, and internal parity. Additionally, salary is just one component of TRR’s total rewards package. Depending on role, employees may also be eligible for a bonus program, incentive pay and benefits.

The RealReal is the world’s largest online marketplace for authenticated, resale luxury goods, with 37 million members. With a rigorous authentication process overseen by experts, The RealReal provides a safe and reliable platform for consumers to buy and sell their luxury items. We have hundreds of in-house gemologists, horologists, and brand authenticators who inspect thousands of items each day. As a sustainable company, we give new life to pieces by thousands of brands across numerous categories—including women's and men's fashion, fine jewelry and watches, art, and home—in support of the circular economy. We make selling effortless with free virtual appointments, in-home pickup, drop-off, and direct shipping. We handle all of the work for consignors, including authenticating, using AI and machine learning to determine optimal pricing, photographing and listing their items, as well as shipping and customer service. 

The RealReal is committed to providing an equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or expression, or Veteran status. We will consider qualified applicants for a position regardless of arrest or conviction records. At TRR, People Come First. That’s why diversity and inclusion are vital to our priorities as an equal opportunity employer. You can read about our Diversity Equity and Inclusion program here.

Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. The employee is regularly required to sit; use hands to finger, handle, or feel and talk or hear. The employee is occasionally required to stand; walk; reach with hands and arms; climb or balance; stoop, kneel, crouch, or crawl; and taste or smell. The employee must occasionally lift and/or move up to 10 pounds. Specific vision abilities required by this job include close vision. The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job.