620 WTMJ

The Upswing

News EN ↓ 500 episodes

Hosted by Jeff Sherman, The Upswing is everything business. Jeff is a prominent figure in the business world, and is formerly the CEO and founder of OnMilwaukee, creator of the podcast series “The Hopcast,” and currently is the CMO of Okanjo. Jeff brings his expertise to The Upswing to discuss the ever-changing world of business and commerce in Milwaukee and across the state of Wisconsin.

Author

620 WTMJ

Category

News

Podcast website

wtmj.com

Latest episode

Jul 11, 2026

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Episodes

Presidential Brand Endorsements & Pharmacy Wars - Full Show 13.03.2025

WTMJ host Jeff Sherman and Koss Stereophones’ Martin Moore discussed Amazon bringing The Apprentice to Prime Video. 10:15 – TWO UP: -Later today would be the Greater Milwaukee Urban League lunch today -Central Standard Craft Distillery was opening a new location at Mitchell International Airport near Gate C21 Jeff and Martin talk about the life, career and legacy of former Milwaukee Bucks player J...

2 UP: Look Who's Coming to the Airport 13.03.2025

TWO UP: -Later today would be the Greater Milwaukee Urban League lunch today -Central Standard Craft Distillery was opening a new location at Mitchell International Airport near Gate C21

Kohl's Cash and Brand Suicide - Full Show 12.03.2025

WTMJ host Jeff Sherman talks Dodge County, Milwaukee’s upcoming new entertainment venue. TWO UP: -Is it brand suicide time for Southwest Airlines? Their recent change in bag policy poses the question: What differentiates airlines? Jeff poses solutions -Lamborghini is getting into the baby gear game at the price you’d expect. Musk v Cuban -Mark Cuban reminded people about the cost beyond the cost -...

Ueck's Usingers Ads Future with Rich Kirchen 12.03.2025

Jeff Sherman was joined in-studio by Milwaukee Business Journal senior reporter Rich Kirchen for updates on the effect tariffs were having on local Wisconsin businesses. -Jeff and Rich talked more about Kohl’s Cash and the future of Bob Uecker Usinger’s Sausages ads. -Next they talked about what’s next for leadership at the Water Council and this year’s 40 under 40.

Musk v Cuban: The Cost Behind the Cost 12.03.2025

Musk v Cuban Mark Cuban reminded people about the cost beyond the cost Elon Musk’s DOGE was cancelling several government credit cards

2 UP: Airline Wars 12.03.2025

TWO UP: 1. Is it brand suicide time for Southwest Airlines? Their recent change in bag policy poses the question: What differentiates airlines? Jeff poses solutions 2. Lamborghini is getting into the baby gear game at the price you’d expect.

Changes in Tariffs and Healthcare - Full Show 11.03.2025

WTMJ host Jeff Sherman previewed today’s topics and went over the recent stock drops and gave his opinion on the matter. TWO UP: -Wisconsin Governor Tony Evers approved funding for renovating the Milwaukee County courthouse complex as well as other projects. -The former Walmart near State Fair Park was being planned for renovation for a Monterrey market and was approved with a need for private fin...

Meet Ascension Milwaukee's New President Andre Storey 11.03.2025

Jeff Sherman was joined on the phone by the president of Ascension Columbia St. Mary’s Hospital’s Milwaukee Campus Andre Storey. Jeff asked him about his journey to Milwaukee, solving staffing issues at Ascension and more. Jeff next asked Andre about the changes in healthcare, particularly with cuts in Medicaid, and how it is affecting Ascension’s patients, expanding their Milwaukee campus and the...

2 UP: Private and Public Redevelopments 11.03.2025

TWO UP: 1.Wisconsin Governor Tony Evers approved funding for renovating the Milwaukee County courthouse complex as well as other projects. 2. The former Walmart near State Fair Park was being planned for renovation for a Monterrey market and was approved with a need for private financing.

Higher Education and Even Higher Tariffs - Full Show 10.03.2025

TWO UP -Meta is opening its’ AI tools for businesses including chatbots to use but no prices have been revealed -Rocket Mortgage was set to acquire Redfin MONDAY MARKET PREVIEW: WTMJ host Jeff Sherman was joined in-studio by Annex Wealth Management CEO Dave Spano, and they began by discussing the end game of tariffs. -The tariff talk continued as Jeff asked Dave about the industries that benefit f...

Meet Marquette's new President Dr. Kimo Ah Yun 10.03.2025

Jeff Sherman was joined in-studio by Dr. Kimo Ah Yun, President of Marquette University. Jeff asked Dr. Kimo about his background. Jeff asked Dr. Kimo about how he got involved at Marquette and more. Next, he talked about meeting with Congressional leaders on student loans, what works and doesn’t work for recruiting and more.

