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

Buying Local Christmas Trees with Greg Hann 09.12.2024

Jeff Sherman is next joined on the phone by Greg Hann, director of the Wisconsin Christmas Tree Producers Association to talk about the trends and demand for Christmas trees, prices, and more. Jeff asks Greg about the freshness of Christmas trees.

Taking Care with Holiday Scams with the Better Business Bureau 09.12.2024

Jeff Sherman is joined on the phone by Tiffany Bernhardt Schultz, Southeastern Wisconsin Regional Director for the Better Business Bureau. Jeff asks her about online shopping tips for the holiday season. 

Monday Market Preview: CEO Murder Fallout 09.12.2024

Jeff Sherman is joined by Annex Wealth Management CEO Dave Spano, and they begin by talking about the job market, Juan Soto’s deal with the New York Mets, stinginess among Baby Boomers and more. Jeff asks Dave about the fallout of the murder of the United Healthcare CEO and what else Dave is looking at this week.

TWO UP: Charged-Up Banquet Halls 09.12.2024

TWO UP The Public Works Committee in Milwaukee approved a proposal for public charging and fueling infrastructure in the city. The former Southgate Cinema on 30th Street is going to be converted into a banquet hall with a capacity of 1,000.

TWO UP: Pizza Hut Changes It Up 06.12.2024
A Dose of Milwaukee Hospitality - Full Show 06.12.2024
The Future is Vintage - Full Show 05.12.2024
TWO UP: The Changing Milwaukee Landscape 05.12.2024
2025 NFL Draft for All of Wisconsin - Full Show 04.12.2024
TWO UP: Walmart's New TVs 04.12.2024

TWO UP: Thanks to a very generous donation, all kids under 18 can get into the Milwaukee Art Museum for free. Walmart now owns TV brand Vizio and their data.

Giving Tuesday Special and How to Help - Full Show 03.12.2024

Big Names on Giving Tuesday; Set a budget for your holiday shopping and Jeff Sherman lists some tips from the Better Business Bureau. TWO UP -Raising Cane’s continues to grow as it opens a location in Eau Claire, the fifth in Wisconsin and they aren’t stopping there. -Women make it work, and they keep on working Jeff Sherman is joined by Patti Habeck, President & CEO at Feeding America’s Eastern W...

Never Be Afraid to Reach Out with Hunger Task Force 03.12.2024

Matt King, CEO of Hunger Task Force joins Jeff Sherman to talk about their community connections and impact in greater Milwaukee. Jeff also asks him about how he gets the message out. Jeff asks Matt about lessons he learned in his first year as a CEO at Hunger Task Force and a closing message for those in need.

Community Help from Within with United Way 03.12.2024

Jeff Sherman is next joined by my Lindner, President and CEO of United Way of Greater Milwaukee and Waukesha County to discuss about her organization and how they connect with the community. 

Innovative Food Distribution with Feeding America 03.12.2024

Jeff Sherman is joined by Patti Habeck, President & CEO at Feeding America’s Eastern Wisconsin branch. Jeff asks her about the demographics they serve. Jeff asks Patti about the innovative refrigerated lockers in Appleton and the plan to move them throughout Eastern Wisconsin. He asks her more about their technology innovations and challenges they face during the holiday season.

TWO UP: Raisin' the Restaurants in Wisconsin 03.12.2024

TWO UP -Raising Cane’s continues to grow as it opens a location in Eau Claire, the fifth in Wisconsin and they aren’t stopping there. -Women make it work, and they keep on working

Getting Ready for the Giving Season - Full Show 02.12.2024

Happy Cyber Monday and the Beginning of the Holiday Shopping Week 10:11 – TWO UP It’s Reclectic and it’s new: a new concept store at Gurnee Hills in Gurnee, Illinois. Jeff Sherman explains what’s so special about the bu8siness model. Jeff used a Black Friday deal to get a new AI subscription called perplexity.ai but why are women less likely to use AI? MONDAY MARKET PREVIEW: Jeff Sherman and Annex...

So, You Want to Be a CEO with Lindsey Kriete 02.12.2024

There is a growing need for non-profit CEOs and Jeff Sherman is joined by Lindsey Kriete from Spano Pratt Executive Search to talk about the challenges of this search and uses the War Memorial Center as an example. Jeff asks Lindsey if recruitment is challenging in the current market, Lindsey says no and explains how. They also discuss how many candidates they go through, and how it varies between...

Monday Market Preview: Holiday Shopping Week Begins 02.12.2024

MONDAY MARKET PREVIEW: Jeff Sherman and Annex Wealth Management CEO Dave Spano to discuss thew start of the holiday shopping season and the statistics and trends so far. They also talk about tariff’s and other economic impacts from President-Elect Donald Trump’s promises for his upcoming second term. Giving Tuesday is tomorrow, Jeff and Dave discuss who to give to who, gives the most, tax incentiv...

TWO UP: It's New, It's...in Illinois 02.12.2024

TWO UP -It’s Reclectic and it’s new: a new concept store at Gurnee Hills in Gurnee, Illinois. Jeff Sherman explains what’s so special about the bu8siness model. -Jeff used a Black Friday deal to get a new AI subscription called perplexity.ai but why are women less likely to use AI?

Fun in the Front, Business in the Back - Full Show 27.11.2024

Sales and deals everywhere but in 1863 President Lincoln established the day of Thanksgiving as we know it today. TWO UP -Wisconsin’s own Mars Cheese Castle gets some love from the Washington Post. -Jeff Sherman recommends a visit to the Streets of Old Milwaukee at the Milwaukee Public Museum before the big move. Jeff Sherman is joined in-studio by Gordon Lugauer, owner of Board Game Barrister to...

What Are Kohl's Next Steps? with Rich Kirchen 27.11.2024

Getting ready for Black Friday with Milwaukee Business Journal’s Rich Kirchen: Jeff Sherman and Rich begin by talking about Kohl’s struggles with retail at the CEO level and potential mergers and acquisitions. Speaking of Kohl’s, Acquisitions and Mergers, Jeff poses the possibility of one with Target to Rich and discusses the weird state of Target and groceries. Best Buy’s CEO said prices will go...

TWO UP: Yes, A Castle of Cheese 27.11.2024

Wisconsin’s own Mars Cheese Castle gets some love from the Washington Post. Jeff Sherman recommends a visit to the Streets of Old Milwaukee at the Milwaukee Public Museum before the big move.

Board Games to Play on Thanksgiving with Gordon Lugauer 27.11.2024

Jeff Sherman is joined in-studio by Gordon Lugauer, owner of Board Game Barrister to talk about the business of board games and the importance of having a brick-and-mortar store to find a game. Jeff asks Gordon what board games are hot this year and for what demographics. He also asks him about the difficulties of selling board games.

Share the Pain, Share the Joy on Thanksgiving - Full Show 26.11.2024

What’s your favorite pie? 10:12 – TWO UP Orvis at Bay Shore is closing as the company downsizes and will also stop sending out their catalogue Macy’s Thanksgiving Day Parade COFFEE INDEX Jonathan Dye from Mr. Dye’s Pies joins Jeff Sherman to talk about his story, his most popular pie, what makes their pies special and, of course, their prices. Jeff Sherman is next joined by Brian Jacobson, Chief E...

COFFEE INDEX: New Coffee In Town 26.11.2024

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