620 WTMJ

The Upswing

News EN ↓ 513 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.

Be sure to visit the podcast's website and support the creator: wtmj.com

Author

620 WTMJ

Category

News

Podcast website

wtmj.com

Latest episode

Oct 24, 2026

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Episodes

2 UP: The Facebook Tell All 19.03.2025

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.

Housing Doesn't Have to Be a Crisis - Full Show 18.03.2025

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...

Renting vs Buying with Abby Hauke 18.03.2025

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...

2 UP: Harvard for Everyone 18.03.2025

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

You Can't Pay Off Jeff Sherman Debt with Jeff Sherman Currency - Full Show 17.03.2025

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 “h...

The "Riteway" of Recruitment with Brad Wallace 17.03.2025

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

Who Gets the Lake House? 17.03.2025

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.

2 UP: "Poppsi" Co 17.03.2025

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?

Best of The Upswing March 10th thru 15th 15.03.2025
Fish Fry Pi(e) Day! - Full Show 14.03.2025

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 takin...

Milwaukee's St. Patrick's Day Parade Previewwith the Westown Association 14.03.2025

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 Mega...

2 UP: Choiceful Customers 14.03.2025

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

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

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