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Entrepreneurship · Alissa Jenkins & Katy Caldwell

Hustle Humbly Podcast

by 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 practices with real life stories mixed in. The goal of Hustle Humbly is to reach out and encourage Realtors and business people alike to stop comparing themselves and start embracing their own strengths.

Latest episodes

Showing 20 · updated from the feed

372: How to Give Your Clients a 5-Star Experience

What does Trader Joe's know that most Realtors don't? We went down a rabbit hole this week pulling data from the American Customer Satisfaction Index and the results su

Sep 21
52 min

371: Property Safety: When Your Listing Gets Robbed

It's Realtor Safety Month, and this year we're taking a different angle: property safety. We've covered personal safety plenty of times before (episodes 317, 216, 161,

Sep 14
58 min

370: Whatever Your Business Is, The Fundamentals Are The Same

Happy Labor Day! In honor of all the laboring people out there, we're doing something a little different this week.   We are always surprised to hear of listeners not

Sep 7
1 h 11 min

369: Where Communication Breaks Down

Have you ever sent an email, assumed it was read, and then found out three days later it wasn't? This week we're digging into where communication breaks down in a real

Aug 31
48 min

368: How to Qualify Real Estate Clients Before You Waste Your Time

Have you ever gotten a message from a total stranger asking you to show them a house tomorrow? Or, worse, NOW? This episode covers a little bit of everything: client in

Aug 24
1 h 08 min

367: How to Mine Your Real Estate Database

Happy birthday to us! 🥳Hustle Humbly is turning seven this week, and in seven years we still haven't found a better way to build a real estate business than the good ole

Aug 17
40 min

366: What Agents Are Really Saying Online

Ever wonder what real estate agents are talking about when nobody's watching? We went straight to the source: Reddit. We dug through the subreddits: r/realtor and r/rea

Aug 10
51 min

365: Check Yourself Before You Wreck Your Business

Do you ever feel like you're working hard in your real estate business, but nothing is actually happening? You might be busy without being productive, and that is exactly

Aug 3
58 min

364: How to Handle Losing a Client

You win some, you lose some. So why does losing one always feel like it means so much more? This week we get into what happens after the deal falls through, the client

Jul 27
1 h 00 min

363: What to Do When the Appraisal Comes In Low

Three low appraisals. Ten days. One Realtor who used to be an appraiser herself, with a dad and sister still in the field. If you've been hearing agents in your market

Jul 20
1 h 00 min

362: Why Buyers Are Struggling Right Now

You want to buy a house. But you can't. Or it's just really, really hard. We've both got buyers right now who are struggling, and it's not because they're not trying. It'

Jul 13
54 min

361: Agent Vendor Relationships

Has a lender ever given you the full court press and you weren't sure how to say no? Or maybe you've wondered why your vendor partners aren't sending you more leads? This

Jul 6
49 min

360: Feel-Good Stories from the Field: How to Co-op Well

The market is tough, agents are stressed, and claws can come out. We get it. But being a jerk isn't going to make anything better, and this episode is our loving reminder

Jun 29
45 min

359: From Google Sheets to AI: Our Honest Real Estate Tech Stack

Is your brain cluttered with every new tool, platform, and software someone told you that you absolutely need? Same. This episode started as a simple refresh of our tec

Jun 22
44 min

358: Who Actually Has to Sign? How to Protect Your Business

Have you ever closed a deal only to find out you had the wrong person on the buyer rep agreement? Or listed a property without confirming who actually has legal authority

Jun 15
39 min

357: Listing Struggles: Seller Prep, Photo Day, and Protecting Yourself

Have you ever walked out of a listing appointment feeling like you just gave a masterclass... for free? In this episode we are talking about one of the trickiest catch-

Jun 8
54 min

356: Mistakes New Realtors Make

We've all forgotten something at the worst possible moment. (Alissa forgot $150 worth of Mother's Day cakes at the bakery.) Forgetting a cake stings. Forgetting to check

Jun 1
47 min

355: How to Treat Your Real Estate Business Like a Business

You got your real estate license. But did you actually build a business, or did you just start collecting transactions? We get messages from y'all all the time, and so

May 25
46 min

354: Taking Time Off as a Solo Agent

Can a solo agent actually take a real vacation and come back to a business that's still intact? In this episode, I'm walking y'all through a real-time case study of takin

May 18
46 min

353: NAR's Campaign to Rebuild the Realtor Brand

Have you ever wondered if anyone at NAR is actually paying attention to what's happening out here in the trenches? This one's for you.   We recently had the opportuni

May 11
43 min

Chart trend

Position in the Entrepreneurship chart (US), last 90 days.

#44
all-time peak
7
days in the top 50 since Nov 2024

Chart positions

Where Hustle Humbly Podcast ranks today in each Apple Podcasts chart (US, Sep 21, 2026).

#165 ▼ 17 Entrepreneurship US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

I’m a newly licensed realtor and listening to hustle humbly has helped me feel like I have at least a small clue what I’m doing! It has given me great ideas for getting started, taking action, and setting up systems. I’m so thankful for this podcast!

_kierc · Jul 2025

I love love love the content that y’all talk about! Thank you so much!! I’ve been using “the fuzzy crystal ball” phrase a lot lately!! Just a little constructive criticism if I may…. I love to hear both sides of your conversation; but, if y’all could try to not talk over each other or interrupt each other, that would be great! I just don’t want to miss one word from both of you! Thank you and I can’t wait for the next one!

kristen b in nc · Jun 2025

Hustle Humbly is hands down one of my favorite podcasts — and I don’t say that lightly! I recommend it constantly and tell my real estate team about it all the time. The practical tips, honest conversations, and encouragement are exactly what agents need in this business. It’s like getting a mentorship session every time I listen. Whether you're just starting out or a seasoned pro, there's always something valuable to take away. Thank you for showing us how to build a successful business and keep our sanity along the way!

Nickie C Realtor Al & Fl · Jun 2025

I am a newer listener (which I am kicking myself for) but I cannot get enough of Alissa and Katy! I am going back and forth between old episodes and new and one thing about these ladies, they are consistent! There’s advice they have in episodes years ago that is still showing up in new episodes, which I love because it means they aren’t talking about trends, just good business practices. I only wish I had more hours in the day to listen!

Kudiver · Jun 2025

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