Transactional Attorney

Flanagan - Bilton LLC
Chicago, IL

Job Description

Job Description

Salary: Starting at 80,000

Job Summary
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.


Core 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.


Required Qualifications


Education: Juris Doctor (JD) from an ABA-approved law school.


Licensure: Active member in good standing of at least one State Bar.
Experience: 36+ 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.


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


Essential Skills
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.

Compensation

Starting Salary: 80,000

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


The above is intended to describe the general content of and requirements for the performance of this job. It is not to be construed as an exhaustive statement of all essential functions, responsibilities, or requirements.

A pre-employment background check is required.

Posted 2026-06-05

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