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It's Like That Madison, WI

Hosted by It · society · EN-US

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About this Podcast:

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 people shaping Madison’s vibrant community. Whether you’re a Madison local, a future homeowner, or just love learning about what makes this city tick, you’ll find real talk, laughter, and plenty of Midwest charm here.

Pitch Analysis

Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Verified email

Booking probability

29%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about It's Like That Madison, WI

What is It's Like That Madison, WI about?

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.

Who hosts It's Like That Madison, WI?

It's Like That Madison, WI is hosted by It. The show has published 15 episodes to date.

What has It's Like That Madison, WI covered recently?

Recent episodes include "Episode 15: The Dating Game... Madison Suburbs Edition" (30 September 2026, 20 minutes), "Episode 14: Exploring Waunakee & Sun Prairie" (11 September 2026, 30 minutes), and "Episode 13: If Madison Neighborhoods Were Dogs" (31 July 2026, 31 minutes).

How often does It's Like That Madison, WI publish?

It's Like That Madison, WI publishes roughly monthly, with episodes averaging 26 minutes across 15 episodes.

How hard is it to get booked on It's Like That Madison, WI?

Booking probability for It's Like That Madison, WI is 29%, and the host is rated Selective on guests. It's Like That Madison, WI requires a Pod Score of 80 or higher. It's Like That Madison, WI's contact route on record: verified email.

Who should pitch It's Like That Madison, WI?

The strongest fits for It's Like That Madison, WI are Real Estate Agents. It's Like That Madison, WI has a society audience.

About the host

It hosts It's Like That Madison, WI, a society podcast with 15 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #15

    Episode 15: The Dating Game ... Madison Suburbs Edition

    Sep 30, 202620 minS1

    Send us Fan Mail The Dating Game… Madison Suburbs Edition! ❤️ What happens when a Madison-area homebuyer has to choose their perfect suburb without knowing which suburb they’re choosing? In this episode of It’s Like...

  • Episode #14

    Episode 14: Exploring Waunakee & Sun Prairie

    Sep 11, 202630 min

    Send us Fan Mail ️ Episode 14: Exploring Waunakee & Sun Prairie, Wisconsin Thinking about living outside Madison but still want easy access to everything the city has to offer? In Episode 14 of It’s Like That Madison...

  • Episode #13

    Episode 13: If Madison Neighborhoods Were Dogs

    Jul 31, 202631 minS1

    Send us Fan Mail If Madison neighborhoods were dogs... what breed would they be? In Episode 13 of It's Like That Madison , Jannea Wood, Tiffany Tobias, and Katie Kolakowski put a playful twist on exploring Madison by...

  • Episode #12

    Episode 12: So You Thinking About Investment Properties?

    Jun 6, 202618 minS1

    <p>Send us Fan Mail</p><p>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...

  • It's Like That Madison, WI

    Episode 12: So You Thinking About Investment Properties?

    Jun 6, 202618 min

    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...

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  • Episode #11

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

    Apr 22, 202627 minS1

    <p>Send us Fan Mail</p><p><b>Episode 11: What Does a Realtor Actually Do for a Buyer?</b></p><p>Think Realtors just unlock doors and write offers? Think again.</p><p>In this episode of It’s Like That Madison, we break...

  • Episode #10

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

    Mar 20, 202624 minS1

    <p>Send us Fan Mail</p><p>🎉 <b>Episode 10: How It All Started + Celebrating 10 Episodes! | It’s Like That Madison Podcast</b> 🎙️</p><p>We made it to Episode 10! 🎉 In this special milestone episode of It’s Like That...

  • Episode #10

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

    Feb 28, 202622 minS1

    <p>Send us Fan Mail</p><p>🏠 <b>Home Inspections: The Good, The Bad, & The Ugly | It’s Like That Madison – Episode 9</b></p><p>Buying a home in Madison, Wisconsin? A home inspection can make or break your deal.</p><p>In...

  • Episode #8

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

    Jan 28, 202638 minS1

    <p>Send us Fan Mail</p><p><b>Episode 8 – What to Know When Buying Your First Home | It’s Like That Madison</b></p><p>It’s a new year, and if buying your first home is on your mind, you’re not alone. In <b>Episode 8 of...

  • Episode #6

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

    Dec 21, 202531 minS1

    <p>Send us Fan Mail</p><p>In Episode 7, It’s Like That Madison goes on the road to one of our favorite neighborhood spots—<b>Table Wine</b> in the heart of the Atwood neighborhood—for a conversation that blends real...

  • Episode #6

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

    Nov 21, 202525 minS1

    <p>Send us Fan Mail</p><p>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.</p><p>...

  • Episode #5

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

    Oct 3, 202532 minS1

    <p>Send us Fan Mail</p><p>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...

  • Episode #4

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

    Sep 6, 202528 minS1

    <p>Send us Fan Mail</p><p>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...

  • Episode #3

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

    Aug 13, 202524 minS1

    <p>Send us Fan Mail</p><p>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...

  • Episode #2

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

    Aug 6, 202521 minS1

    <p>Send us Fan Mail</p><p>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...

  • Episode #1

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

    Aug 5, 202519 minS1

    <p>Send us Fan Mail</p><p>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. </p><p>We also dive...

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