It's Like That Madison, WI

It's Like That Madison, WI

Society EN ↓ 12 episodes

Welcome to It’s Like That Madison, the podcast that dives deep into Madison, Wisconsin’s real estate scene, lifestyle, and community stories. Hosted by local Realtor Jannea Wood and Tiffany Tobias of Stark Company Realtors, and Katie Kolakowski of City RE, each episode explores what it’s really like to live, work, and play in and around Dane County. From buying your first home to uncovering the best neighborhoods, restaurants, parks, and hidden gems, we blend expert insights with local flair. You’ll hear about market trends, homebuyer tips, lifestyle features, and candid conversations with the...

Author

It's Like That Madison, WI

Category

Society

Podcast website

www.buzzsprout.com

Latest episode

Jun 6, 2026

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Episodes

Episode 12: So You Thinking About Investment Properties? 06.06.2026

Send us Fan Mail Thinking about buying an investment property but not sure where to start? Whether you're considering a rental property, duplex, short-term rental, or your first real estate investment, this episode is packed with practical advice to help you make informed decisions. Join Jannea Wood, Tiffany Tobias, Katie Kolakowski, and special guest Sherry McKee, as they break down the fund...

Episode 11 - What Does a Realtor Actually Do for a Buyer? 22.04.2026

Send us Fan Mail Episode 11: What Does a Realtor Actually Do for a Buyer? Think Realtors just unlock doors and write offers? Think again. In this episode of It’s Like That Madison , we break down what actually happens behind the scenes when you’re buying a home—and why having the right Realtor can make or break your experience. From your very first consultation to the final closing table, we walk...

Episode 10: How It All Started + Celebrating 10 Episodes! I It's Like That Madison Podcast 20.03.2026

Send us Fan Mail 🎉 Episode 10: How It All Started + Celebrating 10 Episodes! | It’s Like That Madison Podcast 🎙️ We made it to Episode 10! 🎉 In this special milestone episode of It’s Like That Madison , hosts Jannea Wood, Tiffany Tobias, and Katie Kolakowski take a step back to celebrate the journey so far—and share how the podcast all began. And you get to meet Jeri who makes it all possible. F...

Episode 9: Home Inspections - The Good, The Bad, & The Ugly 28.02.2026

Send us Fan Mail 🏠 Home Inspections: The Good, The Bad, & The Ugly | It’s Like That Madison – Episode 9 Buying a home in Madison, Wisconsin? A home inspection can make or break your deal. In Episode 9 of It’s Like That Madison , hosts Jannea Wood, Tiffany Tobias, and Katie Kolakowski break down everything you need to know about home inspections — from the routine fixes that shouldn’t scare yo...

Episode 8 – What to Know When Buying Your First Home | It’s Like That Madison 28.01.2026

Send us Fan Mail Episode 8 – What to Know When Buying Your First Home | It’s Like That Madison It’s a new year, and if buying your first home is on your mind, you’re not alone. In Episode 8 of It’s Like That Madison , we break down everything first-time home buyers need to know before jumping into the market. From understanding the first-time home buying process to navigating today’s Madison, Wisc...

Episode 7: If a House Style Were a Wine… What Kind of Wine Would It Be? 🍷🏡 21.12.2025

Send us Fan Mail In Episode 7, It’s Like That Madison goes on the road to one of our favorite neighborhood spots— Table Wine in the heart of the Atwood neighborhood—for a conversation that blends real estate, local flavor, and a little fun. Join hosts Jannea, Tiffany, and Katie alongside special guest Molly Moran , wine expert/owner of Table Wine, as we ask a question you didn’t know you needed an...

Episode 6: Moving to Madison Wisconsin: What You Need to Know - Pros, Cons, and Cost of Living 21.11.2025

Send us Fan Mail Are you considering a move to Madison, Wisconsin? In this episode of It’s Like That Madison , we walk through the biggest pros, cons, and surprises of relocating to the Madison area.   What we cover in this episode: • The reality of long Wisconsin winters • Higher cost of living , rising rents, and home prices • Property taxes - some of the highest in the Midwest • The limitations...

Episode 5: A Closer Look at Stoughton & Mt. Horeb - Charming Downtowns, County Parks, & Haunted Houses! 03.10.2025

Send us Fan Mail Join us today for Its Like That Madison Episode 5 where we explore two Madison suburbs with Norwegian heritage, cute downtowns, fun activities, and beautiful county parks. We dive into average prices for homes in Stoughton and Mt. Horeb and whether you get more bang for your buck, their cultural and lifestyle offerings, and of course we have to give a shout out to a couple of the...

Episode 4: Real Life Real Estate versus Reality TV Real Estate 06.09.2025

Send us Fan Mail Join us today for episode 4 where we look at real life real estate vs those reality real estate shows we all know and love. Do you really only look at 3 houses? Do you get a 150% return on a home improvement? Do we fight all the time with other agents? Tune in and find out. Email us if you want a copy of the NAR Remodeling Impact Report or the Cost v Value Report mentioned in this...

Episode 3: Madison Food Scene & When Is The Best Time to Sell? 13.08.2025

Send us Fan Mail Join us today for episode 3 where we answer the question: "When is the best time to sell?" & highlight one of the reasons that makes Madison such a great place to live - it's amazing food scene. Can eating out be considered a hobby? We think so.  We dive into cool outdoor dining options, those you can get to by boat, and of course a Summer favorite - ice cream!...

Episode 2: Fun Things To Do In The Summer Around Madison 06.08.2025

Send us Fan Mail Join us today for episode 2 where we discuss appraisal vs assessment and pre-approval vs pre-qualification. Then stick around and listen as we talk about all the things you can do in and around Madison during nice weather.  We dive into some of our favorite activities which include all the places music is available, gardens to explore, hiking and biking trails, kayaking and burger...

Episode 1: Real Estate: Dogs, Dogs, (some cats) and more Dogs. 05.08.2025

Send us Fan Mail Join us today for episode 1 where we talk about current market trends in Madison, Wisconsin real estate. What kind of percentage over list prices are our sellers seeing.  We also dive further into our one of our favorite topics - dogs. What we are seeing from our buyers when looking at the features that they want for their dogs and cats when purchasing a home.  Have you ever heard...

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