Wintrust Business Lunch

Segment 1: Ilyce Glink, owner of Think Glink Media, and publisher of Love, Money + Real Estate on Substack, joins John Williams to talk about new research that shows that none of the 50 most populous U.S. metros are truly affordable for a minimum-wage worker, and why America's housing deficit held flat in 2024. Segment 2: Jim […]

Segment 1: Steven Esposito, President of Yellowstone Wealth Management in Lake Forest, joins John to talk about what’s going on with the stock market this week, how the market has performed the first half of the year, the importance of a well diversified portfolio, the strong economic data that we have been seeing, why he thinks the […]

Segment 1: Tifair Hamed, Chief Growth Officer at P33, joins John to tell us everything we should know about TechChicagoWeek 2026. Tifair says to think about this event as the ‘Lollapalooza for Innovation.’ Segment 2: Scott Stein, Editor at Large, CNET, joins John Williams to talk about Samsung’s summer Galaxy Unpacked event. What are the big things we […]

Segment 1: Nationally syndicated financial columnist and author Terry Savage joins John Williams to remind listeners to avoid watching the stock ticker 24/7 and why it’s not important to keep track of. Terry also answer listeners questions about social security, T-bills and more. Segment 2: Laura Freveletti CEO of Les Turner ALS Foundation, joins John to talk about […]

Craig Bolanos, Co-founder and Wealth Advisor at VestGen Wealth Partners, joins John Williams to talk about the markets, President Trump's handling of the housing assistance bill and the gradual impact on housing inventory and borrowing costs. Craig and John also cover gas prices, Fed Chair Kevin Warsh, SK Hynix and SpaceX. https://serve.castfire.com/audio/8516200/8516200_2026-07-15-151700.64kmono.mp3

Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to share tips on how to ace an interview and the truth about sales and why it seems so discouraging when you start off. Segment 2: Longtime Chicago radio veteran Harvey Wells, founder, Lower Tech Bills, talks to John about how he helps customers lower their […]

Segment 1/2: Michael Miller, Economics Professor, Western Washington University and Professor Emeritus at DePaul University, joins John to discuss how recent economic data show real wages have risen about 2.2% over the past two years, meaning Americans are, on average, keeping up with or slightly outpacing inflation despite higher costs in areas like housing and energy. Segment […]

Segment 1: Craig Bolanos, Founder and Wealth Advisor at VestGen Wealth Partners, joins John Williams to talk about the markets, President Trump’s handling of the housing assistance bill and the gradual impact on housing inventory and borrowing costs. Craig and John also cover gas prices, Fed Chair Kevin Warsh, SK Hynix and SpaceX. Segment 2: Matt Schultz, LendingTree chief credit […]

Segment 1: Katie Notopoulos, senior correspondent at Business Insider, joins John Williams to talk about a new study that suggests women had an easier time getting hired after losing weight on GLP-1s. Segment 2: Scott Stein, Editor at Large, CNET, joins John Williams to talk about Meta’s smart glasses privacy problems, and why game consoles are getting more […]

Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about why the stock market is tumbling today, why people should not use AI for financial advice, the importance of setting a financial plan and not changing because of emotions, the health of the housing market, the latest on Trump Accounts for kids, and to […]

Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about the economic impact of the World Cup. Tom also shares his thoughts on last week’s June labor report, and the importance of teenagers having summer jobs. Segment 2: Dennis Rodkin, residential real estate reporter for Crain's, joins John Williams to talk about Chicago area homes selling […]

Segment 1: Ilyce Glink, owner of Think Glink Media, and publisher of Love, Money + Real Estate on Substack, joins John Williams to talk about Trump Accounts for kids and what you need to know, job creation cooling, and a new survey that showed 20% of Americans have reduced or stopped contributing to savings or retirement in […]

Segment 1: Mark Hamrick, author of ‘The Hamrick Brief‘ on Substack, joins John to talk about the June monthly job report coming in below expectations, the Federal Reserve’s ongoing quest to combat inflation, and if we are likely to see interest rate hikes in 2026. Segment 2: John Frank, Founder and CFO of Third Road Management, joins John […]

