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

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Could Chicago be getting a new destination for festivals and concerts? Dylan Sharkey of Illinois Policy joins Ray to discuss growing support for a new entertainment venue in the city. Shannon Adcock of Awake Illinois examines the Illinois Supreme Court’s appointment of Terra Costa Howard as a DuPage County circuit judge and why she believes the decision puts educational freedom in jeopardy.

Key Segments


Dylan Sharkey: Chicagoans favor a new venue for festivals and concerts.


Shannon Adcock: The appointment of Terra Costa Howard as a DuPage County circuit judge and its implications for educational freedom.

Could Chicago be getting a new destination for festivals and concerts? Dylan Sharkey of Illinois Policy joins Ray to discuss growing support for a new entertainment venue in the city. Shannon Adcock of Awake Illinois examines the Illinois Supreme Court&rsquo;s appointment of Terra Costa Howard as a DuPage County circuit judge and why she believes the decision puts educational freedom in jeopardy.
Key Segments
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Dylan Sharkey: Chicagoans favor a new venue for festivals and concerts.
</li>
<li>
Shannon Adcock: The appointment of Terra Costa Howard as a DuPage County circuit judge and its implications for educational freedom.
</li>
</ul>

The Ray Stevens Show (Nov. 10, 2026) | Chicago’s Festival Future & A Battle Over Educational Freedom

John Ullyot, former deputy assistant to President Trump, joins Ray Stevens to discuss what President Trump needs to do to advance his agenda over the next two years. Later, Mary Ann Ahern, political reporter for NBC 5 Chicago, breaks down the fallout from the midterms and explains why attention is already shifting to Chicago's next mayoral race.

Phil Flynn, analyst at Price Futures Group, discusses the sharp decline in gas prices following the midterm elections and the factors driving the market. During Military Monday, Kevin Burke of Illinois Joining Forces highlights programs that connect veterans with housing, employment and other critical resources. Jeff Monosso rounds out the show with a look at what a Democratic-controlled Congress could mean for President Trump's electric vehicle policies.

John Ullyot, former deputy assistant to President Trump, joins Ray Stevens to discuss what President Trump needs to do to advance his agenda over the next two years. Later, Mary Ann Ahern, political reporter for NBC 5 Chicago, breaks down the fallout from the midterms and explains why attention is already shifting to Chicago's next mayoral race.
Phil Flynn, analyst at Price Futures Group, discusses the sharp decline in gas prices following the midterm elections and the factors driving the market. During Military Monday, Kevin Burke of Illinois Joining Forces highlights programs that connect veterans with housing, employment and other critical resources. Jeff Monosso rounds out the show with a look at what a Democratic-controlled Congress could mean for President Trump's electric vehicle policies.

The Ray Stevens Show (Nov. 9, 2026) | Trump's Next Two Years, Chicago's Mayoral Race & Support for Veterans

For Military Monday, Kevin Burke, education, outreach and community engagement manager for Illinois Joining Forces, joins Ray Stevens to discuss efforts to connect veterans and military families with housing assistance, employment opportunities and essential support services. Burke explains how Illinois Joining Forces helps veterans navigate available resources and build successful lives after military service

For Military Monday,&nbsp;Kevin Burke, education, outreach and community engagement manager for Illinois Joining Forces, joins Ray Stevens to discuss efforts to connect veterans and military families with housing assistance, employment opportunities and essential support services. Burke explains how Illinois Joining Forces helps veterans navigate available resources and build successful lives after military service

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

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