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Technical Support Specialist Tier 2 (Remote)

June 3, 2026

The following states/districts are excluded from this job ad: AK, CA, CO, CT, DC, HI, LA, MA, MN, MO, NE, NV, NH, NJ, NM, NY, ND, OR, PR, RI, VT, WA, WY Location: Remote in any United States jurisdiction not excluded from this job advertisement. We're looking for a Technical Support Specialist Tier 2 to solve technical issues, diagnose complex software and system problems, and ensure timely resolution of incidents! Apply today to join a mission-driven team supporting critical healthcare technology environments within the Department of Veterans Affairs (VA). Position Description: The Technical Support Specialist Tier 2 handles escalated technical issues that cannot be resolved by Tier 1 Help Desk Support. The Technical Support Specialist Tier 2 will diagnose complex software and system problems in cloud environments, work directly with customers and internal teams, and ensure timely resolution of incidents. Minimum/General Experience: 3 years of information technology experience Minimum Education: High School Diploma Essential Skills/Qualifications: <ul> <li>Strong understanding of web-based software products, systems, and cloud platforms (e.g., Azure, AWS)</li> <li>Strong proficiency in troubleshooting tools, logs, and diagnostic methods</li> <li>Strong experience with operating systems (e.g., Windows, Linux)</li> <li>Strong experience with ticketing systems (e.g., ServiceNow (SNOW), Jira)</li> <li>Familiarity with networking fundamentals (e.g., Domain Name System (DNS), Dynamic Host Configuration Protocol (DHCP), Transmission Control Protocol/Internet Protocol (TCP/IP), Virtual Private Network (VPN), firewalls)</li> <li>Ability to read and interpret system logs or error reports</li> <li>Excellent written and verbal communication skills</li> <li>Strong problem solving and analytical thinking skills</li> <li>Ability to work independently on complex issues</li> <li>Experience with scripting or automation (e.g., PowerShell, Bash, Python) (preferred)</li> <li>Experience with Infrastructure as a Service (IaaS), cloud platforms, or enterprise IT environments (preferred)</li> <li>Experience with Tier 2 or advanced support, technical troubleshooting, clinical and patient data workflows, and regulatory awareness (preferred)</li> <li>Knowledge of VA operations (e.g., VistA, Telehealth and Scheduling) (preferred)</li> <li>Knowledge of Electronic Health Record (EHR)/Electronic Medical Record (EMR) systems (preferred)</li> </ul> General Physical Requirements needed to perform the essential functions of this job may vary based on the location of the assignment.  <ul> <li>Assignment Location - Remote</li> <li>Sedentary Work - Exerting up to 10 pounds of force occasionally and/or a negligible amount of force frequently or constantly to lift, carry, push, pull or otherwise move objects. </li> <li>Typing, communicating, repetitive motions. </li> <li>Close visual acuity to prepare and analyze data, view computer monitors and read. May need to view presentation screens and other visual aids in a virtual setting. </li> <li>Inside environmental conditions with protection from outside elements. </li> </ul> Security: Ability to obtain/maintain a Federal Civilian Public Trust <ul> <li>U.S. Citizenship or Permanent Resident that has lived in the United States for at least 3 years</li> </ul> Federal Civilian Public Trust Consists of a review of up to but not limited to: <ul> <li>Covers 10 year period and in some instances lifetime events</li> <li>OPM Security Investigations Index (SII)</li> <li>DOD Defense Central Investigations Index (DCII)</li> <li>National Agency Check (NAC) records</li> <li>FBI name check </li> <li>FBI fingerprint check</li> <li>Credit report check</li> <li>Written inquiries to previous employers and references listed on the application for employment</li> <li>Potential interviews with the subject, spouse, neighbors, supervisor, coworkers</li> <li>Law enforcement check</li> <li>Court records check</li> <li>Education check- Attendance and Degrees</li> </ul> <a href="https://www.osp.va.gov/docs/PIV_Credential_Identity_Verification_Matrix.pdf">Acceptable Credentials</a> Tasks/activities include, but are not limited to: <ul> <li>Investigates and resolves technical issues escalated from Tier 1 support</li> <li>Performs advanced troubleshooting across software, hardware, cloud networks, and/or C# applications</li> <li>Documents issues, solutions, and root causes in the ticketing system</li> <li>Collaborates with engineering, Tier 3 Support, and/or development teams on unresolved or systemic issues</li> <li>Provides guidance and mentorship to Tier 1 Support agents</li> <li>Identifies recurring problems and recommends process or product improvements</li> <li>Assists with system updates, patches, and configuration changes</li> <li>Communicates clearly with customers regarding progress and resolution</li> <li>Follows Service Level Agreements (SLAs) and ensures timely ticket handling</li> <li>Participates in on-call activities when required</li> </ul> Compensation & Benefits: The annual projected pay range for this position is $45,000.00 - $50,000.00 with consideration being given to various factors including but not limited to qualifications, experience, job responsibilities, and geographic location. Oxley Enterprises, Inc. offers a full array of benefits including: <ul> <li>Medical, dental, vision and prescription drug coverage for you and your family.</li> <li>Life Insurance, short-term disability and long-term disability paid for by the Company.</li> <li>Supplemental coverages including Accident, Critical Illness, and Hospital.</li> <li>Additional Life insurance coverage for you and your dependents. </li> <li>401k plan with various options to select based on your retirement goals.</li> </ul> Oxley Enterprises®, Inc. is a certified service-disabled veteran-owned (SDVOSB), veteran-owned (VOSB), and woman-owned small business (WOSB) that has 26 years of experience building and delivering quality IT systems and programs. Oxley is ranked in the INC 5000 7 times (2016, 2017, 2018, 2021, 2023, 2024, 2025). Oxley is a 2019 - 2025 Department of Labor HIRE Vets Medallion Award Winner. Oxley is Virginia Values Veterans certified. All qualified applicants will receive consideration for employment without regard to any status protected by applicable federal, state, or local law. If you require a reasonable accommodation to apply for a position at Oxley Enterprises, Inc., please send an email to our Human Resources Department at: <a href="mailto:careers@oxleyenterprises.com">careers@oxleyenterprises.com</a> with the following information: Subject Line: Accommodation Request Provide a description of your accommodation request Include your contact information: Full name, Email address, Best number to reach you (optional) We participate in the E-Verify program. <a href="http://www.dhs.gov/E-Verify">http://www.dhs.gov/E-Verify</a>

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DISCLAIMER

Get Hired Faster With COMPANY_NAME!

1: COMPANY_NAME Smart Tools and Direct Employer Connections Help Speed Up Your Hiring Process

2: With Better Matches, Real-time Job Alerts, and Direct Employer Responses, COMPANY_NAME Helps Many Candidates Secure Interviews and Job Offers Within 15 to 30 Days!

3: The Type of Resume You Need to Get Priority Placement

4: Browse Full-Time, Part-Time, and Freelancing Roles With COMPANY_NAME

5: COMPANY_NAME Helps You Grow Your Career

6: The Easiest Way To Find A Job

7: Find Roles That Offer Growth, Culture & Benefits

8: Get Support With Resume, Interviews & Career Planning

9: Your Future Starts Today

10: Get Hired Within 15 to 30 Days With COMPANY_NAME

Technical Support Specialist Tier 2 (Remote)

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

5. HOW DO YOU PROCESS INFORMATION?

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

8. HOW TO PRIORITIZE WORK?

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

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