Alissa Jenkins & Katy Caldwell

Hustle Humbly Podcast

Business EN ↓ 388 episodes

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 Rea...

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Author

Alissa Jenkins & Katy Caldwell

Category

Business

Podcast website

hustlehumblypodcast.com

Latest episode

Oct 26, 2026

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Episodes

159: Podcasting: Behind the Scenes/Happy Birthday HH! 22.08.2022

It's our birthday!! 🎉 In this episode, we're pulling back the curtain on podcasting behind the scenes and celebrating three years of Hustle Humbly. From recording in closets during COVID to building out a full setup with microphones, mixers, and editing software—we're sharing what it *really* takes to run a podcast (spoiler: it's more than just hitting record). We brought in our producer (and Kat...

158: Listening to Your Inner Voice 15.08.2022

Do you ever wish someone would just tell you what to do? In this episode, we're talking about listening to your inner voice—and why the answer you're looking for might already be inside you. We've been getting a lot of questions lately: Should I start real estate? Leave real estate? Join a team? Make a big life change? And while we love helping, the truth is… we can't make those decisions for you....

157: Realistic Goal Setting 08.08.2022

What if your goals are the reason you feel behind? In this episode, we're talking about realistic goal setting—and why no one (including us!) can tell you what your goals "should" be. Because here's the truth: your goals have to match your life. We're breaking down what's actually normal in real estate (hint: it's probably less than you think), why comparing yourself to other agents will always le...

156: Listener Requests & Q&A 01.08.2022

Feeling stuck, unmotivated, or unsure what to do in this shifting market? This episode is your reset. We're answering your real questions—from managing agent expectations to building a vendor list, dealing with mean people, and figuring out what actually matters right now in your business. Because here's the truth: motivation in a shifting market doesn't come from doing more… it comes from doing t...

155: Poker Face: Managing Your Personal Opinions 25.07.2022

Do you have a good poker face… or are you accidentally sabotaging your deals with what you say? In this episode, we're diving into managing your personal opinions—what to say, what NOT to say, and how your words can directly impact your client's success. Because the truth is… it's not just about what you think. It's about what you communicate. From showings to negotiations to conversations with ot...

154: FSBOs: Speaking to Your Value 18.07.2022

FSBOs… do you avoid them, or do you feel confident speaking to your value? In this episode, we're tackling one of the most requested topics—how to actually explain what you do and why it matters, especially when someone is considering selling on their own. Because let's be honest… when a seller says, "Why should I pay you?" it can catch you off guard if you're not prepared. We're sharing real stor...

153: I Don't Want to Be Everyone's Realtor 11.07.2022

"I don't want to be everyone's Realtor." 😳 That might feel uncomfortable to say… but it might also be exactly what your business needs. In this episode, we're talking about boundaries, mindset, and why trying to work with everyone is actually holding you back. Because the goal isn't to have the biggest database—it's to have the right clients. We're diving into what happens when you stop operating...

152: Ask the Inspector 04.07.2022

Do you attend your home inspections… or are you skipping one of the most important parts of the transaction? In this episode, we're sitting down with home inspector Whit Green to talk about everything agents need to know about inspections—from what actually happens during an inspection to how you can better serve your clients by simply showing up. Because here's the thing: inspections are where yo...

151: Converting Cold Leads & Sign Calls 27.06.2022

Cold leads and sign calls… are you answering your phone, or letting opportunity go to voicemail? This episode is your full breakdown on converting cold leads & sign calls with confidence—and turning total strangers into actual clients. We know these calls can feel awkward. You don't know them, they don't know you, and sometimes they just want the price and hang up. But when you learn how to guide...

150: Fair Housing: What You Need to Know 20.06.2022

Fair housing is not optional… and it's not just a "good idea." It's the law. In this episode, we're having a real, honest conversation about fair housing—what it is, why it matters, and how easy it is to violate it without even realizing it. Because here's the truth: most violations don't come from bad intentions. They come from inconsistency, lack of systems, or simply not knowing the rules. We'r...

149: The Forever Home Myth 13.06.2022

The "forever home" sounds like the dream… but is it actually realistic? In this episode, we're breaking down the forever home myth and why this idea can actually create more stress, pressure, and unrealistic expectations for your buyers. Because here's the truth: life changes. Jobs change. Families grow. Priorities shift. And the house that feels perfect today might not fit 10 years from now. We'r...

148: Working with Sellers: From Listing to Closing 06.06.2022

Working with sellers is more than just getting the listing… it's everything that happens after. Because once you've said "congrats, you got the listing!" the real work begins. And if you don't have a clear process from listing to closing, things can get messy fast. In this episode, we're walking you step-by-step through exactly what happens after you take a listing. From photos and going live, to...

