HR Legal Consultant / Employment Attorney (Hybrid inChicago)

Job Title HR Legal Consultant / Employment Attorney (Chicago) Company The Wilkinson Firm is the nations only HR and workforce strategy firm exclusively serving behavioral and mental health providers. We provide relationship-centered HR, compliance, and recruiting services to health and human services organizations ready to scale with integrity. From policy audits to leadership development, we deliver systems that heal workplaces and protect them legally. Location Chicago, Illinoisarea (Remote butMust be licensed in Illinois or highly familiar with Chicago Labor Law) Job Type Contract (1099) | Part-Time | As-Needed Pay $50$75 / hour (DOE) Role Summary Were hiring a Chicago-based Employment Attorney or HR Legal Consultant to join our growing team on a flexible, project-based contract. You will be our go-to legal expert for the market, supporting a region rich in behavioral health innovation, Medicaid-funded services, and human-centered clinics. You’ll work mostly remotely and step in only when needed, with full autonomy. This is an ideal opportunity for a solo attorney, boutique firm partner, or HR-versed legal consultant looking to make an impact in a mission-driven, high-growth firm. Responsibilities • Review and draft policies, contracts, handbooks, and compliance SOPs • Advise on employee investigations, performance plans, and risk mitigation • Guide legal decisions involving FLSA, ADA, EEOC, FMLA, contractor classification, and Chicago-specific laws • Draft and review legal documents (NDAs, non-competes, severance, arbitration agreements) • Join high-level internal or client meetings when legal expertise is required • Monitor labor law changes in the areaand advise leadership accordingly Requirements • JD and active law license in Illinois • 5+ years of employment law experience, preferably supporting small businesses, healthcare, or nonprofits • Familiarity with Medicaid, behavioral health providers, or trauma-informed HR a plus • Must be comfortable operating independently as a 1099 contractor Compensation & Perks • $50 to$75 / hour depending on experience and engagement scope • Total scheduling flexibility work only when needed • No billable hour quotas • Opportunity to grow into regional advisory or retainer role • Join a SHRM-certified, mission-led team with deep expertise in health and human services To Apply Apply here or email careers@thewilkinsonfirm.comwith your resume and a short summary of your relevant legal experience. Please include your state license number and any relevant informationalsamples (optional). Apply tot his job Apply tot his job

Back to blog

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...