Senior Technical Support Engineer

Sorry, this job was removed at 06:33 p.m. (CST) on Wednesday, Apr 23, 2025
Hiring Remotely in United States
Remote
Big Data • Cloud • Information Technology • Software • Analytics • Business Intelligence • Big Data Analytics
The #1 AI-powered DEX platform.
The Role

Lakeside Software is ushering in a new era of proactive IT with SysTrack, the industry's most powerful AI-driven Digital Employee Experience (DEX) platform. Trusted by Fortune 500 companies worldwide, Lakeside SysTrack dramatically reduces IT costs, prevents system failures before they occur, and drives strategic decision-making through unparalleled visibilityLakeside’s excellence is recognized by industry experts, earning us the title of AI Company of the Year by CIOReview, and leader status in the Gartner® Magic Quadrant™ for Digital Employee Experience Management Tools and The Forrester Wave™: End-User Experience Management. Join us in transforming IT operations and delivering exceptional digital experiences to companies globally.

The Role

As a Senior Technical Support Engineer at Lakeside, you will be responsible for answering technical support calls, diagnosing and resolving issues, reporting bugs, testing newly developed software, collaborating cross-functionally on client technical challenges, and customizing software tools to meet client needs. You must have a broad technical background and excellent customer management skills. You should possess exceptional troubleshooting abilities, including deciphering technical software output logs, analyzing installation logs, investigating databases, and troubleshooting issues across Windows, Mac, and Linux environments, as well as networking. To succeed, you must be self-motivated, curious, and resourceful in solving complex technical problems. 

What You'll Do 

The core functions of this role include: 

  • Accurately triaging and prioritizing customer issues 
  • Following standard processes for proper escalation of unresolved issues to appropriate internal teams 
  • Meeting and/or exceeding assigned Technical Support metrics and targets 
  • Instilling trust and deescalating customer issues when appropriate by determining workarounds, next steps and talking customers through a series of actions they need to take to resolve an issue 
  • Prioritizing and manage several open issues at one time 
  • Providing prompt and accurate feedback to customers. 
  • Accurately and promptly documenting actions taken on issues into the system log 
  • Documenting technical knowledge in the form of knowledge articles 
  • Explaining technical solutions and setting expectations on outcomes 
  • Serving as a strong team player and collaborating, as appropriate, with our cross functional teams 

What You'll Bring to the Company: 

The key requirements for this role include: 

  • 8 - 12 years in IT support, Managed Service providers or Proprietary Software Support 
  • At least 2 years of experience with SysTrack; additional experience with SysTrack or other agent-based environments is a plus 
  • Demonstrated ability to read and interpret C++ or C# code to diagnose issues, understand functionality, and contribute to technical discussions 
  • Advanced Windows knowledge to include Windows Servers, Workstations, and Active Directory 
  • Advanced Network infrastructure experience (e.g., switches, routers, firewalls) 
  • Experience with troubleshooting Software application installation, testing and architecture issues 
  • Intermediate experience with Hyper-V, VMware, or other virtualization platform troubleshooting and administration 
  • Working knowledge of & experience with Mac/Linux Operating Systems 
  • Linux command line troubleshooting 
  • Working knowledge of DNS, DHCP, AD, Group Policy 
  • Understanding of relational databases (Microsoft SQL Server and other related Microsoft Business Intelligence technologies, e.g., Reporting Services, Integration Services, and Analysis Services) 
  • SQL query writing skills 
  • Experience in large scale (500+ users/devices) IT Data Center Support 
  • Experience handling Enterprise-size customers 
  • System hardware troubleshooting experience 
  • Working knowledge of ITSM tools 

Additional Details 

  • Location:  US remote or hybrid with a preference for candidates located within commutable distance of our Ann Arbor, MI office  


Lakeside Software is committed to pursuing a diverse and talented team and offering an inclusive environment for all employees and candidates. We are particularly interested in receiving candidate applications from a broad spectrum of individuals, including women, historically marginalized groups, individuals with disabilities, members of the LGBTQIA+ community, veterans, and any other legally protected group. Lakeside is dedicated to providing equal access and opportunity, as well as reasonable accommodation, for individuals with disabilities in employment, its services, activities, and programs. Lakeside is an Equal Opportunity Employer and does not make hiring or employment decisions on any basis protected by applicable local, state, or federal laws or prohibited by Company policy.  If reasonable accommodation is needed to participate in the job application or interview process, to perform required job functions, or to receive other benefits and privileges of employment, please contact accomodations@lakesidesoftware.com.

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The Company
HQ: Boston, MA
200 Employees
Year Founded: 1997

What We Do

Lakeside Software is how organizations with large, complex IT environments can finally get visibility across their entire digital estate and see how to do more with less. For far too long, IT teams have struggled to see what’s going on in their dark estate – where costly inefficiencies, poor employee experiences, and unresolved problems hide. Only Lakeside lets you give everyone a better view, so they can see the hidden issues, see the smartest fixes, and see the biggest savings. That’s why so many of the world’s leading global brands rely on Lakeside. And it’s how our customers see an average ROI of more than 250%. Learn how you can get a better view at lakesidesoftware.com.

Why Work With Us

Lakeside Software is recognized as a DEX market leader by Gartner, Forrester, and ISG. Building off of its long history, the Lakeside of today has made massive strides to modernize the programs and strategies that positively impact our employees. We are customer-first and that value saturates all areas of our business, starting with our people.

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