Defending The Windy City with David Drwencke

Defending The Windy City with David Drwencke

”Defending the Windy City” is your gateway to a captivating exploration of the legal landscape, hosted by seasoned criminal defense attorney David Drwencke. Join us as we delve into the intricacies of the justice system, dissecting critical topics that impact individuals and communities in Chicago and beyond. Each episode of ”Defending the Windy City” brings you deep insights, expert analysis, and thought-provoking discussions on various legal matters. From navigating complex criminal defense cases to understanding legislative reforms, our show provides a comprehensive view of our society’s legal challenges and opportunities. Whether you’re a legal professional, a concerned citizen, or simply curious about the workings of the legal system, ”Defending the Windy City” offers a unique blend of education and entertainment that will leave you informed and inspired. Don’t miss an episode—subscribe now and join us on this enlightening journey of legal discovery with ”Defending the Windy City”!

Episodes

December 22, 2025 22 mins

Episode Summary:

In this episode, David Drwencke delves into Illinois weapons charges, shedding light on common misconceptions and types of offenses. From unlawful use of a weapon to concealed carry complexities, David unravels the legal nuances and offers strategies for fighting back against overreaching prosecutors.

Key Timestamps:

00:00 – Introduction

01:30 – Types of weapon charges in Illinois

03:45 – Understanding unlawful use...

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Episode Summary

In this episode of Defending the Windy City, criminal defense attorney David Drwencke, founding partner of DRD Law, explores how technology is transforming criminal defense. From digital discovery tools to secure client communication portals and AI-powered evidence analysis, Drwencke explains how these innovations give his firm a competitive advantage in and out of the courtroom. He also shares how technology helps ...

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November 10, 2025 20 mins
Episode Summary:

In this episode of Defending the Windy City, criminal defense attorney David Drwencke, founding partner of DRD Law, concludes his three-part series inspired by Simon Sinek’s Golden Circle. Having explored his “why” and “how” in earlier episodes, David now turns to the “what”—the real work DRD Law performs every day in courtrooms across Chicago and beyond.

David outlines the types of cases his firm handles, from mis...

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Episode Summary:

In this episode of Defending the Windy City, criminal defense attorney David Drwencke, founding partner of DRD Law, continues his three-part series inspired by Simon Sinek’s Golden Circle. After exploring his “why” in Episode 18, David now reveals the “how”—the practical strategies, tools, and values that drive his courtroom success.

From leveraging cutting-edge technology and AI to maintaining client trust through...

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Episode Summary

In this first installment of a three-part series inspired by Simon Sinek’s Golden Circle, attorney David Drwencke, founding partner of DRD Law, shares the deeper purpose that drives his criminal defense practice. From childhood aspirations to a calling shaped by family values and years of courtroom experience, David explains why defending the accused is more than a profession—it’s a mission rooted in dignity, justic...

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Episode Summary

In this episode of Defending the Windy City, Chicago criminal defense attorney David Drwencke, founding partner of DRD Law, unpacks one of the most common tactics used by prosecutors: overcharging. David explains how prosecutors often stack charges beyond what the facts support in order to intimidate defendants into plea deals or create leverage in negotiations.

Drawing on years of courtroom experience, David outlin...

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Episode Summary:

In this episode of Defending the Windy City, criminal defense attorney David Drwencke, founding partner of DRD Law, discusses the hidden problems in police investigations. David explains what a thorough and unbiased investigation should look like, and contrasts it with the reality of investigative shortcuts, blinders, and confirmation bias that often lead to wrongful charges. He discusses how defense attorneys iden...

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Episode Summary:

Attorney David R. Drwencke discusses common misconceptions about marijuana legalization in Illinois, covering possession restrictions, transportation requirements, DUI implications, and expungement opportunities. He provides practical advice for avoiding legal issues and insights into how law enforcement handles marijuana-related cases.

 

Key Timestamps:

00:09 - Introduction and episode overview

01:02 - Common misc...

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Episode Summary:

In this episode, experienced criminal defense attorney David R. Drwencke discusses the complexities of drug charges in Illinois, from misdemeanors to serious felonies. He explains defense strategies, recent changes in drug laws, and how the legal system approaches different types of drug cases.

