Our Opportunity:
We are seeking a highly motivated IT Site Support Technician II to join our IT Site Support team at our Corporate Headquarters in Plantation, FL. The Chewy IT Site Support team provides world-class Tier 2 and Tier 3 service and desk-side support to all internal customers.
This team plays a fundamental role in providing and implementing solutions to computer and network problems. This includes responding to and resolving customer issues, problems, and questions relating to IT systems used throughout the organization. The team receives escalated service desk support requests by telephone, email, written communication, and in person, then troubleshoots, documents, analyzes, and resolves those requests. This is a great opportunity for someone who wants to be part of a vibrant, dynamic, and successful IT team.
What You'll Do:
- Create, maintain, and support standard Windows and Apple desktop configurations for use organization-wide.
- Research and develop new standard hardware and software for use in the enterprise environment.
- Analyze intermediate to complex problems and recommend hardware and software solutions as needed.
- Partner with specialty teams to provide quick, high-quality custom solutions when needed that are aligned with IT standards and controls.
- Accurately monitor and track hardware and software inventory following Chewy's IT Asset Lifecycle procedures.
- Troubleshoot and resolve a variety of technical issues involving networks, client/server systems, PCs, desktop application software, and peripheral devices; escalate issues as needed.
- Serve as an escalation point for all desktop-related issues while supporting the organization's incident management practices.
- Provide mentorship, training, and assistance to site support and service desk staff when workloads are high or additional experience is required.
- Quickly and professionally respond to second- and third-level technical support requests received by phone, email, ticketing system, and in person.
- Take a proactive approach to providing immediate and long-term solutions to issues and anomalies.
- Support departmental moves, adds, and changes in and around the office.
- Maintain current knowledge of solutions available to perform software distribution, inventory, monitoring, updates, and ongoing maintenance for the organization's client system environment.
- Create technical documentation as required.
- Participate in 24/7 support and the on-call rotation.
- Must be available to work from 8:00 a.m. to 5:00 p.m.
What You'll Need:
- Minimum of 3-4 years of experience providing technical support.
- CompTIA A+ or CompTIA Network+ certification.
- Apple ACMT or ACSP certification.
- Microsoft certifications such as MCSE, MCSA, or MCITP.
- Functional knowledge of Active Directory and related services.
- Experience administering Office 365.
- Expert knowledge of Windows desktop operating systems, including Windows 8.1 Pro and Windows 10.
- Experience supporting Apple computers in a Windows Active Directory environment.
- Experience supporting the Microsoft Office Suite, including Word, Excel, PowerPoint, and Outlook.
Bonus:
- Certification in ITIL.
- Knowledge of configuring and administering Microsoft Deployment Toolkit or System Center Configuration Manager.
- Knowledge of project management methodologies.
Chewy is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, gender, citizenship, marital status, religion, age, disability, gender identity, results of genetic testing, veteran status, as well as any other legally-protected characteristic. If you have a disability under the Americans with Disabilities Act or similar law, and you need an accommodation during the application process or to perform these job requirements, or if you need a religious accommodation, please contact [email protected].
To access Chewy's California CPRA Job Applicant Privacy Policy, please click here.
Skills Required
- 3-4 years of experience providing technical support
- CompTIA A+ or CompTIA Network+ certification
- Apple ACMT or Apple ACSP certification
- Microsoft certification such as MCSE, MCSA, or MCITP
- Functional knowledge of Active Directory and related services
- Experience administering Office 365
- Expert knowledge of Windows desktop operating systems, including Windows 8.1 Pro and Windows 10
- Experience supporting Apple computers in a Windows Active Directory environment
- Experience supporting Microsoft Office Suite, including Word, Excel, PowerPoint, and Outlook
- ITIL certification
- Knowledge of Microsoft Deployment Toolkit or System Center Configuration Manager
- Knowledge of project management methodologies
Chewy Compensation & Benefits Highlights
How does Chewy ensure its pay and bonus plans are competitive?
Chewy approaches compensation through a total rewards strategy that combines salary, bonuses, equity opportunities, healthcare benefits, employee discounts, and career growth opportunities. The company emphasizes supporting employees across ecommerce, healthcare, pharmacy, customer service, technology, and fulfillment operations while competing for talent in both retail and tech markets.
