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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.

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All Episodes

38:53

Is it closing time for grocery store bars?

The Upswing ·

2026/04/11

WTMJ’s Jeff Sherman goes (mostly) solo this week on The Upswing, diving into a little bit of everything Milwaukee. From new restaurant openings like Nino’s Southern Sides in Fox Point to rising gas prices and MCTS’s new tap-to-pay system, Jeff explores how daily life in the region is evolving. He also looks at changes in local retail, including Metro Market’s shift away from in-store bars, and reflects on taking his son to vote for the first time — and why connecting with candidates still

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36:45

The Upswing: The future’s so bright, you have to pay...

The Upswing ·

2026/04/04

This week on The Upswing, WTMJ’s Jeff Sherman and Martin Moore of Koss dive into the fast-moving world of tech, culture, and consumer trends. From Apple’s evolving AI strategy and the future of Siri to OpenAI shutting down Sora, they break down what’s next in artificial intelligence — and what’s already changing. The conversation also explores everything from phone-free dining and stadium beer prices to bold ideas like “sunlight on demand” and growing legal pressure on social media platforms. It’s a

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36:54

The Upswing: 50 years of simple, good neighborhood food

The Upswing ·

2026/03/28

This week on The Upswing, WTMJ’s Jeff Sherman welcomes Steve “Saz” Sazama, founder of Saz’s, as the Milwaukee staple celebrates its 50th anniversary. Saz reflects on opening day in 1976, the relationships that helped build the business, and how a neighborhood bar grew into a beloved institution. He shares the stories behind iconic menu items like Mozzarella Marinara, memorable moments from State Fair and Summerfest, and the pride of seeing former team members launch their own successful ventures

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37:30

Recovery and responsibility on college campuses

The Upswing ·

2026/03/21

This month on Marquette on the Move on The Upswing, WTMJ’s Jeff Sherman welcomes back Marquette University President Kimo Ah Yun and Tim Rabolt, manager of recovery at the university. The conversation addresses recent vandalism at the Church of the Gesu and how the campus community is responding, along with reflections on Marquette men’s basketball and continued student engagement. They also highlight student achievement beyond athletics, including undergraduate research showcased at Madison Square

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38:36

Downtown Milwaukee goes green

The Upswing ·

2026/03/14

As Milwaukee prepares for the 58th Annual St. Patrick’s Day Parade, The Upswing host WTMJ’s Jeff Sherman sits down with two guests helping bring the celebration — and its economic impact — to life. Stacie Callies, executive director of the Westown Association, discusses how the parade continues to thrive through corporate partnerships, downtown collaboration, and the growing momentum around Milwaukee’s central business district. She also highlights the impact of the Baird Center expansion and shares

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38:54

Change for better tech and new opportunities

The Upswing ·

2026/03/07

Change can be hard — but it can also open the door to new opportunities. This week on The Upswing, WTMJ’s Jeff Sherman talks with Tina Quealy, CEO of the Betty Brinn Children’s Museum, about plans to find a new home for the beloved Milwaukee institution. She explains why expanded classrooms and outdoor space are part of the vision, what the multi-year relocation process could look like, and why access to high-quality learning should be a statewide priority.Later, in this month’s edition of The

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37:33

Marquette on the Move: Celebrating Black History Month

The Upswing ·

2026/02/21

This week on The Upswing, WTMJ’s Jeff Sherman welcomes Marquette University President Kimo Ah Yun and Judge Derek Mosley, director of Marquette Law School’s Lubar Center, for another edition of Marquette on the Move. In recognition of Black History Month, Judge Mosley reflects on 15 years of sharing daily social media posts highlighting lesser-known Black history and how digital platforms shape the way we learn. The conversation also explores public health, community responsibility, unconscious

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37:00

Improving food access and a return to local

The Upswing ·

2026/02/14

This week on The Upswing, host Jeff Sherman explores innovation in food access, co-working, and the future of communities. First, Michael Hostad of Fork Farms explains how indoor hydroponic Flex Farms are expanding access to fresh food in schools and communities — and why healthy food access should be a priority in Wisconsin’s 2026 governor’s race. Then, longtime guest Steve Glynn of Experience Milwaukee shares lessons from transforming the Wantable Café into a co-working hub, insights from a recent

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42:31

The Future of the CFO

The Upswing ·

2026/02/07

This week on The Upswing, WTMJ’s Jeff Sherman welcomes Martin Moore of Koss to the studio for another edition of The Future of Almost Everything, exploring the latest in technology and innovation. They dive into emerging AI platforms like Moltbook, debate the impact of AI-related Super Bowl commercials, and discuss how artificial intelligence is reshaping creative industries and consumer expectations. The conversation also touches on local developments, including what’s next for Bayshore Town Center

