Hustle Humbly Podcast cover art

Hustle Humbly Podcast

Hustle Humbly Podcast

By: Alissa Jenkins & Katy Caldwell
Listen for free

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. Economics Leadership Management & Leadership
Episodes
  • 360: Feel-Good Stories from the Field: How to Co-op Well
    Jun 29 2026

    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 of that.

    We are deep in summer and we just needed a little happy boost around here. So instead of another finger-pointy episode about what's going wrong, Katy and I sat down to share some genuine feel-good stories from the field. Stories about what happens when Realtors actually choose community over competition, even when the market makes that harder than it should be.

    This episode is the pep talk you didn't know you needed. Whether you are the listing agent, the co-op agent, the broker, or just someone who has been on the receiving end of a kind gesture, we think you will walk away from this one feeling a little lighter and a lot more inspired to be the agent people actually want to work with.

    Here's what we cover in this episode:

    • How Alissa organized a "speed dating" listing tour with five agents she barely knew and what happened next

    • Why reaching out to strangers in the MLS is not as scary as you think it is

    • The story that went viral-ish: when the agent who lost the listing brought the buyer

    • What to do when you lose a competing listing appointment to a friend

    • Why being the thoughtful co-op agent who calls about the AC or the hole in the ceiling actually matters

    • How listing agents can show up for buyer agents (and why it pays off)

    • The LSU baseball ball signed by a retired player and why a Realtor friend made it possible

    • What happens inside a luxury neighborhood when competing agents decide to run open houses together

    • Why how you exit a brokerage matters just as much as how you enter one

    • What brokers can learn from being gracious when agents leave

    If you have been feeling the pressure to compete instead of connect, this is the episode for you. Your reputation is one of the best tools you have, and being a good co-op agent is one of the fastest ways to build it.

    Key Quotes & Takeaways:

    • "Being a jerk isn't going to make anything better." Alissa

    • "In multiple offer situations, your reputation is one of the best tools you can have." Katy

    • "You get more flies with honey." Katy

    • "How do you want to be talked about? That agent is going to go to their new company and they're going to talk about you." Katy

    • "People are starving for the good. We are just not sharing enough of it." Alissa

    Products, People & Previous Episodes Mentioned:

    • Episode 36: Community Over Competition (hustlehumblypodcast.com/36)

    • Episode 129: How to Be a Good Co-Op Agent (hustlehumblypodcast.com/129)

    • Hustle Humbly Community (hustlehumblypodcast.com/membership)

    Want to toast someone on the show? Send us a voice or video message with your name, who you are toasting, and why! Email it to team@hustlehumblypodcast.com.

    Leave us a review at http://ratethispodcast.com/hustlehumbly

    Get your FREE Database Template: http://hustlehumblypodcast.com/starthere

    Join Hustle Humbly Community! http://hustlehumblypodcast.com/membership

    Email Templates 101: http://emailtemplates101.com

    All Resources: http://hustlehumblypodcast.com

    Submit your topic ideas and toasts to Team@HustleHumblyPodcast.com

    Show More Show Less
    46 mins
  • 359: From Google Sheets to AI: Our Honest Real Estate Tech Stack
    Jun 22 2026

    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 tech stack after a listener wrote in asking what we actually use to run our businesses. Spoiler: the list is still shockingly short. But somewhere between Google Sheets and listing descriptions, we took a turn into AI territory, and y'all, we are not turning back.

    We walk through our bare-bones tech stack (yes, we still use a spreadsheet), talk honestly about how we are each using AI in our real estate businesses right now, and share why keeping things simple is not laziness, it is a strategy. We also get into SEO vs. AEO vs. GEO (yes, GEO is a real thing and it matters), what AI actually pulled up when Alissa searched herself, and the big announcement: Katy is teaching a monthly AI class inside the Hustle Humbly Community starting now.

    If you have been quietly panicking every time someone mentions AI, or if you have been using it already and want to go deeper, this episode is for you.

    Here's what we cover in this episode:

    • The listener email that prompted this episode and our full simple tech stack answer

    • Why simpler systems get used more consistently (and cost less money)

    • Google Sheets, Trello, Canva, email, Google Drive, MLS, and yes, a little AI

    • Transaction management and e-sign tools required by our brokerages

    • How to qualify your tech choices based on the type of business you want to run

    • SEO vs. AEO vs. GEO: what each one means and which one actually matters for your real estate business

    • What happened when Alissa's seller looked her up with AI (hint: reviews matter a lot)

    • How Alissa used ChatGPT to analyze multiple offers and review pre-approval letters

    • Using AI to virtually stage photos, repaint rooms, and show sellers the vision

    • How Katy used Claude to turn listing appointment notes and photos into a beautiful PDF checklist for a seller

    • The Plaud device that listens to your appointments and summarizes them

    • Why shiny tools do not fix broken habits

    • Claude vs. ChatGPT: what is different and why Katy made the switch

    • Projects, skills, and co-work inside Claude explained simply

    • The new monthly AI class inside the Hustle Humbly Community for $25/month

    • Why your Google reviews are your most important AI visibility tool right now

    Key Quotes & Takeaways:

