Carl Rosenbaum, who co-founded The Flip Side with his brother Larry, joins Ray to look back on one of the best loved record stores in Chicago and how the two brothers built the business, revolutionized concerts in the Windy City, and even faced off with the Mafia.

"The Flip Side: Where Chicago Rocked" is available now through Eckhartz Press.

Carl Rosenbaum, who co-founded The Flip Side with his brother Larry, joins Ray to look back on one of the best loved record stores in Chicago and how the two brothers built the business, revolutionized concerts in the Windy City, and even faced off with the Mafia.
"The Flip Side: Where Chicago Rocked" is available now through Eckhartz Press.

Ray Stevens brings the RIGHT side of the conversation to mornings on 890 WLS-AM live from 6am-9am. If you missed the show, come here to catch up on the right side of Chicago talk.

Ray Stevens brings the RIGHT side of the conversation to mornings on 890 WLS-AM live from 6am-9am. If you missed the show, come here to catch up on the right side of Chicago talk.

The Ray Stevens Show

Ray Stevens brings the RIGHT side of the conversation to mornings on 890 WLS-AM live from 6am-9am. If you missed the show, come here to catch up on the right side of Chicago talk. 

Ray Stevens brings the RIGHT side of the conversation to mornings on 890 WLS-AM live from 6am-9am. If you missed the show, come here to catch up on the right side of Chicago talk.&nbsp;

The Flip Side Record Store Co-Founder Looks Back on The Golden Era of Rock in Chicago

Chris Plante joins the conversation, talking about yesterday's booming market and unrecognizable Democrat party. Gen. Richard Newton discusses President Trump’s reported progress in Iran negotiations. Fox News Radio’s Jeff Monosso breaks down the Indiana primary election results, and Illinois House Minority Leader Tony McCombie weighs in on Mayor Brandon Johnson’s effort to keep the Chicago Bears in the city. Plus, Patrice Onwuka explores how tax cuts are boosting optimism during Small Business Week 2026. A must-listen for fans of conservative talk radio, Chicago politics, national security, Trump news, and economic policy.

Key Segments:


Trump and Iran negotiations


Indiana primary election results


Chicago Bears stadium debate


Small Business Week 2026 outlook

Chris Plante joins the conversation, talking about yesterday's booming market and unrecognizable Democrat party. Gen. Richard Newton discusses President Trump&rsquo;s reported progress in Iran negotiations. Fox News Radio&rsquo;s Jeff Monosso breaks down the Indiana primary election results, and Illinois House Minority Leader Tony McCombie weighs in on Mayor Brandon Johnson&rsquo;s effort to keep the Chicago Bears in the city. Plus, Patrice Onwuka explores how tax cuts are boosting optimism during Small Business Week 2026. A must-listen for fans of conservative talk radio, Chicago politics, national security, Trump news, and economic policy.
Key Segments:
<ul>
<li>
Trump and Iran negotiations
</li>
<li>
Indiana primary election results
</li>
<li>
Chicago Bears stadium debate
</li>
<li>
Small Business Week 2026 outlook
</li>
</ul>

The Ray Stevens Show (5/6/26) | Trump Iran Talks, Indiana Primaries & Chicago Bears Debate

Betsy Brantner-Smith, spokeswoman for the National Police Association, slams Gov. Pritzker's vindictive plan to investigate ICE as political overreach, calling out policies she says undermine law enforcement and weaken public safety.

Betsy Brantner-Smith, spokeswoman for the National Police Association, slams Gov. Pritzker's vindictive plan to investigate ICE as political overreach, calling out policies she says undermine law enforcement and weaken public safety.

ICE Under Fire: Betsy Brantner-Smith Slams Pritzker's Political Vendetta with Immigration  Enforcement

Stay ahead of the headlines with The Ray Stevens Show, delivering sharp Chicago-focused political commentary and breaking news. Dylan Sharkey from the Illinois Policy Center breaks down ongoing controversies surrounding Governor J.B. Pritzker, including the growing property tax burden impacting residents statewide. “Tirade Tuesday” segment adds bold, unfiltered opinion, while Betsy Brantner-Smith weighs in on escalating tensions over ICE enforcement investigations. Travel expert Andrea Sachs explores how the Spirit Airlines shutdown could disrupt the broader airline industry. Packed with local insight, national perspective, and engaging listener moments—including Chicagoland Speedway ticket giveaways—this episode is a must-listen for anyone following Illinois politics, law enforcement issues, and travel news.

⏱️ Key Segments:


Illinois Policy & Pritzker Analysis


Tirade Tuesday


ICE Investigation Discussion


Spirit Airlines Industry Impact

Stay ahead of the headlines with The Ray Stevens Show, delivering sharp Chicago-focused political commentary and breaking news. Dylan Sharkey from the Illinois Policy Center breaks down ongoing controversies surrounding Governor J.B. Pritzker, including the growing property tax burden impacting residents statewide. &ldquo;Tirade Tuesday&rdquo; segment adds bold, unfiltered opinion, while Betsy Brantner-Smith weighs in on escalating tensions over ICE enforcement investigations. Travel expert Andrea Sachs explores how the Spirit Airlines shutdown could disrupt the broader airline industry. Packed with local insight, national perspective, and engaging listener moments&mdash;including Chicagoland Speedway ticket giveaways&mdash;this episode is a must-listen for anyone following Illinois politics, law enforcement issues, and travel news.
⏱️ Key Segments:
<ul>
<li>
Illinois Policy &amp; Pritzker Analysis
</li>
<li>
Tirade Tuesday
</li>
<li>
ICE Investigation Discussion
</li>
<li>
Spirit Airlines Industry Impact
</li>
</ul>

The Flip Side Record Store Co-Founder Looks Back on The Golden Era of Rock in Chicago

In 1 playlist(s)

The Ray Stevens Show

Social links

Follow podcast

Recent clips