The Year of Housing continues to build community episode artwork

EPISODE · Apr 18, 2026 · 43 MIN

The Year of Housing continues to build community

from The Upswing

This week on The Upswing, WTMJ’s Jeff Sherman tackles one of the biggest challenges facing Milwaukee and communities nationwide: housing. From rising first-time buyer ages to the need for real solutions, Jeff explores what it will take to move from conversation to action, drawing on insights from a recent Greater Milwaukee Committee panel. He’s joined by Luke Knapp from the Mayor’s Office to break down Milwaukee’s 2026 housing toolkit, including updated TIF policies, down payment assistance, and efforts like Homes MKE — along with the role of public-private partnerships in expanding access to homeownership. The episode also features the “2-Up” segment, local business updates, and a look at challenges facing Milwaukee’s restaurant workforce. Jeff shares thoughts on youth sports pricing, the city’s coffee scene, and the need to invest in downtown infrastructure — plus a simple closing challenge: take a few minutes to unplug and let your mind wander. 🎙️ The Upswing is presented by Horicon Bank.

This week on The Upswing, WTMJ’s Jeff Sherman tackles one of the biggest challenges facing Milwaukee and communities nationwide: housing. From rising first-time buyer ages to the need for real solutions, Jeff explores what it will take to move from conversation to action, drawing on insights from a recent Greater Milwaukee Committee panel. He’s joined by Luke Knapp from the Mayor’s Office to break down Milwaukee’s 2026 housing toolkit, including updated TIF policies, down payment assistance, and efforts like Homes MKE — along with the role of public-private partnerships in expanding access to homeownership. The episode also features the “2-Up” segment, local business updates, and a look at challenges facing Milwaukee’s restaurant workforce. Jeff shares thoughts on youth sports pricing, the city’s coffee scene, and the need to invest in downtown infrastructure — plus a simple closing challenge: take a few minutes to unplug and let your mind wander. 🎙️ The Upswing is presented by Horicon Bank.

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The Year of Housing continues to build community

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This episode was published on April 18, 2026.

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This week on The Upswing, WTMJ’s Jeff Sherman tackles one of the biggest challenges facing Milwaukee and communities nationwide: housing. From rising first-time buyer ages to the need for real solutions, Jeff explores what it will take to move from...

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