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PODCAST

Hustle Humbly Podcast

Alissa Jenkins & Katy Caldwell

Join us for Hustle Humbly where we hope you will build the confidence to find your voice and your way to a successful real estate business and beyond. Listen in as Alissa & Katy, two top producing Realtors, talk about fostering community over competition while navigating the often times cutthroat real estate industry. With over 1000 homes sold between them and 13 and 19 years each in the business, they have seen it first hand. Deep dive into conversations and interviews about mindset and best

business entrepreneurship

All Episodes

44:26

348: Real Estate Seller Myths and Misconceptions

Hustle Humbly Podcast ·

2026/04/06

This is the follow up to our buyer myths episode, and y'all, sellers have some misconceptions of their own that we need to talk about. We kick things off with a hilarious story about Alissa's seller who found the podcast, started listening to staging episodes while packing boxes, and voluntarily took down more decor than they even discussed. (If only every seller came with a built-in podcast habit, right?) This episode is a great one to share with your sellers, especially first timers who might need

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38:38

347: The Housing Shortage Explained

Hustle Humbly Podcast ·

2026/03/30

We finally did it. We sat down with the man behind the numbers AND we recorded it live at the NAR podcast studio in Chicago. If you've ever been at a dinner party, a showing, or a closing table and gotten hit with "so... how's the market?", this episode is for you. We got to chat with Dr. Lawrence Yun, Chief Economist at the National Association of Realtors, and y'all, we had SO many questions. We're the data nerds who cover the NAR Home Buyers and Sellers Profile Report every single year, so

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39:04

346: Desperate Agent Do's and Don'ts

Hustle Humbly Podcast ·

2026/03/23

Feeling a little desperate in your real estate business lately? You are not alone—and this episode is your mindset reset. Katy and Alissa are diving into the behaviors that show up when agents feel pressure to make money… and how those "desperate" decisions can quietly damage your reputation, confidence, and long-term success. From overpricing listings just to win them, to chasing every shiny lead source, to dropping your professional standards, this episode is your honest (and loving) wake-up

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01:03:22

345.5: BONUS: We Got Invited to NAR and Here's What...

Hustle Humbly Podcast ·

2026/03/18

We got invited to NAR headquarters in Chicago for a small influencer summit and honestly? We thought the first email was fake and deleted it. 😂 But once we realized this was a real invitation, we packed our bags, flew out on Katy's birthday, and headed to the "mothership" to hear directly from NAR's leadership team about what has gone wrong, what they're trying to fix, and where they think the Realtor brand is headed next. In this bonus episode, we're giving you the full download. No

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50:42

345: Real Estate Buyer Myths & Misconceptions

Hustle Humbly Podcast ·

2026/03/16

There are a lot of opinions floating around about buying a house and, unfortunately, many of them are just plain wrong. In this episode, Katy and Alissa dive into some of the most common home buying myths they hear from buyers and break down what's actually true. From the classic "you need 20% down" to the idea that new construction doesn't need an inspection, these myths can cause confusion, hesitation, and sometimes costly mistakes. The truth is that buying a home is full of nuance, and having

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54:39

344: Selling in a Softer Market After a Bidding War...

Hustle Humbly Podcast ·

2026/03/09

If you sold homes during 2020–2022, you likely helped buyers compete in bidding wars, escalate over asking, and stretch to win. Now? Some of those same clients are calling because they need to sell. And the market is… softer. In this episode, Katy and Alissa walk through what it really looks like when COVID-era buyers need to resell in a different market than they purchased in. From tight equity situations to emotional listing appointments, they're sharing honest stories, practical scripts, and

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38:31

343: The Mindset Shift You Need This Spring

Hustle Humbly Podcast ·

2026/03/02

Spring hits… and suddenly everything feels loud. New listings. Awards. "Sold in one day!" posts. Agent tours. Realtor prom season. And before you know it, you're questioning everything. Why does everyone else look busier than me? Should I be doing more? Am I behind? In this episode, we're talking about the Realtor Comparison Trap and the mindset shift you need this spring to protect your confidence, your peace, and your professionalism. Spring is a naturally busy season in real estate. But it's also

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46:13

342: How to Win the Listing Early + Listing Prep...

Hustle Humbly Podcast ·

2026/02/23

If you've ever had a seller say, "We're probably about a year out… but can you come tell us what to do?" — this episode is for you. Today we're talking about how to win the listing early without wasting your time, burning yourself out, or giving away all your value. Because here's the truth: the agent who shows up first often wins. But how early is too early? And what should a listing prep timeline for sellers actually look like? We break down the mindset shift, the boundaries, and the

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55:46

341: Clean Contracts: How to Avoid Closing Day Surprises

Hustle Humbly Podcast ·

2026/02/16

We've talked about loopholes and contract problems before, but avoiding the messiness of real estate is one of those topics you can never cover too many times. In this episode, we're talking about all the tiny contract decisions that don't feel like a big deal until suddenly they are. Missing initials. Blank lines. Verbal promises. Appliances that magically disappear. Furniture negotiations that never end. You know the ones. This conversation was sparked by a broker who reached out to us after

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01:03:40

340: Real Estate Private Listings and Coming Soon:...