    • "Shiny objects feel productive, but they can delay real progress." Alissa

    • "New tools do not fix broken habits. If you have systems in place that you're not using, a new system is not going to help you." Alissa

    • "As long as you're running your business like a business and getting reviews from people, the internet and the AI are going to pick up on that." Alissa

    • "You can not ask for more business if you are not taking care of the business you already have." Alissa

    • "Using AI well will probably cut your task in half." Katy

    Products, People & Previous Episodes Mentioned:

    • Episode 8: Tech Tools for Real Estate (hustlehumblypodcast.com/8)

    • Google Sheets (free)

    • Trello (free)

    • Canva (free and paid)

    • Google Drive (free and paid)

    • ChatGPT (chatgpt.com) paid plan ~$20/month for photo editing

    • Claude / Claude.ai (claude.ai) paid plan ~$22/month

    • MLS e-sign (included with board dues)

    • Dotloop (e-sign & transaction management)

    • SkySlope (transaction management)

    • Hustle Humbly Community (hustlehumblypodcast.com/membership)

    • Email Templates 101 (emailtemplates101.com)

    Want to toast someone on the show? Send us a voice or video message with your name, who you are toasting, and why! Email it to team@hustlehumblypodcast.com.

    Leave us a review at http://ratethispodcast.com/hustlehumbly

    Get your FREE Database Template: http://hustlehumblypodcast.com/starthere

    Email Templates 101: http://emailtemplates101.com

    All Resources: http://hustlehumblypodcast.com

    Submit your topic ideas and toasts to Team@HustleHumblyPodcast.com

    Show More Show Less
    45 mins
  • 358: Who Actually Has to Sign? How to Protect Your Business
    Jun 15 2026
    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 to sell? This episode is your reminder that verifying identity in real estate transactions is not optional, and the stories in this one will make sure you never forget it. We are diving into a topic that sounds logistical but is actually one of the most important things you can do to protect your business: making sure you have the right signatures on the right documents from the very beginning. From buyer representation agreements to estate listings, from fraud prevention to identity verification, we are sharing real stories, real mistakes, and real solutions. Katy kicks things off with a wild story from a colleague whose buyers turned into a commission battle because a college daughter signed a buyer rep agreement with a Zillow agent while mom and dad were out of town. The result? A 50/50 commission split and a hard lesson learned. Alissa shares her own recent experience with a couple where the husband flat out refused to sign, plus the story of how a cash-paying dad showed up at closing and threw off her compliance paperwork entirely. We also get into estate sales, listing fraud on vacant land, power of attorney misconceptions, and why asking for a copy of someone's driver's license is never overstepping. Here's what we cover in this episode: - Why the buyer rep agreement is only as strong as the names on it - How to find out who will actually be on title before you start showing homes - What to do when only one party in a couple signs your buyer representation agreement - The procuring cause nightmare that the buyer rep agreement was supposed to fix - A first-hand story about a husband refusing to sign and how Alissa handled it - When a dad swoops in with cash at closing and suddenly you have the wrong buyer on paper - How to protect yourself when listing inherited or estate properties - Why you should ask for a copy of the will and contact the succession attorney before you list - What happens when a succession is not complete and your listing cannot legally sell - Vacant land fraud: the growing scam where someone pretends to be the seller - The truth about power of attorney and why you cannot do a POA for a POA - Why asking for a driver's license is not rude; it is just good business - How to use your broker as a buffer when clients push back on signing - Toasting Syed, a Realtor in Virginia who came to the US in 2022 as a US Army ally and grew from 2 transactions to 12 under contract for 2026 Key Quotes & Takeaways: - "The question isn't necessarily who's the buyer. Who do you see on the title? Who is going to be on the title?" Katy - "No one tosses up a fuss who is legit. If you say I need a copy of your driver's license and they say no, just push back. These are legal documents. I must verify your identity." Alissa - "If you cave at their first request, which goes against how you run your business, they are going to run the rest of the show." Katy - "This rep agreement is getting signed. It's the law." Alissa - "Clear, sincere communication matters more than perfect English." Syed (via Katy) Products, People & Previous Episodes Mentioned: - Episode 190: Wire Fraud and Real Estate Fraud with Nikki (title attorney) (hustlehumblypodcast.com/190) - Episode 317: Realtor Safety (hustlehumblypodcast.com/317) - Hustle Humbly Community (hustlehumblypodcast.com/membership) Want to toast someone on the show? Send us a voice or video message with your name, who you are toasting, and why! Email it to team@hustlehumblypodcast.com. Leave us a review at http://ratethispodcast.com/hustlehumbly Get your FREE Database Template: http://hustlehumblypodcast.com/starthere Email Templates 101: http://emailtemplates101.com Agent Systems 101: http://agentsystems101.com All Resources: http://hustlehumblypodcast.com Submit your topic ideas and toasts to Team@HustleHumblyPodcast.com Music: Straight A's by Connor Price → https://connorprice.shop/ The Good Life by Summer Kennedy → https://soundcloud.com/summerkennedy/the-good-life Be The One by Matrika → https://uppbeat.io/t/matrika/be-the-one
    Show More Show Less
    40 mins
adbl_web_anon_alc_button_suppression_t1
No reviews yet