Segment 1: Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about the benefits of opening a Trump Account for kids, and to answer all of your financial questions. Segment 2: Jeff Nydegger is the Co-Founder & CEO at Jeff Buys Your House, the leadinghouse-buying company in Chicagoland, joins John Williams to talk about […]

Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to give some tips on what you should do if you are applying for a new job right now. Segment 2: Jim Glueckert, Co-chair of Frontier Days Festival in Arlington Heights, tells John everything you should know about this year’s festival! Segment 3: […]

Segment 1: Ilyce Glink, owner of Think Glink Media, and publisher of Love, Money + Real Estate on Substack, joins John Williams to talk break down a new study on financial fulfillment. Segment 2: Jim Dallke, Director of Communications, TechNexus Venture Collaborative, tells John about Chicago’s quantum campus beginning to take shape, a Chicago-based tech investor that made early […]

Segment 1: Craig Bolanos, Founder and Wealth Advisor at VestGen Wealth Partners, joins Jon Hansen to talk about the possibility of interest rate hikes as the Fed looks to combat inflation, how SpaceX is doing after the initial IPO, why AI stocks were hit hard this week, the bipartisan housing bill that is waiting to signed by President […]

Segment 1: Chris Stephens, Executive Director of the Donald E. Stephens Convention Center, joins John to talk about the large amount of events they host each year, how many people visit the convention center, why repeat business is integral to their success, the way the city of Rosemont supports the convention business, and why Rosemont […]

Segment 1: Steven Esposito, President of Yellowstone Wealth Management in Lake Forest, joins John to talk about the latest on the war with Iran and the price of oil, where the market trends are going, why he’s encouraged by the broadening of the market, the price of housing, what he’s expecting for interest rates and inflation, and […]

Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to explain what employers should consider when hiring young workers on top of what they accomplished at an internship. Tom also talks about why so many young people are living with their parents. Segment 2: Philippe Weiss, President, Seyfarth at Work, joins John to talk about […]

Segment 1: Ilyce Glink, owner of Think Glink Media, and publisher of Love, Money + Real Estate on Substack, joins Jon Hansen, filling in for John Williams, to talk about why existing home sales are at a three-decade low. Segment 2: Jim Dallke, Director of Communications, TechNexus Venture Collaborative, tells Jon about Chicago startup EeroQ saying it has demonstrated […]

Segment 1: Marc Lillibridge, PR Director, Nikco Sports, joins John to talk about their gorgeous Chicago Cubs 150th Anniversary 34″ bat. Segment 2: Jamal Malone, CEO, Ada S. McKinley Community Services, joins John to talk about the mission of their nonprofit organization, the type of students they serve, what we should know about the Trunk […]

Segment 1: Rob Bhatt, Senior Writer and Insurance expert, Lending Tree, joins John Williams to talk about the state of home insurance in 2026. Rob breaks down why insurance rates in Illinois are rising. Segment 2: Owen Poole, Senior Video Producer, CNET, joins John Williams to talk about Fox announcing that it will acquire Roku, […]

Nationally syndicated financial columnist and author Terry Savage, along with Pam Krueger, Founder and CEO, Wealthramp, join John Williams to offer tips on how to find a reputable fee-only financial advisor.

Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to give some tips to people that are starting a new job, the importance of using tools that will bring you the most success, why you shouldn’t discount unpaid internships, and how AI can positively impact job performance. Segment 2: Phillip Shaw, CFP, Senior […]

Segment 1: Ilyce Glink, owner of Think Glink Media, and publisher of Love, Money + Real Estate on Substack, joins John Williams to talk about the SpaceX IPO, and a new study from Zillow that shows a record 242 US cities now have starter homes that cost $1M. Segment 2: Verónica Herrero, City Colleges of Chicago executive […]

Segment 1: Craig Bolanos, Founder and Wealth Advisor at VestGen Wealth Partners, joins John Williams about the SpaceX IPO, why people are excited about this IPO, and if you should consider buying some of SpaceX right now. Segment 2: Carl Prouty, “The Technologist” at Abt Electronics in Glenview, tells John about some of the best gifts for Father’s Day.

