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... more

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The podcast currently has 385 episodes available.

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Number 1: 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 estate transaction, and it's happening more than ever right now. Everyone has a hundred tabs open in their brain, clients are getting information from a dozen different places, and somehow we're still expected to be the ones who keep it all straight. We start with the basics: verifying who your actual client is (still learning that lesson years in), and why "I sent the email" is not the same as "they read the email." Alissa shares her blind copy and snooze trick for following up on important messages, plus how she handles group texts and email chains when there's a spouse, a divorce, or a court-ordered communication app involved. Then we get into a story from Alissa's very first listing appointment as a brand new agent, and the lesson in taking the high road instead of over-explaining or defending yourself when a client questions you. We also talk about voice notes, why tone gets lost the second you're not talking to someone in person, and the very real, very current problem of clients running everything through ChatGPT before they even talk to us. Katy tells the story of a seller's AI-drafted repair response that read as cold and rude, the two hours she spent recategorizing repair costs on a Saturday morning to try to save the deal, and how the whole thing resolved itself while she was feverishly working. It's a good reminder that in this market, we have to be more prepared than ever, because our clients are showing up to conversations having already asked the machine first. Here's what we cover in this episode: Why "I sent it" doesn't mean "they read it," and the blind copy and snooze trick for following up Verifying who your actual client is before you assume everyone already knows Keeping everyone in the loop with group texts and email chains A story from Alissa's very first listing appointment Why voice notes are becoming a go-to for tone when a text or email just won't cut it How a couple's phone consultation revealed they weren't even on the same page about buying A seller's AI-drafted repair response that read as cold and rude, and what it took to smooth it over Why you have to assume every text, email, and voice note gets forwarded to someone else Why clients are checking with ChatGPT before they check with you, and what that means for how prepared you need to be The importance of being the calm, confident, professional voice in every transaction, especially now Key Quotes & Takeaways: "You have to assume everything you text and email and say is forwarded." Alissa "The tone from the machine was not going to work in a real life scenario." Katy "We now more than ever need to be the boss." Alissa "Your client needs to know what you know to make the best decision." Katy "It's a fine line between too much and too little." Katy Products, People & Previous Episodes Mentioned: Episode 358: Who Actually Has to Sign? How to Protect Your Business (hustlehumblypodcast.com/358) Never Split the Difference by Chris Voss Trello (for tracking your pipeline) Want to toast someone on the show? Send us a voice or video message with your name, who you're toasting, and why! Email it to [email protected]. 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 [email protected]
August 31, 202649min
Number 2: 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 in real estate at all, and we love hearing how this podcast has still helped your business. So today we're speaking straight to the masses. We made ourselves a rule: no saying "real estate," "realtor," "buyer," or "seller" for the whole episode (we mostly stuck to it). Because the truth is, whatever your business is, the fundamentals are the same: attract people, convert them, take really good care of them, stay in touch, know your numbers, and build systems so you don't have to start over every single Monday. We're walking through nine categories that apply to literally any business, from a hairdresser to a landscaper to a lawyer to an Etsy shop owner. We share real stories (including a dentist who ghosted Katy without so much as a goodbye, and a yard service that over-communicated its way into her heart during a rain delay), and we break down exactly what separates a business that thrives from one that closes after two months. If this one resonates, send it to a friend who isn't in real estate. We promise it still applies. Here's what we cover in this episode: Know how your business actually works: the attract, convert, deliver framework and why most people get stuck avoiding the "convert" (aka sell) part Set expectations before they become problems: business hours, response times, cancellation policies, and why an auto-email-responder can save your sanity Make decisions once and repeat them: email templates, pricing, and writing your own standard operating procedures Communicate clearly: admitting mistakes, having hard conversations, and why "the customer is always right" isn't actually true Know your numbers: cost to acquire a customer, profit after expenses, and why being busy isn't the same as being profitable Treat past customers as an asset: staying top of mind, asking for reviews and referrals, and why repeat business beats chasing new leads every time Make your marketing easy to understand: sounding like a human instead of an industry brochure Protect your time: shutdown routines, office hours, and why your business shouldn't require 24/7 access to you Professionalism is a competitive advantage: showing up, following through, and answering your messages Key Quotes & Takeaways: "You cannot ask for more business if you are not handling the business that you have right now." Alissa "Being good at your craft and being good at running your business are two different skills." Katy "It's tricky being an entrepreneur because all sides of the brain are needed." Alissa "It is so easy to confuse being busy with being profitable." Katy "You don't have to be the best at what you do. You just have to do what you say you're going to do." Alissa Products, People & Previous Episodes Mentioned: Emily Ley / The Simplified Planners (referenced for her "make the decision once" philosophy) Episode 17: What to Do When You Are New OR Slow Want to toast someone on the show? Send us a voice or video message with your name, who you're toasting, and why! Email it to [email protected]. 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 [email protected] 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
