Grounded in Filotimo:
The Love of Honor.

About Ava

Ava Touloupakis brings over two decades of elite, dedicated experience in family, matrimonial, and domestic relations law to the individuals, business owners, and families of Chicago and the surrounding suburbs. Her legal path is deeply intertwined with the history of the firm. In 2011, she worked directly alongside trailblazing family attorney Craig B. Hammond at Craig B. Hammond, Ltd. Together, they handled landmark, high-stakes cases—including one of the historic, first-of-its-kind civil union dissolutions in Illinois—which helped establish early state legal precedents governing property division, support, and dissolution procedures for LGBTQ+ couples outside of traditional marriage.

Following Craig’s passing in 2016, Ava co-founded Touloupakis Aguirre LLC to ensure this legacy of elite, compassionate advocacy survived. Practicing with a fierce sense of honor (filotimo), Ava combines meticulous courtroom preparation with deep personal empathy. Clients routinely commend her as an astute, highly strategic counselor who implements proactive, long-range litigation strategies and protective contingency plans to shield their wealth, households, and children.

Areas of Expertise

Ava’s practice spans the entire spectrum of domestic relations litigation and negotiation, with a particular emphasis on complex, cross-practice intersections:

• Core Dissolution & Financials: Managing contested and uncontested divorces, high-conflict marital dissolutions, and complex spousal maintenance (support) modifications.
• High-Asset Property Division: Collaborating with our real estate and business sectors to handle marital property restructuring, equity buyouts, corporate share valuations, and the division of retirement portfolios.
• Children & Parentage: Crafting customized parental responsibility allocations (decision-making) and parenting time schedules, income-shares child support calculations, paternity actions, and adoptions.
• Domestic Protection & Restructuring: Securing Emergency and Plenary Orders of Protection, navigating legal separations, and drafting ironclad prenuptial and postnuptial agreements.

Education & Credentials

• Juris Doctor (J.D.) – Formally trained and educated in law, graduating and earning her law degree to practice across the State of Illinois.
• Bachelor of Arts (B.A.) – Graduated from the University of Illinois at Chicago.
• Bar Admissions: Licensed to practice and a member in good standing of the Illinois Bar for over 20 years.
• Professional Directory Registrations: Verified and indexed across leading legal networks, including her Avvo Professional Profile, Justia Legal Directory, and Lawyers.com.

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About Lupe

GG Aguirre (“Lupe”) is an experienced attorney, veteran public servant, and co-founder of Touloupakis Aguirre LLC. His career uniquely bridges the gap between legal practice, law enforcement, and executive public leadership. Lupe holds a Bachelor’s degree in History from the University of Illinois, a Juris Doctor from Western Michigan University Law School, and a Master’s Degree in Public Administration (MPA) from the Stuart School of Business at the Illinois Institute of Technology. His multi-faceted career includes serving the local community as a Chicago Police Officer, providing him with an invaluable, on-the-ground understanding of regulatory enforcement and civic duty.

Driven by a profound commitment to public service and reforming local governance, Lupe has stood as a candidate for several key public offices within Cook County, including:

• Cook County Clerk of the Circuit Court (2024)
• Cook County Sheriff (2022)
• Cook County Commissioner for the 2nd District (2018)

Through these endeavors, his platforms have consistently championed public safety, innovative public-private partnerships, fiscal accountability, and systemic judicial efficiency across Chicagoland.

Lupe’s extensive administrative background shines in his management of private and public institutions. He previously served as the President of a prominent residential non-profit housing corporation, directly overseeing over $40 million in property assets. Currently, he serves as the outside General Counsel for Woodlawn Central LLC, the development entity behind a transformative, $895 million mixed-use, community-driven project located at 63rd Street and Dorchester Avenue in Chicago’s Woodlawn neighborhood. Led by J. Byron Brazier and supported by the Apostolic Church of God (ACOG), this major 8.5-acre “live-work-play” district is designed to promote equity, prevent displacement, and foster wealth within the local community.

This high-level institutional and executive background makes him a formidable ally in the firm’s Real Estate and Business Law practices. He provides tactical counsel on entity structure, multi-party joint ventures, asset protection, and local municipal compliance. True to the command of filotimo—to do good—Lupe pairs elite administrative capability with deeply personal advocacy. He ensures that business owners, real estate investors, and families have their hard-earned lifework protected by an advisor who understands institutional law inside and out.

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About Frank

Frank Kladis (“Foti”) is a core component of the firm’s multi-practice legal team, delivering deep institutional knowledge and responsive communication across our Real Estate, Estate Planning, and Business Law sectors. He brings nearly two decades of elite, specialized experience as a senior corporate attorney inside major financial and mortgage institutions. He simplifies dense, stressful regulatory environments for small business owners and individual investors alike.

Prior to joining Touloupakis Aguirre LLC, Frank operated at the highest levels of corporate transactions and consumer lending finance:

• Guaranteed Rate: He served as Vice President & Senior Counsel, Transactions at Guaranteed Rate (one of the largest retail mortgage lenders in the United States). In this role, he managed complex corporate contracts, structured multi-party transactions, and ensured absolute regulatory compliance across high-volume mortgage lending operations.
• BankFinancial: For over seven years, Frank served as a cornerstone of the executive legal team at BankFinancial. He rose through the ranks from Vice President / Senior Associate General Counsel to Senior Vice President / Senior Associate General Counsel. During his tenure at the institution, he directed high-stakes commercial lending compliance, bank asset protections, workout agreements, and retail banking operations.

This background transforms Frank from a typical transactional lawyer into an invaluable strategic asset for our clients. Whether he is analyzing complex commercial riders, evaluating lender documents, or restructuring corporate buy-sell terms, Frank looks at your legal challenges through the same protective lens used by major national banking institutions.

Frank firmly believes that an exceptional attorney excels at calming a stormy sea to bring a client peace of mind when they think it is out of reach. His approach to practicing law focuses heavily on human relationships, plain-language legal clarity, and finding constructive resolutions to complex legal conflicts. True to the firm’s core command of filotimo—to do good—Frank treats every client like family, working diligently to establish the ironclad legal shields that safeguard their everyday assets, commercial operations, and future generation’s legacy.

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