Senior IT Administrator

FORTH (Set Forth, LLC) has been serving consumers who are exiting debt since 2009. As a trusted leader in debt resolution technology, FORTH provides powerful tools and secure payment solutions that empower consumers while giving clients an all-in-one platform to manage operations efficiently.

We have over 140 employees across various states supporting 450+ B2B relationships. Every department, every role, every person drives our success. We’re more than a company. We’re a community of thinkers & builders shaping the future of debt relief technology.

Equal Opportunity Statement

Set Forth, LLC is an equal opportunity employer and does not discriminate on the basis of race, color, religion, sex, national origin, age, disability, veteran status, sexual orientation, gender identity, or any other protected status. We are committed to creating a diverse and inclusive workplace and provide reasonable accommodations for qualified individuals with disabilities

About the Role

The Senior IT Administrator is responsible for architecting, optimizing, and securing the company's internal office network infrastructure and Corporate IT SaaS systems. As the highest level for technical escalation, this role involves executing IT strategy, ensuring operational readiness, executing data loads, and performing data modeling in support of all departmental groups/teams. The ideal candidate will be adept at transitioning beyond just performing daily tickets and tasks to focus on overall system design, automation, enhanced services and leading technical initiatives.

About Our Tech Environment

Forth is a Google Workspace-centered organization. We support a cloud and SaaS-focused infrastructure (including Atlassian, Slack, Zendesk, and Talkdesk), powering our core cloud product, ForthCRM.

About Our Ideal Teammate

• Excellent critical thinking and troubleshooting skills, with a proven ability to diagnose and solve the root causes of systemic problems rather than applying quick patches.
• Ability to guide or mentor a team in the implementation of new technologies, and maintain in-depth, up-to-date knowledge of standards, guidelines, and industry trends.
• Works well with people across all departments, treating end-users with patience, friendliness, and respect during challenging technical issues.
• Proactive communicator who raises flags early, asks for help when blocked, and keeps stakeholders informed.
• Resourceful problem-solver who thrives in ambiguity- comfortable diving into unfamiliar systems to research and find answers.
• Comfortably manages shifting priorities based on situation criticality while keeping long-term strategic projects moving forward.

Responsibilities

Duties and Responsibilities include but are not limited to the following:

• Work autonomously to design, purchase, install, and support enterprise network communications and services.
• Act as the Tier 3 escalation point for problems of a diverse nature and complex set of equipment, where analysis requires logical evaluation and strategic judgement.
• Evaluate current network systems performance and trends, forecasting future infrastructure needs and capacity requirements.
• Serve as an expert in the analysis, troubleshooting, and root-cause resolution of severe network incidents.
• Mentor and guide junior IT staff and help desk technicians, overseeing the overall daily performance of computer systems.
• Manage relationships with external vendors and technicians, negotiating contracts and driving IT procurement processes.
• Advanced multi-tasking and context switching between different strategic activities and teams.
• Maintain comprehensive records of system architecture, data communication transactions, and major remedial actions via the Jira ticketing system.
• Collaborate with a mixed team of varying degrees of technical skills, including everyone from developers to CSRs.

ADDITIONAL RESPONSIBILITIES

• Confer with staff, stakeholders, and management to establish technical requirements for new enterprise systems or modifications.
• Prepare strategic evaluations of software or hardware and recommend architectural improvements or enterprise upgrades.
• Develop comprehensive training materials and procedures, as well as comprehensive disaster recovery plans.
• Read technical manuals, conduct advanced computer diagnostics to investigate systemic problems, and provide high-level technical assistance.
• Develop, audit, and enforce Information Security Policies and Procedures for SetForth, LLC., ensuring alignment with industry compliance frameworks (e.g., SOC2, ISO 27001).
• Perform daily duties in line with Forth, LLC Information Security Policies and Procedures.
• Ensure that information Confidentiality, Integrity and Privacy is always maintained when processing information assets.

Qualifications and Required Skills

• 7+ years of progressive experience in IT administration, infrastructure management, and systems architecture.
• Advanced experience administering enterprise-level directory services, whether JumpCloud, Active Directory / Entra ID, Okta, Jamf, Ping, or other service.
• Expertise in the maintenance and support of single sign-on (SSO) technologies, such as JumpCloud, Entra ID, Okta, Duo or other.
• Expertise administering and troubleshooting MacOS or Windows operating systems (Windows 10/11, Windows Server), including automated maintenance (Bash scripts, Powershell scripts, Python, etc.) and provisioning. This includes the enforcement of operating system patching and security standards to these devices. We use JumpCloud, but also relevant would be Intune, Jamf, NinjaOne or other similar MDM. Extra plus given for Linux familiarity and usage.
• High level expertise administering and managing cloud productivity suites, particularly Google Workspace, or similar products such as Microsoft 365, with the ability to troubleshoot email and architect enterprise solutions.
• Experience with automation and security provisioning (SCIM) for enterprise SaaS platforms, including Google Workspaces, TalkDesk, ZenDesk, Jira, Confluence, Bitbucket, and M365
• Ability to administer, troubleshoot and architect networking solutions, with a good knowledge of LAN, WAN, wireless, DNS, 802.1x, VPN and associated configurations. We use Cisco but are open to other experience.
• Strong knowledge of High Availability (HA) and Disaster Recovery (DR) options and architecture for SaaS environments.
• Direct experience helping implement or administer artificial intelligence (AI) technologies to a company, whether Gemini, Claude, ChatGPT, Copilot or other.

What Will Make You Stand Out

• Industry certifications preferred (e.g., Google Cloud Certified: Professional Cloud Architect, AWS Certified Solutions Architect, CCNA/CCNP, or equivalent).

Pay Range and Compensation Package

• $125,000-$140,000
• Full-time, benefits-eligible
• • 401K, medical, dental, vision, PTO, holidays, flexible work arrangements, professional development opportunities, etc.

In-Office Requirements

• This role requires a minimum of two days per week in the office.

Reports to

• Corporate IT Manager

Location

• Schaumburg, IL