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PODCAST

The Upswing

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.

news & politics daily news

All Episodes

11:05

The Difference Between Allergies and Common Cold with...

The Upswing ·

2025/03/19

WTMJ host Jeff Sherman was joined on the phone by Dr. Monica Vasudev, allergist and immunologist at Aurora Healthcare to talk about allergy season and the difference between allergies and common cold. Next, Jeff asked Dr. Vasudev about treatment options.

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2:44

2 UP: The Facebook Tell All

The Upswing ·

2025/03/19

TWO UP: 1. The tell all book about Facebook had come out 2. Greater Milwaukee Foundation received grant money that it would be giving to local businesses.

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30:49

Housing Doesn't Have to Be a Crisis - Full Show

The Upswing ·

2025/03/18

WTMJ host Jeff Sherman discussed home prices in Milwaukee and the Midwest as a whole, Marcus Center’s Broadway show announcements and more. WTMJ host Vince Vitrano’s feature on the Celtic cover band Red Hot Chili Pipers was played TWO UP 1. Yellow Tail Wine was looking to reinvent its look and feel. 2. Harvard for Everyone: The Ivy League institution was starting an initiative for students coming from lower income families. 10:36 – Jeff Sherman was joined in-studio by Abby Hauke, Regional

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13:07

Renting vs Buying with Abby Hauke

The Upswing ·

2025/03/18

Jeff Sherman was joined in-studio by Abby Hauke, Regional Manager-Southeast & Northeast Wisconsin for First Weber, and they began by discussing her background, and the recent decline in home sales in the Milwaukee area. Jeff asked Abby about uncertainty and challenges in the housing market as well as the solutions. Jeff asked Abby the how and why of renting versus buying houses, the upcoming Home & Garden Show and gave her a budget.

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5:27

2 UP: Harvard for Everyone

The Upswing ·

2025/03/18

TWO UP 1. Yellow Tail Wine was looking to reinvent its look and feel. 2. Harvard for Everyone: The Ivy League institution was starting an initiative for students coming from lower income families

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31:40

You Can't Pay Off Jeff Sherman Debt with Jeff Sherman...

The Upswing ·

2025/03/17

Happy St. Patrick’s Day; WTMJ host Jeff Sherman discussed the parade from the previous Saturday and Guinness's new non-alcoholic beer and how it compares to the more proofed original. TWO UP: 1. Northwestern Mutual’s Downtown Milwaukee location was about to have its’ top off ceremony and what it means for the greater Milwaukee staff when it is officially finished 2. Pepsi had agreed to purchase “healthy” soda company Poppi. What would Coca-Cola do? MONDAY MARKET PREVIEW: Jeff Sherman was joined

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13:35

The "Riteway" of Recruitment with Brad Wallace

The Upswing ·

2025/03/17

Jeff Sherman was joined in-studio by Brad Wallace from Go Riteway Transportation Group to talk about what they do and the appeal of using a bus company for vacations. Jeff next asked Brad about recruitment for a bus company, especially on the school bus side of Go Riteway. Jeff then asked Brad about expanding Go Riteway and their partnership with Milwaukee Mitchell International Airport

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10:48

Who Gets the Lake House?

The Upswing ·

2025/03/17

MONDAY MARKET PREVIEW: Jeff Sherman was joined remotely by Annex Wealth Management CEO Dave Spano, and they began by discussing economic uncertainty as it pertains to falling consumer sentiment. Jeff asked Dave about growing old without a spouse and the financial implications. Plus, the potential situation of several kids inheriting a vacation home from their parents.

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2:59

2 UP: "Poppsi" Co

The Upswing ·

2025/03/17

TWO UP: 1. Northwestern Mutual’s Downtown Milwaukee location was about to have its’ top off ceremony and what it means for the greater Milwaukee staff when it is officially finished 2. Pepsi had agreed to purchase “healthy” soda company Poppi. What would Coca-Cola do?

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36:45

Best of The Upswing March 10th thru 15th

The Upswing ·

2025/03/15

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31:45

Fish Fry Pi(e) Day! - Full Show

The Upswing ·

2025/03/14

For this week’s pick of WTMJ host Jeff Sherman’s Lenten Fish Fry Friday is at Carini’s Southern Italian Restaurant on Milwaukee’s East Side. Jeff also went over some Pi Day deals. WO UP: Choiceful is the Word 1. Costco’s demand on the grocery front is choiceful due to inflation and many people were shifting to Dollar General. 2. John Dye, owner of bars like The Estate and At Random, would be taking control of Von Trier Today was Pi Day and the feature on the day by WTMJ’s Debbie Lazaga was

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15:52

Milwaukee's St. Patrick's Day Parade Previewwith the...

The Upswing ·

2025/03/14

Jeff Sherman was joined in-studio by Jake Dehne from the Sydra Group Megan Kujawa, the Marketing & Events Director at the Westown Association to discuss Sunday’s St. Patrick’s Day parade in Milwaukee. They next talked about the economic impact the parade has on downtown businesses. Jeff asked Jake about beer pricing at the various bars that he owns in the Milwaukee metropolitan area and asked Megan about the St. Patrick’s weekend kickoff party at Jake’s Lucky Clover Bar. Jeff asked Megan where

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2:16

2 UP: Choiceful Customers

The Upswing ·

2025/03/14

TWO UP: Choiceful is the Word 1. Costco’s demand on the grocery front is choiceful due to inflation and many people were shifting to Dollar General. 2. John Dye, owner of bars like The Estate and At Random, would be taking control of Von Trier

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31:29

Presidential Brand Endorsements & Pharmacy Wars -...

The Upswing ·

2025/03/13

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 Junior Bridgeman as a player and as a businessman. Jeff and Martin talked about U.S. President

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2:04

2 UP: Look Who's Coming to the Airport

The Upswing ·

2025/03/13

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

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30:53

Kohl's Cash and Brand Suicide - Full Show

The Upswing ·

2025/03/12

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 -Elon Musk’s DOGE was cancelling several government credit cards The fourth annual Tosa Restaurant

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14:57

Ueck's Usingers Ads Future with Rich Kirchen

The Upswing ·

2025/03/12

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.

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2:34

Musk v Cuban: The Cost Behind the Cost

The Upswing ·

2025/03/12

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

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2:50

2 UP: Airline Wars

The Upswing ·

2025/03/12

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.

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30:25

Changes in Tariffs and Healthcare - Full Show

The Upswing ·

2025/03/11

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 financing. Speaking of Walmart, tariffs are affecting big box retailers like Walmart. Jeff brought up

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803 results

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