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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

7:36

Lori Didier on the Potential of Moss Pudding

The Upswing ·

2025/02/24

Jeff Sherman was joined in-studio by Lori Didier, co-owner of Jolly Moss Sea Moss Pudding to talk about the why of sea moss, the texture and the health benefits. Jeff asked Lori about how her company sources their ingredients, cost structure, logistics and how they got their product on store shelves.

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11:35

MMP: U.S. vs Canada

The Upswing ·

2025/02/24

WTMJ host Jeff Sherman was joined remotely by Annex Wealth Management CEO Dave Spano and they began by discussing the current state of the bond market and more. Jeff asked Dave if there’s a trade war brewing between the United States and Canada due to U.S. President Trump’s tariffs. They, then answered a question regarding government layoffs, talked about the future of the mall with the sporting goods store Scheels coming to Mayfair Mall in Wauwatosa, Wisconsin.

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2:49

2 UP: Amazon Finally Beats Walmart

The Upswing ·

2025/02/24

TWO UP: 1. Cheesecake Factory was still popular at American malls. 2. Amazon had finally dethroned Walmart in terms of annual revenue.

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36:44

Best of The Upswing 2-17 to 2-21

The Upswing ·

2025/02/22

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31:46

From AI Anxiety to AI Agility - Full Show

The Upswing ·

2025/02/21

TWO UP 1. The Starbucks CEO is zeroing in on restoring the coffeehouse vibe. 2. Glorioso’s Italian Market was celebrating their anniversary with deals and contests 3. Milwaukee Boot Company would be opening a location on Wisconsin Avenue in Downtown Milwaukee. WTMJ host Jeff Sherman was joined in-studio by Todd McLees, from humanskills.ai and Jeff asked him how artificial intelligence is used in companies and workers right now. Their conversation continues on using AI for business trips, meetings

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3:53

2 Up: Coffeehouse Vibes

The Upswing ·

2025/02/21

TWO UP 1.The Starbucks CEO is zeroing in on restoring the coffeehouse vibe. 2. Glorioso’s Italian Market was celebrating their anniversary with deals and contests 3. Milwaukee Boot Company would be opening a location on Wisconsin Avenue in Downtown Milwaukee.

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30:26

You Want a Glow in the Dark Bunny?

The Upswing ·

2025/02/20

The Future of Almost Everything. Jeff and Martin discuss if Milwaukee needed a gummy store. Explorium Brewing’s Good City location update, including closing their Mequon Public Market location. WTMJ host Jeff Sherman and Koss Stereophones’ Martin Moore discussed congestion pricing in New York City, U.S. Secretary of Transportation Sean Duffy criticizing the policy, public transportation and if more congestion pricing could occur elsewhere. Jeff and Martin discuss Koss’s new billboard in New

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9:13

Inside the Biggest Volleyball Tournament in Wisconsin...

The Upswing ·

2025/02/20

Jeff Sherman and Martin Moore were joined in-studio by Brian Sharkey, senior director of programming and communication at Badger Region Volleyball Association to talk about youth volleyball and their big state-wide tournament that they would be holding at the Baird Center at the same time as the Milwaukee Auto Show which would also be at the Baird Center. Jeff asked Brian how technology has helped advance and improve volleyball from the youth level to the professional level. Jeff also asks him what

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31:38

All About Automobiles

The Upswing ·

2025/02/19

TWO UP1. Cuts were expected to happen at the federal housing authority which will affect people and their homes seeking mortgages. 2. Consumer preferences for cars were going towards more affordable sedans versus more expensive trucks and sports utility vehicles. WTMJ host Jeff Sherman was joined in-studio by Jim Tolkan, president of Automobile Dealers Association of Metro Milwaukee, and they began by discussing Elon Musk wanting Tesla to dominate the electric car market in other countries. -Jeff

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4:13

Partnership with a Purpose with St Francis Children's...

The Upswing ·

2025/02/19

Jeff Sherman is next joined by Laura Felix, executive director of St. Francis Children's Center, to talk about their partnership with the Milwaukee Auto Show Gala and what SFCC does.