Hustle Humbly Podcast ·

2026/02/09

Private listings, office exclusives, coming soon statuses, Zillow, Compass… whew. In this episode, Katy and Alissa tackle one of the messiest conversations happening in real estate right now: private listings in real estate and what they actually mean for agents, buyers, and sellers. With lawsuits flying, MLS rules evolving, and brokerages rolling out their own "exclusive" systems, it's getting harder to tell what's ethical, what's legal, and what's truly in the client's best interest. Katy breaks

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57:34

339: Dual Agency Gone Wrong

Hustle Humbly Podcast ·

2026/02/02

We've talked about dual agency a lot over the years. We've shared why it can work, when it feels straightforward, and how staying factual and neutral has always been the goal. In this episode, Alissa shares a real transaction that happened a while ago where dual agency went wrong. And although a lot of time has passed, the lessons still matter. Things didn't fall apart because of a bad inspection. Not because of shady advice. But because of trust, distance, emotions, and a perfect storm of

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01:15:47

338: Buyers, Sellers, and the Stats That Matter

Hustle Humbly Podcast ·

2026/01/26

What if everything you thought you knew about homebuyers and sellers was wrong? Every year we dive into the gold mine of information inside the NAR Profile of Home Buyers and Sellers and the Member Profile for Realtors, and y'all… the 2025 data might be the most shocking yet. In this 4th annual deep dive, we're bringing you the stats that matter—and breaking down what they actually mean for your real estate business in 2026. From skyrocketing median ages to shifts in how (and if) clients are finding

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52:15

337: Solving Real Estate Situations

Hustle Humbly Podcast ·

2026/01/19

Ever wish you could peek into other agents' most challenging situations and hear exactly how to handle them? That's what this episode is all about. We asked our listeners to send us their real estate dilemmas—and they delivered! In Episode 337, we're analyzing real-life real estate scenarios: anxious buyers, builder referral incentives, tricky team splits, disclosure dilemmas, expired listings, and more. Some of these situations are tricky. Others are all-too-familiar. But every single one gets

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51:32

336: Growing Realtor Confidence in Your First Three...

Hustle Humbly Podcast ·

2026/01/12

You got your license… now what? The first three years in real estate can feel like complete chaos. And if you're like a lot of newer agents, you might find yourself wondering, "Am I just too sensitive for this?" In this episode, we're tackling a topic that no one seems to talk about: how to build *true* Realtor confidence in those early years — especially when you feel like you're fumbling your way through. What sparked this conversation? A heartfelt listener email asking for help navigating

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31:40

335: Before You Join the "Real Estate Gym"

Hustle Humbly Podcast ·

2026/01/05

It's a new year, and with that comes a tidal wave of motivation, new planners, gym memberships—and a lot of Realtors about to throw out their entire business in the name of "starting fresh." 😬 This episode is your permission slip to *not* join the "Real Estate Gym" of shiny tools, overhauls, and burnout waiting to happen. We're talking about the very real trap of doing *too much too fast* in January—new CRM, new lead gen, new branding, new content plan—and why it never sticks. Instead, we walk you

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01:03:00

334: What to Say When Friends or Family Use Another...

Hustle Humbly Podcast ·

2025/12/29

It's happened to all of us at some point—your cousin, college roommate, or neighbor posts that they just bought or sold a house… but you weren't the agent. Ouch. If you've ever wondered how to handle it when a friend or family member uses someone else, this replay of one of our most-loved episodes has the clarity and pep talk you need. Originally aired as Episode 165, this candid conversation dives deep into the reality of *working with friends and family in real estate*. From professional

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01:00:37

333: Boundaries During a Busy Season

Hustle Humbly Podcast ·

2025/12/22

Let's talk about the guilt loop so many Realtors get stuck in: when you're at work, you feel guilty about missing life — and when you're at home, you feel guilty about stepping away from your business. In this special replay of our Hustle Humbly Community Live Zoom, we're diving deep into how to set boundaries during a season that's naturally full of busyness, distraction, and high expectations (hello, holidays). This conversation is packed with relatable stories, powerful mindset shifts, and real

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01:05:04

332: The Mental Load of Real Estate

Hustle Humbly Podcast ·

2025/12/15

The truth is: buying or selling a house can feel like a full-blown identity crisis. Realtors know it, clients feel it, and now we have a licensed therapist here to explain *why* it all gets so emotionally messy. In this episode we welcome Katy's former client and current number one referrer, Mary Ruiz, LPC. She's not just a real estate success story — she's now a licensed professional counselor (and a great one at that). We chat about the mental health rollercoaster that often comes with real

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52:13

331: A Realtor Leaves Their Phone for a Week

Hustle Humbly Podcast ·

2025/12/08

What if you left your phone behind… on purpose? In this episode we chat with top-producing Realtor Kim Lafleur, who did the unthinkable—she took a full-blown, out-of-the-country vacation *without* her phone. No calls. No texts. No Instagram scrolls. Just silence, sunshine, and serious boundaries. Kim walks us through what inspired the decision, how she actually pulled it off (yes, there was a team hand-off at the airport), and the powerful lessons she learned about control, trust, and rest. If

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01:10:03

330: Real Estate Cancellations: When Communication...

Hustle Humbly Podcast ·

2025/12/01

Ever been blindsided by a cancelation that just didn't make sense? This week we're sharing a raw, real story about a transaction that went sideways—only to come full circle weeks (and $15,000) later. In this episode, Alissa opens up about a recent experience with a buyer who backed out of a deal in the eleventh hour. What followed was a perfect storm of assumptions, zero communication, and a text message that dropped a cancelation bomb—with no phone call to discuss it first. We're diving deep into

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359 results

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