147: Commercial vs. Residential 30.05.2022

Commercial vs. residential real estate… which path is right for you? This episode was such a fun and eye-opening chat because we brought in a true expert, Carl Landreneau, to break it all down. And what we quickly realized is that this isn't about which one is "better"… it's about which one fits YOU. Because while both sides of real estate rely on relationships and education, the day-to-day, timel...

146: Confidence and Self-Doubt 23.05.2022

Confidence and self-doubt… we've all felt both, sometimes in the exact same day. This episode was actually requested, and once we started digging in, we realized just how connected these two are. If confidence is believing in your abilities, then self-doubt is questioning them… and in real estate, that can show up everywhere. From comparing yourself to other agents, to overthinking your decisions,...

145: Going Beyond the Boring Realtor Headshot 16.05.2022

Episode 145: Going Beyond the Boring Realtor Headshot If your marketing still relies on a stiff, outdated headshot, it's time for an upgrade. In this episode, we're talking all about real estate branding photography—what it is, why it matters, and how it can help you stand out in a crowded market. Your photos are often your first impression with potential clients, and a generic headshot isn't enou...

144: Numbers to Know 09.05.2022

Understanding the real estate numbers to know is essential for every successful agent. In this episode of Hustle Humbly, we break down the most important real estate metrics that agents should understand in order to confidently guide buyers, sellers, and investors. From pricing homes correctly to explaining financing terms, mastering the numbers behind real estate transactions helps agents provide...

143: Working with Sellers: Pre-listing Prep 02.05.2022

Working with sellers before listing a home is one of the most important parts of a successful real estate transaction. In this episode of Hustle Humbly, we walk through the entire pre-listing preparation process and explain how agents can set themselves—and their sellers—up for success. A strong pre-listing prep system helps agents build trust, answer common seller questions, and present a profess...

142: How to Real Estate Farm 25.04.2022

If you want to grow your listing inventory and become the go-to agent in a neighborhood, it's time to learn how to real estate farm. In this episode of Hustle Humbly, we break down the strategies agents can use to build long-term visibility and credibility within a specific community. Real estate farming is a marketing strategy where an agent selects a targeted area—usually a neighborhood—and cons...

141: Money Talks 18.04.2022

In this episode of Hustle Humbly, we're diving into one of the most effective long-term marketing strategies agents can use: geo farming in real estate. If you want to build a strong presence in a specific neighborhood and become the go-to agent when homeowners decide to sell, geo farming can be a powerful approach. The key is consistency, strategy, and patience. Geo farming in real estate involve...

140: Weathering Changes in the Market 11.04.2022

Real estate markets are constantly shifting, and learning how to handle those changes is an essential skill for every agent. In this episode of Hustle Humbly, we talk about weathering changes in the real estate market and what we can learn from past economic downturns. We're joined by industry veteran Connie Kyle, who has spent more than four decades in real estate and has successfully navigated m...

139: Pop Tart vs. Pop Tart 04.04.2022

What does it mean to be a real estate pop-tart agent? In this episode of Hustle Humbly, we break down the difference between being responsive to your clients and constantly jumping at every request without boundaries. Many agents feel pressure to be available 24/7, immediately responding to every inquiry and showing request. But constantly "popping up" for every situation can lead to burnout, safe...

138: How to Restart Your Career with Jason Tartick 28.03.2022

Thinking about making a major career change? In this episode of Hustle Humbly, we talk about how to restart your career with special guest Jason Tartick. Jason shares his journey from corporate banking to entrepreneurship and explains the mindset and financial planning required to successfully transition into a new path. Jason spent nearly ten years building a career in corporate banking before ex...

137: Let's Talk Local 21.03.2022

Knowing your local real estate market is one of the most important skills an agent can develop. In this episode of Hustle Humbly, we break down why hyperlocal knowledge matters and how it can set you apart from other agents in your area. Real estate agents aren't just transaction coordinators. Clients rely on you for guidance about neighborhoods, school districts, flood zones, local amenities, and...

136: The Flip Report 14.03.2022

In this episode of Hustle Humbly, Alissa walks us through a full real estate house flip case study from start to finish. If you've ever wondered what it actually looks like to buy, renovate, and sell an investment property, this episode breaks it all down. Seven years after buying her first investment property, Alissa received a call from a past client who needed to sell a family member's home qui...

135: What To Do When You Don't Know What To Do 07.03.2022

Feeling stuck or unsure what to do next in your real estate business? In this episode, we talk about the real estate systems for new agents that help create structure, confidence, and consistency—especially when you're feeling overwhelmed or unsure of your next move. Many agents jump straight into lead generation before building the systems needed to support their business. Without strong systems,...

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