Competitive compensation and bonus opportunities: Chewy offers market-based compensation packages that may include salary, performance bonuses, commissions, and equity depending on role and level. Built In also notes benefits such as relocation assistance, employee discounts, and bonus opportunities across multiple teams and functions.
- Healthcare and wellness support: Benefits include medical, dental, vision, prescription coverage, HSA/FSA options, life insurance, disability coverage, telemedicine, mental health resources, and wellbeing programs. Chewy also offers wellness-focused resources designed to support employees physically, mentally, and financially.
- Retirement and financial wellbeing: Employees receive 401(k) plans with company matching along with financial wellness resources and broader support programs. Benefits are designed to support both short-term needs and long-term financial planning.
- Pet-focused and family-oriented benefits: Chewy offers pet insurance discounts, employee discounts on Chewy products, parental leave, fertility support, family-focused benefits, and caregiving resources. The company’s benefits package is closely aligned with its pet-focused identity and customer mission.
- Flexibility and workplace support: Corporate employees may have access to hybrid work arrangements, flexible scheduling, commuter benefits, PTO, paid holidays, and wellbeing initiatives. Employees also cite supportive managers and collaborative teams as important parts of the broader employee value proposition.
- Long-term career investment: Compensation is reinforced through career growth opportunities, mentorship, leadership development, cross-functional learning, and exposure to large-scale ecommerce, automation, healthcare, and logistics initiatives. Employees often describe growth opportunities as an important part of the overall company experience.
- External signals: Comparably reports that 70% of employee reviews are positive overall. Employees frequently highlight healthcare benefits, employee discounts, coworkers, and growth opportunities as strengths of the company experience. (Glassdoor; Comparably)
Chewy Insights
What We Do
Who We Are Chewy is where pet parents find everything they need for life with pets, from food to fun to pharmacy. We make pet care easier, more informed, and more joyful through fast, reliable delivery and award-winning 24/7 Customer Care, including access to pet health support when it’s needed. Founded in 2011, Chewy combines the convenience of online shopping with a high-touch, personalized experience built around the real moments of pet parenthood. Our Mission Chewy’s mission is to be the most trusted and convenient destination for pet parents and partners, everywhere. What We Do We support pet parents through the highs, lows, and everyday moments of the pet parenting journey with: • Pet food, treats, and daily essentials • Supplies for dogs, cats, fish, birds, reptiles, equine, and small pets • Pharmacy and veterinary services, including prescriptions and medications • Pet wellness and health products • Autoship for convenient recurring deliveries • Chewy+, our premium membership offering exclusive savings, faster delivery, and personalized pet care benefits • 24/7/365 customer support from knowledgeable, pet-loving experts What Makes Chewy Different Chewy is known for industry-leading service, deep personalization, and our customer-obsessed culture. We combine trust, convenience, and care, and pet parents come to us for: • Exceptional customer care • Human- and pet-centered product and experience design • Fast, dependable fulfillment across a nationwide operations network • A mission-driven culture built on empathy, trust, and passion for pets Our Culture Chewy’s culture is built for people who thrive on ownership, innovation, and impact. We value curiosity, creativity, and continuous improvement across all our teams. We empower Team Members—our Chewtopians—to learn, grow, and unleash their full potential in a collaborative, supportive, mission-driven environment. How We Work Chewy’s Operating Principles guide how we think, innovate, collaborate, and execute. These principles shape our character, decision-making, and approach to delivering results while connecting our people and culture in support of our mission. • Put Customers First • Act as an Owner • Deliver Results • Earn Trust • Debate Openly; Commit Fully • Operate in the Details • Shape the Future Where We Work Chewy headquarters: Plantation, FL, and Boston, MA Additional hubs: Bellevue, WA, and Minneapolis, MN
Why Work With Us
Why You Should Work at Chewy Chewy is a unique, fast-growing e-commerce and tech leader where builders, creators, and problem-solvers shape the future of pet care. Our teams drive innovation in a mission-driven culture that creates real impact for pets and the people who love them.
Gallery
Chewy Teams
Chewy Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.



















