Assistant General Counsel

About the Company

First Midwest Group is seeking a highly motivated Assistant General Counsel to join our growing organization and play a key role in shaping legal strategy across a dynamic, multi-business platform. For more than 40 years, First Midwest Group has been a trusted leader in real estate development, investment, and operations across Northern Illinois and Southern Wisconsin. Our portfolio spans retail, office, industrial, and residential real estate, along with a diverse group of operating companies. We are proud to be well-known and deeply rooted in the communities we serve, with a reputation built on long-term relationships, strategic growth, and operational excellence.

About the Role

This is not a traditional desk-bound legal role. As Assistant General Counsel, you’ll serve as a strategic business partner, working closely with senior leadership and operational teams to drive transactions forward while safeguarding the organization’s legal and risk position. You’ll have the opportunity to make a measurable impact across:

• Commercial leasing and real estate transactions
• Development projects and acquisitions/dispositions
• Residential and operating company matters
• Corporate contracts, governance, and strategic initiatives
• Dispute resolution and outside counsel management

This role is ideal for someone who is commercially minded, solution-oriented, and thrives in a fast-paced, entrepreneurial environment.

Responsibilities

• Lead negotiation and execution of commercial leases and real estate transactions
• Draft and manage a wide range of agreements (PSAs, leases, vendor contracts, etc.)
• Partner with business leaders to structure deals and mitigate risk
• Support residential portfolios, collections strategy, and operational compliance
• Manage litigation strategy and outside counsel relationships
• Help build standardized processes, playbooks, and legal frameworks across the organization

Qualifications

• J.D. and active Illinois bar admission (Wisconsin a plus)
• 5+ years of experience in real estate transactions and/or commercial leasing

Required Skills

• Strong drafting, negotiation, and analytical skills
• Ability to manage multiple priorities with sound judgment
• A proactive partner who can balance legal risk with business goals
• Experience in both law firm and in-house settings preferred

Preferred Skills

None specified.

Pay range and compensation package

None specified.

Equal Opportunity Statement

If you’re looking for an opportunity to go beyond traditional legal work and become a key contributor to a growing, community-focused organization, we encourage you to apply.