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15:51

More Car Trends with Jim Tolkan

The Upswing ·

2025/02/19

WTMJ host Jeff Sherman was joined in-studio by Jim Tolkan, president of Automobile Dealers Association of Metro Milwaukee, and they began by discussing Elon Musk wanting Tesla to dominate the electric car market in other countries. Jeff asked Jim about the return of car leasing before buying. He also asked him about anything in the car industry that has shocked him. Jeff asked Jim about the German car industry. He also asked him about the size and scale of the upcoming Milwaukee Auto Show

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2:34

2 UP: The Sedan Strikes Back

The Upswing ·

2025/02/19

TWO UP 1. Cuts were expected to happen at the federal housing authority which will affect people and their homes seeking mortgages. 2. Consumer preferences for cars were going towards more affordable sedans versus more expensive trucks and sports utility vehicles.

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30:19

The Riches and the Niches - Full Show

The Upswing ·

2025/02/18

WTMJ host Jeff Sherman began the show with a story about the robot servers at Wauwatosa’s Gold Nest TWO UP: 1. The AI Times: The New York Times introduced some artificial intelligence tools to help writers with drafts, revisions and social posts. 2. Southwest Airlines announced it would be cutting 15% of its workforce. Jeff Sherman was joined on the phone by E.R. Abernathy Industrial, Inc. president Edna Abernathy, and Jeff asked her about how she started the company and how it worked. He also

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9:05

Keeping the Soul in Soul Food with Angela Smith

The Upswing ·

2025/02/18

Jeff Sherman was next joined on the phone by Angela Smith from Daddy’s SOul Food & Grille, and Jeff asked her about the Heinz Black Kitchen Initiative and how it helped her business thrive. Angela also explained the food, business model and more. Jeff asked Angela for some home cooking advice for fans as well as advice for other restaurant owners. He also asks her about her dream for the future.

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5:41

The Good Relationships that Support You with Edna...

The Upswing ·

2025/02/18

Jeff Sherman was joined on the phone by E.R. Abernathy Industrial, Inc. president Edna Abernathy, and Jeff asked her about how she started the company and how it worked. He also asked her about the panel she was a part of at the University of Wisconsin-Milwaukee the following day.

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2:40

2 Up: The AI Times

The Upswing ·

2025/02/18

TWO UP: 1. The AI Times: The New York Times introduced some artificial intelligence tools to help writers with drafts, revisions and social posts. 2. Southwest Airlines announced it would be cutting 15% of its workforce.

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31:53

Word of the Day: Serendipity - Full Show

The Upswing ·

2025/02/17

Celebrating Black-Owned Business during Black History Month TWO UP: 1. Used Car Blues: Used car prices were going up 2. Dave’s Hot Chicken was America’s fastest growing fast casual food chain with new locations coming to Wisconsin. MONDAY MARKET PREVIEW: WTMJ host Jeff Sherman was joined remotely by Annex Wealth Management CEO Dave Spano, and they exchanged stories of presidential encounters. Then, Jeff gave Dave the four S’s starting with Stimulus. -Next, Separation (as well as transparency)

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9:16

Bringing Back the Barbershop with Gee Smith

The Upswing ·

2025/02/17

Jeff Sherman was joined on the phone by Gaulien “Gee” Smith, owner of Gee’s Clippers to talk about his journey as a black business owner, what he loved about barbershops and more.. Jeff asked Gee next about the barbershop atmosphere, business partnerships, what he wanted to see in Milwaukee businesses and more.

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11:27

MMP: Inside the 4 S's

The Upswing ·

2025/02/17

WTMJ host Jeff Sherman was joined remotely by Annex Wealth Management CEO Dave Spano, and they exchanged stories of presidential encounters. Then, Jeff gave Dave the four S’s starting with Stimulus. Next, Separation (as well as transparency) within the government and Elon Musk’s role, the future of pennies, Small Business and serendipity

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2:16

2 UP: Used Cars Blues

The Upswing ·

2025/02/17

TWO UP: 1. Used Car Blues: Used car prices were going up 2. Dave’s Hot Chicken was America’s fastest growing fast casual food chain with new locations coming to Wisconsin.

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