Alissa Jenkins & Katy Caldwell
Hustle Humbly Podcast
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...
Author
Alissa Jenkins & Katy Caldwell
Category
Podcast website
Latest episode
Jul 6, 2026
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Episodes
93: When to Make Exceptions 17.05.2021 46:07
We talk a lot about boundaries in real estate. But what happens when you have to bend them? In this episode, we're diving into real estate boundaries and the gray area that no one talks about. When is it okay to make an exception? When should you hold the line? And how do you know the difference? This conversation is honest, practical, and rooted in mindset. Because boundaries aren't about being r...
92: Surviving Multiple Offers 10.05.2021 1:03:24
Multiple offers are no longer a rare occurrence—they're the norm in many markets. In this episode, we break down what's really happening behind the scenes and how both buyers and agents can survive multiple offers without burning out or making costly mistakes. Katy and Alissa walk through why inventory is so low, what that means for today's buyers, and how agents can better prepare their clients b...
91: Modern Agent Monday 03.05.2021 54:12
Social media doesn't need to feel awkward, salesy, or exhausting. In this episode, Katy sits down with returning guest Chelsea Peterson to talk about smarter, more human social media strategies for real estate agents who want real results—not just likes. Chelsea is the founder of Modern Agent Social Club and the voice behind Modern Agent Monday, where she highlights agents who are using creative,...
90: In Our New Mom Feelings 26.04.2021 45:06
What happens when maternity leave meets real estate reality? In this episode, we chat honestly about what it's like navigating real estate with a newborn—without pretending to have it all figured out. Alissa is just three weeks postpartum and joins Katy for an unplanned, very real conversation about the mental load of new motherhood, the guilt that shows up from every direction, and the systems th...
89: Evening Routine 19.04.2021 37:44
Episode 89: The Evening Routine Morning routines get all the attention, but in this episode, Katy and Alissa argue that your evening routine may be even more important—especially for setting boundaries after work hours. Real estate doesn't naturally stop at 5pm. Clients text, agents email, and problems pop up right when you're trying to transition into family time. This episode breaks down how to...
88: Listener Q&A Take 4 12.04.2021 1:05:56
Episode 88: Listener Q&A — Real Estate Tips, Lessons, and Laughs This is Part 2 of our listener Q&A series, and it's packed with honest answers, real-life stories, and a few laughs along the way. From what we wish we knew as new realtors to setting boundaries, marketing strategies, teams, leads, and navigating awkward client situations, nothing is off the table. We answer questions agents are real...
87: Morning Routine 05.04.2021 47:04
Episode 87: Real Estate Morning Routine—What Actually Works If you've ever wondered what a real estate morning routine really looks like, this episode is for you. Katy and Alissa share their honest, unfiltered morning routines—no 5am alarms, no green juice pressure, and no pretending life is perfectly organized. This conversation is all about flexibility, boundaries, sleep, and creating a routine...
86: Listener Q&A Take 3 29.03.2021 42:00
Episode 86: Real Estate Q & A—Your Top Questions Answered In this listener-driven real estate Q & A episode, Katy and Alissa set a 40-minute timer and answer as many submitted questions as possible. From imposter syndrome and overwhelm to FHA buyers, appraisals, and organization, this episode is packed with practical, real-world advice agents can actually use. This is part one of a two-part Q & A...
85: The Importance of Emotional Boundaries 22.03.2021 50:01
Episode 85: The Importance of Emotional Boundaries in Real Estate Emotional boundaries are one of the most overlooked—but most critical—skills in real estate. In this episode of Hustle Humbly, Katy and Alissa revisit boundaries with a deeper focus on the emotional weight agents carry and how easily client stress can become personal stress. They share real stories from their careers, including anxi...
84: Things We Say to Clients 15.03.2021 46:44
Episode 84: Things We Say to Clients In real estate, communication is everything. In this episode of Hustle Humbly, Katy and Alissa share the real, repeated phrases they use with buyers and sellers every day—and explain why those words matter. Using real-life scenarios straight from their careers (:contentReference[oaicite:1]{index=1}), they break down how thoughtful language helps calm client anx...
83: Ideas for Self Care 08.03.2021 45:08
Episode 83: Ideas for Self Care: Prioritizing Well-Being in Real Estate Self care isn't a luxury—it's a necessity, especially in a demanding industry like real estate. In this episode of Hustle Humbly, Katy and Alissa revisit the topic of self care and break it down in a realistic, relatable way that actually fits into an agent's life. Using real-life examples, listener responses, and personal rou...
82: The Problem with Perfection 01.03.2021 41:55
Perfectionism in real estate is one of the most common (and sneaky) reasons agents get stuck. In this episode of Hustle Humbly, Katy and Alissa break down why waiting for "perfect" systems, branding, or timing often leads to procrastination instead of progress. They talk through real-life examples—from CRMs and databases to social media and follow-up—and explain why high achievers actually get mor...
81: Is It Time for an Assistant 22.02.2021 56:08
Is it time for an assistant? This is one of the most common—and most misunderstood—questions in real estate. In this episode of Hustle Humbly, Alyssa and Katy break down their real-life experiences with assistants, shared help, buyer agents, and why hiring support isn't a milestone you "should" hit—but a business decision that should support your life. They talk candidly about turnover, training f...
