Senior Transactional Paralegal

Join a respected and growing legal team specializing in corporate, healthcare, lending, and real estate transactions. We are seeking a highly organized and detail-oriented Senior Transactional Paralegal who thrives in a fast-paced environment and takes ownership of complex transactional work. This is an excellent opportunity for someone looking to grow their legal career while working directly alongside experienced attorneys on sophisticated healthcare and commercial real estate matters. We are willing to train the right candidate on HUD/FHA Section 232 workflows, what matters most is strong transaction execution, professionalism, and the ability to manage multiple moving parts with confidence.

Qualifications:

• Minimum 3 years of paralegal, legal assistant, or comparable legal support experience preferred

• Bachelor’s degree or equivalent related experience required

• Paralegal certificate from an ABA accredited institution preferred

• Strong knowledge of corporate formations, EIN applications, annual reports, operating agreements, and organizational documentation

• Experience with title, survey, zoning, UCC, lien searches, lender checklists, and closing books preferred

• Ability to work onsite in Skokie, IL five days per week

• Strong organizational skills and attention to detail

• Excellent written and verbal communication skills

• Self-motivated, dependable, adaptable, and able to manage multiple priorities

• Team-player with strong critical thinking and problem-solving abilities

• Strong work ethic and time management skills required

Technical Skills:

• Tech savvy and comfortable learning new systems quickly

• Strong proficiency in Microsoft Office Suite, especially Word, Outlook, Excel, and PowerPoint

• Experience with document management and time management software preferred

Duties of Role:

• Assist attorneys in preparing and drafting legal documents related to corporate, healthcare, lending, and real estate transactions

• Support sophisticated loan transactions involving skilled nursing and healthcare facilities

• Prepare and coordinate HUD/FHA closing and submission checklists

• Assist with Medicare/CMS, PECOS, and 855A related matters

• Coordinate with attorneys, clients, lenders, and third parties throughout transactions

• Oversee, train, and delegate tasks to legal assistants to improve workflow efficiency

• Maintain entity filings, annual reports, ownership charts, and organizational records

• Manage transaction timelines and ensure accurate completion of documentation

• Perform daily time entry and maintain strong billing/timekeeping practices

• Support high-level transaction execution while maintaining accuracy and organization