Systems Engineer

Job Description

Job Title: Systems Engineer

Department: Information Technology

Supervisor: Senior Director of IT & Infrastructure

FLSA Classification: Exempt

Compensation: $100-$120K

Job Summary

Playboy is seeking a Systems Engineer to join our growing IT Infrastructure team. This role will provide Tier 2 support, maintain critical systems and infrastructure, be responsible for all onboarding and offboarding and assist in IT compliance and documentation efforts. The ideal candidate is a technically skilled and service-oriented professional who thrives in a fast-paced environment and is excited to contribute to meaningful digital transformation. This is an “in office” position at our Playboy HQ in Westwood.

What You’ll Do - Job Responsibilities

The essential job duties below are specific to this position. Reasonable accommodations may be made to enable individuals with disabilities to perform these essential functions.

Core Responsibilities

Server and Network Support:

Monitor and troubleshoot servers and networking infrastructure using Meraki, PRTG, and Unifi consoles.

User Account & Identity Management:

Administer and manage accounts, groups, and access policies in Active Directory and Entra ID (Azure IAM) with support for SSO integrations.

Tier 2 Systems and Application Support:

Resolve system-related incidents and escalated help desk tickets; coordinate with vendors and internal teams on more complex issues.

Infrastructure Maintenance:

Perform hands-on support in the data center and across IT infrastructure, including cabling, wireless access points (WAPs), and physical server migration.

Documentation & Knowledge Management:

Maintain and contribute to internal IT documentation, standard operating procedures, and troubleshooting guides using Jira and Confluence.

IT Security Compliance:

Assist in enforcing IT security best practices, perform internal audits, and support documentation needs during external compliance reviews.

Cross-Functional Collaboration:

Work closely with senior leadership, application teams, and support staff to improve infrastructure, implement IT projects, and ensure uptime and reliability.

What You’ll Bring - Qualifications and Skills

5+ years of experience in a Systems Engineer, Systems Administrator, or similar role

Strong working knowledge of:

Active Directory, Entra ID (Azure IAM), and Group Policy

Meraki, PRTG, and Unifi networking platforms

Windows Server, Hyper-V, VMware and workstation environments

AWS, JAMF, Office 365, SharePoint, Intune, and Microsoft Defender

Experience supporting and maintaining physical infrastructure (data center, WAPs, structured cabling)

Familiarity with ITSM tools and documentation platforms such as Jira, Confluence, and Snipe-IT

Understanding of IT security compliance practices and audit processes

Excellent troubleshooting, communication, and documentation skills

Ability to multitask and adapt to rapidly changing priorities

Passion for technology and a proactive, collaborative mindset

Able to work flexible hours based on business needs.

Must have unrestricted access to work in the U.S.

Bonus Skills (Preferred, but not required)

Experience with EntraID, AWS, JAMF Pro, G-Suite, and CloudM

Scripting or automation experience (e.g., PowerShell, Bash)

Microsoft, Cisco, AWS or other industry certifications (e.g., MCSA, Azure Fundamentals, CCNA)

What We Offer

Competitive Medical/Dental/Vision insurance plans with FSA/HSA and Dependent Care FSA options.

Generous Family and Parental Leave Policy.

Pet Insurance for those who need it too!

Dedicated Health and Wellness resources including Employee Assistance Program and Equinox membership subsidy.

Pretax Transportation/Commuter Benefits options

Employee Resource Groups

401K program with Company match.

Flexible Time Away Plan

Professional growth opportunities

Dynamic, inclusive workplace culture focused on innovation, impact, and employee well-being

The pay range for this position at commencement of employment is expected to be $100,000 - $120,000; however, base pay offered may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience.

What You’ll be Part of

Playboy is one of the most recognizable, iconic brands in the world that started as a culture-driving, boundary-pushing magazine over 70 years ago. Today, Playboy is a consumer lifestyle business with digital and physical products available in 180 countries across entertainment, events, fashion, lifestyle, sexual wellness, consumer products & and more. Our mission—to create a culture where all people can pursue pleasure—is built upon decades of creating groundbreaking media and hospitality experiences and fighting for cultural progress rooted in the core values of equality, freedom of expression, and the idea that pleasure is a fundamental human right. Playboy’s sister company, Honey Birdette, is a rapidly growing luxury lingerie and sexual wellness brand with retail outlets across the US, Australia, and the UK.

Equal Employment Opportunity

Please note this job description is intended to convey information essential to understanding the scope of the job and the general nature, level, and expectation of the work to be performed. It is not designed to cover a complete list of qualifications, skills, efforts, duties and responsibilities or activities associated with this position, as they may change at any time, with or without notice.

Playboy is an equal-opportunity employer and is committed to providing a workplace free from harassment and discrimination. We are committed to recruiting, hiring, training and promoting qualified people of all backgrounds, and make all employment decisions without regard to any protected status. The right talent for us innately embodies our values. Come as you are.

Job Conditions

Individuals applying for this position should understand that Playboy’s brands are focused on creative freedom, artistic expression, and sex positivity. As a result, the business concept is based partly on sex appeal, nudity, and/or sexual wellness products, which means that employees may be exposed to: individuals in sexy and/or sexually provocative clothing, either in person or in photographs or videos; lewd and/or obscene language; depictions of lewd, risqué, intimate or explicit acts or behaviors; conversations and discussions about sex, sexuality and the human anatomy; conversations and discussions where vulgar language may be used, and where sexual jokes and innuendo may be expressed in their presence (collectively the “Conduct”). While individuals should not apply for this position if they find a work environment as described above to be offensive, intimidating, hostile or unwelcome, nothing herein shall prevent them from notifying the Company immediately if they are exposed to conduct of any type–and at any time–with which they feel uncomfortable.

Full-time

Hybrid remote