Eligibility Assistance Specialist

Location: Milwaukee, WI
Type: Contract
Job #12518

DataStaff, Inc. is seeking a Eligibility Assistance Specialist for a 4 month contract opportunity with one of our direct clients in Milwaukee, WI to support individuals participating in a community-based human services program. This position is ideal for someone who enjoys working directly with people, helping them navigate processes, overcome barriers, and connect with services and resources.

The Eligibility Assistance Specialist will serve as a primary point of contact for assigned participants, helping them understand program requirements, complete necessary steps, maintain eligibility, and access available benefits and services. Success in this role requires strong communication, organization, follow-through, and the ability to work effectively with individuals from a variety of backgrounds.

Key Responsibilities

Build positive, professional relationships with program participants and maintain regular communication regarding their progress.
Guide individuals through various stages of the program, including enrollment, eligibility requirements, documentation, and access to benefits or services.
Help participants understand program expectations, deadlines, and next steps.
Monitor participant engagement and follow up when additional information or action is needed.
Connect individuals with appropriate community resources and support services, which may include education, job training, transportation, child care, medical services, behavioral health resources, legal assistance, and other programs.
Identify barriers that may prevent participants from successfully completing program requirements and communicate those concerns to the appropriate project staff.
Follow up on participant questions, concerns, and service needs to help ensure timely resolution.
Collaborate with internal team members to resolve participant issues and provide a consistent customer experience.
Maintain complete, accurate, and timely documentation of participant interactions, case activity, and outcomes.
Support outreach and engagement activities and communicate relevant information to project leadership.
Perform additional project-related responsibilities as assigned.

Qualifications

High school diploma or GED required.
Associate degree or additional education preferred but not required.
Previous experience in customer service, case management, eligibility services, social services, community outreach, benefits administration, healthcare, or a related field is helpful.
Strong verbal and written communication skills.
Ability to communicate professionally and compassionately with individuals who may be navigating challenging circumstances.
Strong organizational skills with the ability to manage multiple cases, deadlines, and follow-up activities.
Comfortable entering detailed information and case notes into computer systems.
Ability to learn program rules, eligibility requirements, and processes quickly.
Dependable attendance and the ability to work onsite for the duration of the project.

Ideal Candidate

The strongest candidate will be someone who combines customer-service skills with strong attention to detail and follow-through. You should be comfortable speaking with participants throughout the day, explaining processes in easy-to-understand terms, documenting conversations, and helping people identify the next steps necessary to receive services.

This opportunity is available on a corp to corp basis or as a W2 position with a competitive benefits package. DataStaff, Inc. offers medical, dental, and vision coverage options as well as paid vacation, sick, and holiday leave. As many of our opportunities are long-term, we also have a 401k program available for employees after 6 months.

Paralegal

Location: Milwaukee, Wisconsin
Type: Direct Hire
Job #12374

DataStaff, Inc. is seeking a Paralegal for a direct hire opportunity with one of our clients located in Milwaukee, WI.

Hybrid/remote-friendly work environment (based on business needs)
Approximately 5% travel for occasional internal meetings

Responsibilities

Provide day-to-day paralegal support to the corporate legal department.
Serve as the primary liaison between Legal and cross-functional teams including Sales, Finance, Operations, Procurement, and other business units.
Draft, review, and revise commercial agreements, including Non-Disclosure Agreements (NDAs), Master Services Agreements (MSAs), Statements of Work (SOWs), amendments, and other technology-related contracts.
Coordinate contract review, approval, and execution through a Contract Lifecycle Management (CLM) platform.
Organize and maintain legal documentation, case files, and supporting evidence while coordinating with outside counsel as needed.
Assist with legal matters involving technology transactions, intellectual property, compliance, and data privacy.
Support compliance initiatives by helping ensure adherence to applicable laws, regulations, and company policies.
Utilize legal technology and AI tools to improve workflow efficiency and support business operations.

Expected Deliverables

Provide timely, accurate legal support for commercial contracts and legal documentation.
Manage contract workflows and maintain organized records within the CLM system.
Support legal matters by coordinating documentation with internal stakeholders and outside counsel.
Ensure contracts and legal processes comply with applicable regulatory and corporate requirements.
Improve legal department efficiency through effective use of legal technology and AI-enabled tools.
Build collaborative relationships across Legal, Sales, Finance, Operations, and other business functions.

Required Skills

Degree in Paralegal Studies or a related field; coursework in technology law is a plus.
Experience supporting an in-house legal department, preferably within a technology, software, SaaS, or professional services organization.
Demonstrated experience applying AI tools to improve productivity, automate workflows, or enhance business processes.
Experience drafting and reviewing commercial agreements including NDAs, MSAs, SOWs, amendments, and related contracts.
Experience working with Contract Lifecycle Management (CLM) systems and legal document management platforms.
Knowledge of technology transactions, intellectual property, data privacy, and regulatory compliance.
Strong analytical, organizational, and problem-solving skills.
Excellent written and verbal communication skills with the ability to communicate effectively across multiple departments.
Ability to prioritize multiple projects and work successfully in a fast-paced environment.

Preferred Qualifications

Experience supporting technology, cloud, software, or IT services organizations.
Familiarity with legal research platforms and legal technology applications.
Experience collaborating with outside counsel on commercial and litigation matters.
Broad understanding of commercial legal practices and corporate governance.

This opportunity is available as a direct hire position with a competitive compensation package. The employer offers comprehensive medical, dental, and vision coverage, a 401(k) with employer matching, employee stock purchase program, wellness benefits, generous paid time off, tuition reimbursement, professional development opportunities, Employee Assistance Program (EAP), and flexible remote work options where business needs permit.