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remoteroles

L2 Helpdesk Technician

LEAP Legal Software leaplegalsoftware.com Open · verified Oct 24, 2026
Remote United States Full-time Mid-level IT Support & Helpdesk

At a glance

Mid-level IT Support & Helpdesk role at LEAP Legal Software. Remote, United States · full-time · no salary stated · we estimate $71,694–$112,619 across the United States.

Estimated pay

LEAP Legal Software has not published a salary for this role. The figure below is our estimate, not theirs.

$71,694 – $112,619
What the middle half of mid-level IT support & helpdesk roles in the United States paid, among postings that did state a salary.
Worked out from 924 postings that stated pay, median $90,000. Last updated Oct 24, 2026.
RoleIT Support & Helpdesk
SeniorityMid-level
LocationUnited States
WorkplaceRemote
EmploymentFull-time
PostedOct 23, 2026 · 1d ago
Role brief

remoteroles summary, based on the employer's posting.

What you'll do

  • Investigate complex tickets passed up by first-line support, resolving them when possible and escalating cases when needed
  • Capture customer questions and issue details in service tickets, and help technicians prepare cases for escalation
  • Create articles, demonstrations, videos and newsletters that strengthen LEAP’s self-help resources
  • Document repeatable technical problems and share known-issue and development updates through Jira
  • Train first-line technicians, circulate support practices and process changes, and occasionally visit firms facing widespread issues

What you bring

  • Two to five years in customer service, with experience providing technical support
  • At least six months on the LEAP Helpdesk and strong command of LEAP applications
  • Working proficiency with Word, Outlook and Excel
  • Strong analytical troubleshooting skills and the ability to write clear technical escalation documentation

Who this fits

This mid-level role suits someone who can troubleshoot complex software issues while communicating clearly with customers and colleagues. The position is remote within the United States and includes occasional on-site visits to firms.

From the employer

The Second Line Helpdesk Technician will be troubleshooting complex support tickets escalated by the first line support team. The successful candidate will assist in investigating, resolving and/or escalating cases as needed. The qualified candidate should show mastery of the LEAP application as well as knowledge on common issues and their resolutions.

Responsibilities:

· Advanced troubleshooting of advanced issues in an analytical manner, taking account of the clients’ needs and environmental factors

· Record inquiries, issues, and their details within service tickets

· Serve as a point of contact for technicians before case escalations

· Proactively improve LEAP’s self-support center by developing better self-help material (written how-to articles, demonstrations, videos, and newsletters)

· Providing technical documentation of replicable issues and escalation to Development teams or other departments as appropriate

· Updating internal and external stakeholders of current known issues and development updates as documented in Jira

· Training of level 1 technicians in escalations processes

· Disseminating best practice solutions, process changes and updates to issues to helpdesk team

· Occasional on-site visits for firms with advanced and widespread issues

Requirements

· 2 – 5 years’ experience in a customer service role

· Strong commitment to provide exceptional customer service

· Proficient in Microsoft Office Word, Outlook, and Excel

· Expertise in the LEAP Legal Software Applications

· Experience in providing technical support

· Strong analytical and problem-solving skills

· Excellent written and verbal communication skills

· Effective time management skills

· Ability to meet deadlines and commit to team goals

· Attention to detail, ability to provide clear, concise instructions and advice

· Ability to work in a fast-paced and quickly changing environment while displaying a positive and energetic attitude

· Clear understanding of LEAP culture

· 6+ months experience with LEAP Helpdesk

· Detailed technical writing required for escalation to development

Desired Skills:

Legal degree or experience

Previous experience of legal practice management software

Bookkeeping/Accounting degree or experience, especially with Xero or QuickBooks Online

Experience of supporting cloud-based software, and the likely issues that they present

Experience with Salesforce or a similar CRM system

Experience of using remote support tools (e.g. LogMeIn Rescue, ScreenConnect, etc)

Benefits

  • Medical, Dental and Vision Plans Available
  • 401k with Company Matching Program
  • Access to Wellhub
  • Employee Assistance Plans
  • Flexible PTO
  • Company Shares Opportunity

Opportunity

IT Support & Helpdesk work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

IT Support & HelpdeskRemote

Find me work

By the team behind remoteroles.

Find me work
Opportunity

IT Support & Helpdesk work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Find me work

By the team behind remoteroles.