Monday Market Preview - Who Benefits from Tariffs 10.03.2025

MONDAY MARKET PREVIEW: WTMJ host Jeff Sherman was joined in-studio by Annex Wealth Management CEO Dave Spano, and they began by discussing the end game of tariffs. The tariff talk continued as Jeff asked Dave about the industries that benefit from them.

2 Up: Real Estate Mergers and New AI Tools 10.03.2025
Wishes and Fish Fries - Full Show 07.03.2025

WTMJ host Jeff Sherman began the show with some Fish Fry Friday recommendations with it being the first Friday of Lent TWO UP: 1. Elon Musk’s cuts might hit Wisconsin from Milwaukee to La Crosse due to federal real estate contracts getting cut. 2. According to Freddie Mac, mortgage lending has gone down Jeff Sherman was joined in-studio by Wake-A-Wish Wisconsin’s new CEO Wendy Cozzens. Wendy told...

Granting Wishes Across Wisconsin with Wendy Cozzens 07.03.2025

Jeff Sherman was joined in-studio by Wake-A-Wish Wisconsin’s new CEO Wendy Cozzens. Wendy told Jeff a story about a kid’s wish for his parents to have the wedding they never got, gave her background and her plans for the organization. Jeff next asked Wendy what it takes to get a wish granted and the myths of the wishes Jeff asked Wendy about the potential economic challenges, getting involved and...

2 Up: A Good Time to Buy a House? 07.03.2025

TWO UP: 1. Elon Musk’s cuts might hit Wisconsin from Milwaukee to La Crosse due to federal real estate contracts getting cut. 2. According to Freddie Mac, mortgage lending has gone down

Bringing Back Tarzhay Magic - Full Show 06.03.2025

INTRO WTMJ host Jeff Sherman asked Koss Stereophones Martin Moore why he had been so disheveled on social media. TWO UP 1. Apple rolled in their new MacBook Air 2. ADP reported jobs numbers were down Jeff asked Martin if Target can regain its “Tarzhay” Magic. More and more adults are buying kids meals; Jeff asked if adults can and should order from the kid's menu. Next, they pose the question what...

Food & Froth at the Milwaukee Public Museum 06.03.2025

Jeff and Martin were lastly joined on the phone by Milwaukee Public Museum Director of Communications Madeline Anderson to talk about this weekend’s Food and Froth event.   

2 UP: Jobs Numbers Still Down 06.03.2025

TWO UP 1. Apple rolled in their new MacBook Air 2. ADP reported jobs numbers were down

Reunited and It Feels So Good - Full Show 05.03.2025

Happy Ash Wednesday; Jeff Sherman started the show by talking about the legacy of former Bucks forward Sidney Moncrief and his chance to meet him as a kid.  TWO UP: 1. To turn around a slow start to the year, super charging was being offered to Tesla customers 2. 82nd and Good Hope First Tee of Southeast Wisconsin was looking to improve Noyes Park Golf Course Jeff Sherman talked more about Moncrie...

2 Up: More Golf and EVs 05.03.2025

TWO UP: 1. To turn around a slow start to the year, super charging was being offered to Tesla coustomers 2. First Tee of Southeast Wisconsin was looking to improve Noyes Park Golf Course

NBA All-Star Sidney Moncrief on Success and New Book 05.03.2025

Bucks Hall of Famer Sidney Moncrief Jeff Sherman in-studio to talk about his time in Milwaukee, his teammates back in the day, Their conversation continues to talk about family, workshops and more. Jeff asked Sidney about his role on boards of Fortune 500 Companies and leadership Jeff Sherman next asked him about his new children’s book that he wrote with his grandkids. Jeff then asked Sidney abou...

Hometown Happy - Full Show 04.03.2025

It’s Paczki Day and a day of other special significance for WTMJ host Jeff Sherman TWO UP: 1. Big news for Milwaukee School of Engineering. 2. Aurora first center for health and wellness was announced to be coming to downtown Milwaukee Jeff Sherman was joined in-studio by Milwaukee Mayor Cavalier Johnson to talk about the State of the City Address that he had given the previous day. -Jeff asked th...

Milwaukee Mayor Cavalier Johnson on Growing MKE 04.03.2025

Jeff Sherman was joined in-studio by Milwaukee Mayor Cavalier Johnson to talk about the State of the City Address that he had given the previous day. Jeff asked the mayor about updates regarding Growing MKE in his quest to get more people in Milwaukee and growing housing. Jeff also asked him about the Aurora downtown development, The Hop Expansion. Jeff next asked the mayor what the benchmark woul...

2 UP: Big Downtown Developments 04.03.2025

TWO UP: 1. Big news for Milwaukee School of Engineering. 2. Aurora first center for health and wellness was announced to be coming to downtown Milwaukee

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