BONUS: How to Move a House with Calvert Stone 17.02.2021 1:04:28
Sometimes getting to the closing table feels like you've had to move a mountain, but rarely are you moving the actual HOUSE! In this bonus episode of HH Alissa & Katy are asked to interview title attorney, Calvert Stone, for his podcast Rousing Housing. We grill him on the ins and outs of being an investor that actually MOVES houses. Learn the reasons why these houses were moved, how they were acq...
80: Dealing with Rejection 15.02.2021 48:47
Episode 80: Handling Rejection in Real Estate In this episode, Katy and Alissa take a deeply honest and relatable look at handling rejection in real estate. Whether it's losing a listing, a buyer choosing another agent, or seeing someone you know list with a stranger, rejection hits every single agent—no matter how experienced they are. Using real examples directly from the transcript (:contentRef...
79: Buyers, Buyers, Buyers 08.02.2021 58:13
Episode 79: Home Buyers – The Complete Guide to Working with Buyers In this episode, Katy and Alissa walk through the entire buyer process from the moment a buyer reaches out to closing day. Whether your buyer comes from a Facebook message, a text, an email, or a referral, the key is having a solid system in place. Using the transcript (:contentReference[oaicite:1]{index=1}), we break down each st...
78: Office Day 01.02.2021 40:11
Episode 78: Why Every Realtor Needs an Office Day In this episode, Katy and Alissa dive into one of the most transformative habits a real estate agent can adopt: the weekly realtor office day. This dedicated block of time allows agents to catch up, get organized, and work proactively instead of reacting to chaos. Inside the episode: - Why agents feel overwhelmed without structured admin time - How...
77: The Real Estate Virtues 25.01.2021 34:53
Episode 77: The Real Estate Virtues – Key Traits for Success In this mindset-focused episode, Katy and Alissa explore the essential virtues Realtors need to thrive in business and better serve their clients. These are learned behaviors—habits that strengthen communication, reduce stress, and create a more joyful real estate career. We discuss: - Why virtues matter in real estate - Simplicity as a...
76: Tax Tips for Realtors 18.01.2021 1:08:54
Episode 76: Tax Tips for Realtors – How to Manage Finances and Reduce Tax Stress In this highly requested episode, Alyssa and Katy sit down with CPA and tax strategist Karen Bahn to demystify the tax side of real estate. Karen specializes in working with realtors and breaks down everything from entity structure to deductions, bookkeeping habits, and quarterly taxes. Inside the episode: - Why new a...
75: The 2020 Buyer/Seller Report 11.01.2021 50:04
Episode 75: The 2020 Buyer/Seller Report – Key Insights for Realtors This episode breaks down the most important findings from the 2020 Buyer/Seller Report, one of the most useful annual studies produced by NAR. Katy and Alissa summarize the trends, buyer behaviors, and seller motivations that shaped 2020—and what realtors need to know moving forward. Inside the episode: - First-time buyer share d...
74: New Year, New You/Working on Your Business, Not in Your Business 04.01.2021 44:19
Episode 74: New Year, New You – It's Time to Get Your Real Estate Act Together This episode is your permission slip to reset your business. Katy and Alissa walk through practical steps to clean up your database, reconnect with past clients, organize your digital life, and refresh your systems so you can start the year strong. Topics we cover: - Cleaning your database and updating contact info - Re...
73: How to Build Your Staging Closet 28.12.2020 45:00
Episode 73: How to Build Your Staging Closet – A Realtor's Guide to Selling Faster Staging can completely transform a listing, and in this episode Katy and Alissa share exactly how to build your staging closet, what items to buy, and how to use staging to improve photos and attract buyers. From budget-friendly décor to honest conversations with sellers, this episode is packed with practical tips e...
72: Our Favorite Things 21.12.2020 40:57
Episode 72: Our Favorite Things – Realtor Holiday Favorites This fun, festive episode is filled with holiday cheer as Katy and Alissa share their realtor holiday favorites—from cozy drinks and décor styles to meaningful traditions, gift ideas, and simple joys that make the season special. Inside the episode: - Peppermint mochas, hot cocoa, and crushed ice obsessions - Minimal vs. maximal holiday d...
71: The "Real Estate Police" 14.12.2020 57:55
Episode 71: Dealing with the Real Estate Police – What Every Agent Should Know In this episode, we sit down with Louisiana real estate commissioner Rick Roberts to demystify the "real estate police." Agents often fear the commission, but Rick explains what they really do, why they exist, and how agents can stay compliant with confidence. What we cover: - The difference between the commission and R...
70: Listener Q&A Part 2 07.12.2020 51:57
Episode 70: Clients, Closings, and Curveballs – Your Real Estate Questions Answered Real estate is full of unexpected problems and surprising wins. In this Q&A episode, Katy and Alissa answer listener questions covering everything from blown-up transactions to lead generation struggles, "as-is" listings, burnout, boundaries, and tough client conversations. Inside the episode: - How to handle faile...
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