 

Key Timestamps:

00:09 - Introduction and episode overview

00:36 - Types of drug charges and their severity levels in Ill...

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Episode Summary:

In this episode of Defending the Windy City, host Abigail Vaca and criminal defense attorney David R. Drwencke discuss Chicago's new program allowing police to directly file gun charges without prosecutor approval. They explore the implications for due process, community relations, and civil rights protection.

 

Key Timestamps:

00:09 - Introduction and show overview

00:50 - Explanation of the new police charging pr...

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Episode Summary:

 In this episode, attorney David Drwencke shares how technology, particularly AI tools, has revolutionized the legal profession, making it more efficient and effective. He discusses using AI for legal research, case preparation, and summarization, and how these tools can boost productivity and case outcomes. While embracing technology, David emphasizes the importance of maintaining empathy and a personal connection...

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March 24, 2025 20 mins

Episode Summary: 

In this episode, we delve into what makes David Drwencke's approach to criminal defense unique, from his extensive experience as a judicial law clerk to his meticulous trial strategies. David shares how his time observing hundreds of trials and interviewing jurors gave him unparalleled insights into courtroom dynamics. Learn about the art of jury selection, how defense attorneys can effectively challenge the state...

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Episode Summary

 

In this episode, David Drwencke shares crucial advice for anyone facing potential criminal charges, providing actionable tips for protecting your rights and ensuring the best legal outcomes. From preserving evidence to courtroom etiquette, David outlines the do's and don'ts every defendant should follow. The discussion includes practical steps to take before an investigation, what to do after an arrest, and how ...

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Episode Summary:

In this episode of Defending the Windy City, criminal defense attorney David Drwencke discusses the critical elements of a strong lawyer-client relationship, focusing on trust and communication. He shares insights into how these factors are key to achieving the best outcomes in criminal defense cases, and explains the importance of being honest, empathetic, and transparent. David also covers how clients can prepare...

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Episode Summary:

In this episode of Defending the Windy City, experienced criminal defense attorney David Drwencke discusses various aspects of trial law, including jury selection, the roles of the prosecution and defense, and what happens after a trial verdict. David shares insights on how jury selection works, how both sides prepare for trial, and the emotional aspects of defending clients in court. He also offers an overview of ...

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November 19, 2024 22 mins

In this episode, host Kevin Rosenquist sits down with experienced criminal defense attorney David Drwencke to explore the lifecycle of a criminal case. This is part one of a multi-part series, where David walks listeners through the various stages of a criminal case, from the early involvement of law enforcement to the roles of the attorney and the challenges of defending a client. Key topics include the initial investigation, the ...

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In this episode of "Defending the Windy City," host David Drwencke, a seasoned criminal defense attorney and founding partner of DRD Law, emphasizes the importance of specialization when seeking legal representation for criminal cases. David advises listeners to look for attorneys who focus exclusively on criminal law rather than those who handle a broad range of legal issues. He parallels medical specialists, highlighting how an a...

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In this episode of "Defending the Windy City," David Druecke discusses the prevalence of drunk driving arrests in Illinois and the impact of marijuana legalization on DUI cases. Despite the availability of public transportation options, DUI incidents remain common. The decriminalization of cannabis in Illinois has influenced the number of arrests made in DUI cases, shedding light on the evolving legal landscape in the city.

Timesta...

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 In this installment, we delve into the crucial topics of the No Cash Bail Act and the SAFETY Act, exploring their profound impacts on Illinois's criminal justice system. David provides an in-depth overview of Illinois's No Cash Bail/Safety Act and its implications for defendants and the legal process. We discuss the key objectives of the act and how it addresses issues within the bail system, focusing on public safety and protecti...

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In this episode, we dive deep into the intricate world of gun laws and contraband possession in Illinois, guided by David's expertise as a seasoned criminal defense attorney. David sheds light on common misconceptions and mistakes people make regarding possession laws, offering invaluable strategies for safeguarding rights in such circumstances. He provides an overview of the current laws and regulations surrounding guns and contra...

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