Technical Support Engineer

Orlando, Florida, United States Full-time

iboss has created the first and only Secure Cloud Gateway specifically designed to solve the challenge of securing distributed organizations. Built for the cloud, iboss leverages an elastic, node-based architecture that provides advanced security for today’s decentralized organizations and scales to meet the ever-increasing bandwidth needs of tomorrow. The iboss Secure Cloud Gateway is backed by more than 100 patents and protects over 4,000 organizations worldwide, making iboss one of the fastest growing cybersecurity companies in the world.

Role Overview

Technical Support Engineers interface directly with our Enterprise (Commercial, Government, K12) customers via live chat, ticket system, and telephone to assist them with technical support issues or inquiries. An ideal candidate for this role will have a wide breadth of knowledge and experience with enterprise networks, systems, and cybersecurity. An outstanding candidate will have previously been the “go-to” network engineer, system administrator, or security engineer in a previous role. The outstanding candidate will also understand the challenges that administrators face when trying to secure their users and devices in today’s borderless network landscape and have a track record of solving them. If you have an innate curiosity to understand how systems work (and could possibly be abused), a drive to find creative solutions to problems others may think are impossible to solve, are comfortable in a fast paced, challenging, and exciting environment, and are driven to provide customer satisfaction, we want to hear from you. We’ll provide the opportunity for you to work with some of the largest and most complex networks on the planet providing a service that helps protect organizations and users from threats. 



  • Solve complex technical support inquiries via telephone, live chat, and ticket interactions with a positive and professional demeanor
  • Document interactions comprehensively for auditing and record keeping purposes
  • Spin up lab environments consisting of firewalls, switches, routers, and endpoints to reproduce customer environments for advanced troubleshooting purposes
  • Work with team leads and management to bubble up recurring issues or opportunities for product or process improvements
  • Participate in testing pre-release solutions and validating performance against test plans documenting results
  • Create and submit knowledgebase entries to help improve customer self-service capabilities
  • Create and maintain internal knowledge systems to assist other internal team members
  • Stay abreast of product changes, working with lab and test systems to come up to speed quickly with new capabilities, devices, and features



The responsibilities described above are essential functions of the job. The qualifications below are representative of the knowledge, skills, qualities, and/or abilities required. 

  • Previous technical support experience
  • Possess a strong work ethic and team player mentality
  • Excellent communication skills both verbal and written
  • 3-5 years of experience designing and supporting multilayer IP networks; routing and switching
  • 3-5 years of experience with network security; firewalls, intrusion prevention, risk assessment, pen testing, content filtering, PKI, SSL/TLS
  • 3-5 years of experience managing Windows Server or Red Hat Linux server environments; Proficient with Linux
  • 3-5 years of experience managing large (>1k seat) Windows and Mac workstation deployments
  • 3-5 years of experience managing DNS; Microsoft or Bind
  • Experience with virtualization, specifically VDI implementations
  • Experience with acquiring and analyzing packet captures
  • Experience/familiarity with managing enterprise deployments of iOS, Android, and Chromebook devices
  • Highly developed sense of integrity and commitment to customer satisfaction
  • Strong detail orientation and listening skills
  • Strong decision-making and analytical abilities



  • Health, Vision, Dental - open to domestic partners
  • 401K with company match
  • Paid Time Off (PTO)
  • Company paid holidays
  • Supportive and FUN work environment
  • Fantastic quarterly company events
  • Free catered lunch every Friday
  • Free snacks
  • Casual dress attire


The duties and responsibilities described above are essential functions of the job.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, status as a veteran or as an individual with a disability.

*This position is not eligible for sponsorship of work visas