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37:52

Marquette on the Move: Mentorship

The Upswing ·

2026/01/31

As National Mentorship Month comes to a close, The Upswing host WTMJ’s Jeff Sherman welcomes Marquette Mentors’ Radtke Director Dan DeWeerdt and Marquette University President Kimo Ah Yun for this month’s edition of Marquette on the Move. The conversation reflects on the legacy of Marquette mentor and actor Pat Finn, the importance of presence and connection in mentoring, and the reopening of the Church of the Gesu on campus. They also discuss leadership within Marquette men’s basketball, college

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36:54

Treasures of Milwaukee's East Side

The Upswing ·

2026/01/24

This week on The Upswing, WTMJ’s Jeff Sherman talks with Ryan Laessig, executive director of Milwaukee’s East Side BID #20, about how the neighborhood is evolving while staying true to what makes it special. A Milwaukee native, Laessig shares why he sees the East Side as “a beacon for what Milwaukee stands for,” how investments like bike lanes are improving safety and access, and what it means to say goodbye to longtime staple Beans & Barley while supporting the businesses shaping the future. The

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37:00

The Best of The Upswing from 2025

The Upswing ·

2026/01/03

WTMJ’s Jeff Sherman rings in the new year with a special Best of The Upswing, revisiting some of 2025’s most memorable conversations and the biggest storylines shaping greater Milwaukee — while also offering a look ahead to what’s coming in 2026.To open the show, Sherman reflects on a whirlwind year in Milwaukee sports and civic life, from the Brewers’ historic run to continued momentum in downtown development. He also highlights major data center investments, neighborhood upgrades, and new

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39:25

A Priest, Rabbi and University President Walk Into a...

The Upswing ·

2025/12/20

An annual tradition returns to The Upswing as WTMJ’s Jeff Sherman welcomed Rabbi Levi Stein, Father Joseph Simmons, and Marquette University President Dr. Kimo Ah Yun for a thoughtful and uplifting conversation on faith, community, and the holiday season. Each guest reflected on what first inspired their commitment to faith, with Rabbi Stein sharing his work supporting mental health crisis response alongside the Marquette University Police Department.As Christmas and Hanukkah approach, the group

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38:20

Toys at the Store & Toys at the Bar

The Upswing ·

2025/12/13

This week on The Upswing, WTMJ’s Jeff Sherman continues gearing up for the holidays with a look at some of 2025’s hottest toys and the growing success of Milwaukee’s holiday markets hosted by local bars and restaurants.Jeff first welcomes back Toy Tips founder Marianne Szymanski, a Marquette University graduate who shares how her toy-recommendation business grew from a hotline to a magazine and beyond. She explains why certain classic toys never leave store shelves, how generational differences

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37:10

A Smorgasbord of Festive Flavor

The Upswing ·

2025/11/08

Jeff Sherman explores Milwaukee’s holiday buzz with Marcus Hotels’ John Wise and Roundy’s dietitian Emilie Williamson — from festive dining trends to smarter grocery shopping this season.

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39:17

AI Design Trends In Your House and Videos

The Upswing ·

2025/10/25

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37:33

Practical Financial Advice Like Winning Monopoly

The Upswing ·

2025/10/18

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38:03

Marquette Momentum at the School of Dentistry

The Upswing ·

2025/10/04

Marquette University President Dr. Kimo Ah Yun and Dr. Manal Hamdan, director of Marquette’s predoctoral program in oral and maxillofacial radiology, join Jeff Sherman for a conversation on technology, mentorship, and the future of education.Dr. Hamdan spotlights cutting-edge advances in dental care — including how artificial intelligence is transforming both patient outcomes and the training of tomorrow’s dentists at Wisconsin’s only dental school. Dr. Ah Yun shares Marquette’s broader commitment

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36:45

Up-Swinging Doors Open into the Weekend

The Upswing ·

2025/09/27

Doors Open Milwaukee returns September 27–28, giving the public a rare chance to explore some of the city’s most iconic and exclusive spaces. Jeff Sherman is joined by Ray Hill, executive director of the Dr. Martin Luther King Jr. Drive BID, and Grace Fuhr, events director at Historic Milwaukee, to preview this year’s event.Hill explains how Business Improvement Districts fuel neighborhood growth and shines a light on the development momentum along Historic King Drive. Fuhr highlights standout

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36:45

Cream Puffs by Day, Crullers by Night

The Upswing ·

2025/09/20

In this episode, Jeff Sherman sits down with Colton Grebe, fourth-generation co-owner and chief strategy officer of Grebe’s Bakery, to talk tradition, innovation, and the launch of Grebe’s “store within a store” concept now open at Metro Market. Colton shares the bakery’s 1937 origin story, lessons from the International Baking Expo in Las Vegas, and how Grebe’s balances Milwaukee favorites like crullers with large-scale icons like Wisconsin State Fair Cream Puffs.Plus, Martin Moore from Koss

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