Transactional Attorney

Flanagan - Bilton LLC • Chicago, IL

7d

About The Position

We are seeking a highly skilled and strategic Transactional Attorney to join our national real estate tax practice. The ideal candidate will serve as a "deal architect," navigating the complex intersection of commercial real estate and sophisticated tax law. You will be responsible for structuring, negotiating, and closing high-stakes transactions while ensuring tax efficiency and regulatory compliance across multiple jurisdictions.

Requirements

• Education: Juris Doctor (JD) from an ABA-approved law school.
• Licensure: Active member in good standing of at least one State Bar.
• Experience: 3–6+ years of sophisticated transactional real estate experience, ideally within a large or national law firm environment.
• Tax Expertise: Strong working knowledge of federal and state tax codes as they apply to real property.
• Exceptional negotiation skills with a focus on balancing client interests and deal viability.
• Strong analytical rigor and attention to detail for reviewing complex financial and legal documents.
• Excellent written and verbal communication for advising high-net-worth clients and institutional investors.
• Ability to manage multiple large-scale transactions simultaneously in a fast-paced environment.

Nice To Haves

• LL.M. in Taxation or a CPA certification.
• Experience with specialized financing (e.g., NMTC, CDFI lending, or affordable housing).

Responsibilities

• Deal Structuring & Advisory: Provide strategic counsel on tax-efficient deal structures for acquisitions, dispositions, and joint ventures.
• Document Drafting & Negotiation: Draft and negotiate a wide range of complex agreements, including Purchase and Sale Agreements (PSAs), commercial leases, loan documents, and partnership agreements.
• Tax-Focused Due Diligence: Lead the due diligence process, with a specific focus on identifying tax liabilities, reviewing title and survey materials, and assessing environmental risks.
• Tax Incentive Optimization: Collaborate with specialists to identify and secure real estate tax incentives, such as 1031 exchanges, New Markets Tax Credits (NMTC), or Low-Income Housing Tax Credits (LIHTC).
• Closing Management: Oversee the entire closing process, ensuring all legal requirements are met, funds are correctly transferred, and deeds are properly recorded nationwide.
• Compliance & Risk Management: Ensure all transactions comply with federal, state, and local property and tax laws.

Benefits

• 120 hours of PTO after a 90-day probation period
• Typically, 17 plus paid holidays
• Employee-only medical, dental, vision, and basic life premium insurance paid by the employer
• 3% of salary, employer 401k contribution after one year of employment
• Business casual dress code with exceptions based on assigned tasks and positions
• Team atmosphere
• Annual reviews

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: Ph.D. or professional degree
• Number of Employees: 11-50 employees