IT Systems Administrator - Tier 1+2

Description

About Roberts Resorts & Communities

This company operates nationally and is growing by the day. At Roberts Resorts & Communities, we're on a mission to build community and fulfilling dreams. Through our core values of resourcefulness, integrity, passion, and epic customer service, we're dedicated to making a difference in the lives of 30,000 people. If you're passionate about creating meaningful impact, thrive in a culture of integrity, and are committed to delivering exceptional service, we invite you to join us in turning visions into reality and shaping a brighter future together.

Position Summary

We are hiring a hands-on IT Systems Administrator to own day-to-day IT operations across a distributed, multi-location environment (approximately 25 locations). This role provides both Tier 1 and Tier 2 support—handling frontline user support while also owning administration of core platforms and escalations. Responsibilities include Microsoft 365 administration, endpoint and network operations, baseline cybersecurity, provider coordination, and disciplined documentation/asset management.

Location: 

On-site in Scottsdale, AZ.

Performance Objectives

• Provide Tier 1 support and Tier 2 escalation for end users; triage, resolve, and coordinate onsite support when needed.
• Administer and support cloud based identities including Microsoft 365 (users, groups, licensing, security settings), Adobe, Google Workspace and Apple Business Manager operations where applicable.
• Manage endpoint standards, patching cadence, and common deployments; support multi-site networking troubleshooting and basic health monitoring.
• Coordinate telecom/VoIP and connectivity troubleshooting with providers and contractors across locations.
• Maintain IT documentation, inventory, renewal tracking, and vendor/contractor coordination.
• Consistently meets agreed response and resolution targets for Tier 1 and Tier 2 requests across locations, with clear communication and reliable follow-through.
• Reduces repeat issues by performing effective troubleshooting, documenting fixes, and applying root-cause remediation (not just temporary workarounds).
• Maintains secure, stable operations through timely patching, controlled change practices, and minimal unplanned downtime.
• Keeps identity and access hygiene strong (MFA enforcement, least privilege, and periodic access reviews) and responds effectively to phishing/compromise events.
• Delivers accurate and on-time onboarding/offboarding and access changes; maintains clean licensing, device assignment, and user lifecycle records.
• Manages providers and renewals proactively (telecom/VoIP, ISPs, domains/DNS, hosting, SaaS) to prevent service interruptions.
• Maintains accurate inventories, current documentation/runbooks, and clear site/contractor instructions that improve support consistency.
• Provides concise status reporting on recurring issues, risk items, and improvement opportunities; executes agreed improvements without disrupting business operations.

Core Technology Stack:

• Microsoft 365 (primary stack)
• Google Workspace
• Apple Business Manager
• Domain registrar accounts + DNS management (e.g., Cloudflare DNS)
• Email perimeter security filtering
• Microsoft 365 backup solution (platform familiarity preferred)
• Hosted QuickBooks VM environment + Intuit QuickBooks Enterprise
• WordPress web hosting
• Adobe
• Rent Manager (Accounting) (Hosted RDP Environment as well as a Web Portal) 
• Newbook (Reservations)
• Hubspot – CRM (Marketing Dept is acting Admin)

Requirements

Key Competencies: Preferred

1. Demonstrated understanding of Tier 3 support concepts, including advanced troubleshooting methodology, root-cause analysis, change control, and escalation readiness for complex infrastructure issues.
2. Familiarity with device lifecycle workflows.
3. Experience supporting Microsoft RDP in a hosted VM environment.

Education & Experience:

• 5+ years in IT support/administration with Tier 2 responsibilities (or equivalent).
• Hands-on Microsoft 365 administration experience (user, licensing, security/mail flow fundamentals).
• Experience with cloud email security filtering, DNS management, and VoIP administration portals.
• Experience supporting a distributed/multi-site environment and coordinating onsite support via contractors.
• Strong troubleshooting, communication, and documentation skills.

Benefits and Perks

We believe in taking care of our team so they can thrive both at work and in life. As a full-time employee, you’ll enjoy a comprehensive benefits package designed to support your health, growth, and lifestyle, including:

• Medical, Dental, and Vision coverage for you and your dependents
• Employer-paid life insurance for peace of mind
• A full menu of voluntary coverages — STD, LTD, Accidental, Critical Illness, Hospital Indemnity, Pet Insurance, and Legal Service Plans
• 80 hours of PTO plus 11 paid holidays to recharge and refresh
• 401(k) with a 3% company match to invest in your future
• The chance to be part of an inclusive, supportive community where your contributions matter
• Complimentary stay at one of our resorts — enjoy the lifestyle you help create!

Commitment to Diversity

Roberts Resorts & Communities stands firm in our commitment to Equal Employment Opportunity. We believe in a workplace free from discrimination based on race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, or any other protected characteristic. Diversity is our strength. We foster an inclusive environment where authenticity is valued, and everyone feels a sense of belonging. We empower individuals to reach their full potential and contribute their best. Join us in creating a workplace where diversity is celebrated, voices are heard, and excellence thrives.