Segment 1: Emily Stewart, Senior Correspondent, Business Insider, joins John to talk about the expected rise in people calling off work so they can watch the World Cup. Segment 2: Scott Stein, Editor at Large, CNET, joins John Williams to break down everything he learned from Apple’s WWDC and why everyone was talking about Siri AI. Segment 3: Mike Spriggs, […]

Nationally syndicated financial columnist and author Terry Savage along with Laurence J. Kotlikoff, Professor of Economics, Boston University, join John Williams to talk about Social Security insolvency now projected for 2032. Larry tells us how concerned you should be about your benefits, and what could be done to get the program back on track.

Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about the Bears possible move to Indiana, why he thinks the only group to handle the situation well is the state of Indiana, and how remote work is taking a toll on mental health. Segment 2: Philippe Weiss, President, Seyfarth at Work, joins John […]

Segment 1: Mark Hamrick, Washington Bureau Chief and Senior Economic Analyst for Bankrate.com, and author of ‘The Hamrick Brief‘ on Substack, talks to John about the great jobs numbers released on Friday, the ongoing inflation concern, the likelihood that the Fed raises interest rates this year, and the date behind Mark’s Hamrick American Prosperity Index. Segment 2: Jim Dallke, […]

Segment 1: Paul Nolte, Senior Wealth Advisor and Market Strategist, Murphy & Sylvest, joins John to talk about the Bears possibly building a stadium in Indiana, his thoughts on today’s strong labor report, how the market is disjointed from the economy, the latest developments on tariffs, and what he expects from Fed policy down the road. Segment […]

Segment 1: Claire Theobald, Director of Operations, DineAmic Hospitality, joins John to talk about Naia, a new restaurant that just opened on the Chicago River. Segment 2: Scott Stein, Editor at Large, CNET, joins John Williams to tell us what he expects Apple to introduce at the next WWDC developer conference. Segment 3: Steven Esposito, President of Yellowstone […]

Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about a deadline for Parent PLUS loans that you need to know about, what to know about the SpaceX IPO, and to answer all of your financial questions.

Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about if it’s okay for parents to help teenagers find jobs, how new hires are judged by their peers, and the importance of being in the office for people with limited experience at a job. Segment 2: Faron Daugs, CFP, Founder and CEO, Harrison […]

Segment 1: Ilyce Glink, owner of Think Glink Media, and publisher of Love, Money + Real Estate on Substack, joins John Williams to talk about Anthropic filing for an IPO with the SEC, and a new study that shows nearly half (44%) of U.S. parents with adult children ages 18–35 say a child has moved back home […]

Segment 1: Tom Fortino, Founder and Principal, Alpha Wealth Group, and host of “The Alpha Wealth Hour” on WGN Radio, joins John to talk about the Dow hitting 51,000 today, why he’s bullish on the market right now, where investors should be putting their money, if there are any parts of the economy that has him […]

Jay McCracken, Executive Director, Ottawa Chamber of Commerce, tells John how a small town like Ottawa stays competitive, their many great partnerships, why their location is great for business, how tourism is an important part of the local economy, the business incubator program that will bolster downtown, and the incredible food and beverage scene in […]

Segment 1: Jay McCracken, Executive Director, Ottawa Chamber of Commerce, tells John how a small town like Ottawa stays competitive, their many great partnerships, how tourism is an important part of the local economy, the business incubator program that will bolster downtown, and the incredible food and beverage scene in Ottawa. Segment 2: Mark Hamrick, Washington Bureau […]

Nationally syndicated financial columnist and author Terry Savage joins John Williams to talk about the market still hitting all-time highs, if she believes the bull market will continue, the essence of financial planning, and to answer all of your financial questions.

Segment 1: Tom Gimbel, job expert and founder of LaSalle Network, joins John to talk about the importance of networking in a tight job market. Segment 2: Philippe Weiss, President, Seyfarth at Work, joins John to talk about how some of the most enduring business lessons come from the simplest, catchy ideas. Segment 3: Jim Dallke, Director of Communications, TechNexus Venture […]

Segment 1: Craig Bolanos, Founder and Wealth Advisor at VestGen Wealth Partners gives gas price updates and analyzes how the stock market has responded to uncertainty over the Iran war. Segment 2: Carl Prouty, ‘The Technologist,' at Abt Electronics in Glenview talks about the best deals on grills and graduation gifts.