Job descriptionSummaryAll potential candidates should read through the following details of this job with care before making an application. TheSupport Desk Technician (Tier 2)at Proper Sky is a key member of our service delivery team, responsible for resolving complex technical issues, supporting escalations, and ensuring a seamless IT experience for our clients. This role requires a strong technical foundation in Microsoft 365, networking, and server administration, paired with exceptional communication skills and a client-first mindset. You'll troubleshoot advanced support tickets, mentor junior technicians, and contribute to documentation and process improvements. The ideal candidate is a proactive, solutions-driven professional who thrives in a fast-paced MSP environment and is committed to service excellence.What you'll doTechnical Troubleshooting & Resolution :Assess Urgency and Impact of each problem to ensure the appropriate resolution timeline is achieved.Triage all assigned tickets in a manner that matches the urgency and impact to our clients organization.Diagnose and resolve complex end-user issues related to desktops, laptops, printers, and mobile devicesTroubleshoot server and network-related issues (DNS, DHCP, VPN, Active Directory, etc.Troubleshoot escalated support tickets from a Tier 1 technicianIdentify root causes and implement permanent fixesProvide remote and occasional on-site support for critical issuesProblem Escalation Support :Provide technical assistance and mentorship to Tier 1 and junior techniciansEscalate issues to Tier 3 or engineering teams when necessary, with detailed documentationIdentify root causes of escalated issues and ensure SOP's are documented to ensure next-level support can resolve the issue if it repeats.Collaborate with project teams on migrations, upgrades, and deploymentsParticipate in team standups and knowledge-sharing sessionsProject Execution :Execute defined scopes of work based on engineering or service manager assignmentsProvide status updates on assigned project tasks and collaborate closely with Project Managers, Engineers, and Service ManagersIdentify risks or blockers during project execution and escalate appropriatelyDocumentation & Continuous Improvement :Maintain accurate and up-to-date documentation in ConnectWise, Hudu and the knowledge baseContribute to internal process improvements and standard operating procedures (SOPs)Flag recurring issues and propose solutions to reduce repeat incidentsClient Engagement :Provide professional and empathetic communication to clients via phone, email, and ticketing systemsEnsure timely and accurate updates to clients on issue status and resolutionsMaintain customer satisfaction by meeting or exceeding SLAs and expectations for each problem you are navigatingWork Schedule :The Support Technician role covers the 8am-5pm EST shift.The position is subject to covering a rotating On-Call shift from 5pm-10pm (Weekdays) and 8am-5pm (Weekends / Holidays) to respond to after-hours emergency requests.Work Location :This role is a hybrid role and reports locally to Proper Sky's headquarters in Abington, PA for all scheduled shifts.QualificationsEducation & Technical Experience :5+ years of relevant hands-on IT support experience in a helpdesk, MSP, or technical support environmentCertifications such as CompTIA Network+ / Security+, Microsoft AZ-104, Azure Administrator Associate and Cisco CCNA a plusITIL Foundation 4 or higherStrong knowledge of Microsoft 365, Azure AD, Exchange Online, SharePoint, Teams, and IntuneProficient in troubleshooting Windows OS, servers, networking issues (DNS, DHCP, VPN, VLANs, firewalls)Familiarity with backup systems, EDR platforms, and RMM toolsExperience with ConnectWise Manage, Automate, ScreenConnect, or similar tools preferredSoft Skills :Strong verbal and written communication skillsAbility to manage multiple tasks and prioritize in a fast-paced environmentSelf-starter with a continuous learning mindsetTeam player with mentoring capabilitiesHighly organized, detail-oriented, and customer-service drivenCall-To-ActionIf you're ready to make an impact and be part of a passionate team that values innovation and customer service, we invite you to apply today! Join us at Proper Sky, where your expertise will shine. Job Type : Full-time Pay : $45,500.00 - $55,000.00 per year Benefits :401(k)401(k) matchingDental insuranceEmployee assistance programHealth insurancePaid time offVision insurance Work Location : In person