September 07, 20261h 12min
Number 3: 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 intake, boundaries, and buyer and seller consultations, because honestly this topic touches almost every system we've built our businesses on. Lately we've both had new clients come to us in a completely different state than we're used to. Ready to go, no pre-approval, no idea what the process actually looks like, and a whole lot of whiplash for us. We walk through exactly how we intake a brand new buyer starting with that very first phone call, why pre-approval has to happen before we ever get in the car, and how the buyer representation agreement fits into that conversation. We share the story of a buyer we've worked with off and on since 2018 (yes, eight years), a listing referral that nearly fell apart over price, and a listing appointment where being honest about a renovation almost cost the job... until it didn't. If you've been letting your own rules slide because you're busy, or slow, or scared of losing a referral, this one is your permission slip to take control back from the very first conversation. Here's what we cover in this episode: Why client intake, boundaries, and buyer and seller consultations all overlap What to do when a brand new buyer wants to see a house before you've even met How to explain the buyer representation agreement without scaring people off Why pre-approval needs to happen before the buyer consultation, not after The "may I have a preferred lender call you" question that actually gets buyers moving A story about learning the hard way to meet at a seller's house before showing them other homes Why a referral doesn't automatically mean you have a real client A listing interview where honesty about an overpriced renovation almost cost the appointment Why fair housing means running your process the exact same way every single time What to do when a seller's neighbors are talking, and it starts affecting your reputation Key Quotes & Takeaways: "I don't like to list houses. I like to sell them." -Alissa "I want you to find somebody that you like, that you trust." -Alissa "Just because they sent you a human doesn't mean they sent you a client." -Katy "It's really up to you what you can endure." -Katy "You have to do it the same every time, whether you're busy or you're slow." -Alissa Products, People & Previous Episodes Mentioned: Episode 113: Be the Boss (hustlehumblypodcast.com/113) Episode 210: Buyer Consultation (hustlehumblypodcast.com/210) Episode 143: Working with Sellers: Pre-Listing Prep (hustlehumblypodcast.com/143) Episode 79: Buyers, Buyers, Buyers (hustlehumblypodcast.com/79) Episode 365: Check Yourself Before You Wreck Your Business (hustlehumblypodcast.com/365) Build Your Own Business (BYOB), live starting September 8th (hustlehumblypodcast.com/byob-waitlist) Hustle Humbly Community (hustlehumblypodcast.com/membership) This episode's toast is from Allison, honoring her mom, April Jeera, a Realtor in the Austin and San Antonio areas and president-elect of the Women's Council of Realtors Austin. Want to toast someone on the show? Send us a voice or video message with your name, who you're toasting, and why! Email it to [email protected]. 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 [email protected]
August 24, 20261h 9min
Number 4: 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 fashioned database. So we're celebrating the only way we know how: talking database again! If you're new here, this is your sign to go listen to Episode 9, the original database episode, and grab our free database template at hustlehumblypodcast.com/starthere. But if you already have a database, this episode is for you, because today we're not building one, we're mining it. We walk through the questions you need to ask yourself about your own database (when's the last time you actually opened it and read through it?), the two check-in messages every agent should be sending, and how to go name by name to figure out who's a buyer, who's a seller, and who's sitting on a referral you haven't asked for yet. We even share our own numbers. One of us found that 6.5% of our database has sent more than one referral, the other found 4.7%. Here's what we cover in this episode: Why you can never truly be "done" with your database The "who do you know" list and how it helps you refresh who belongs on there Why someone who makes you dread seeing their name shouldn't be on your list The two check-in messages to send. A real story about an email that went out to 390 contacts and got 20 responses, no call to action needed Why "everybody already knows a Realtor" is a story you're telling yourself Adding a referral column to track who sends you repeat business How to use closed dates to figure out who's warming up to move again Moving people up the "thermometer" from cold to warm to hot How to track and thank your referral sources so they keep sending more The exercise we did before recording: going through our own databases and finding our repeat referrer percentage Action steps to open your database this week and start sorting Why database is still the best business insurance you have against "the machine" A sneak peek at Build Your Own Business, our live database class starting September 8th Key Quotes & Takeaways: "You can never be done with your database." "If there is someone in your database that makes you go, oh, I don't want to get to this name, they shouldn't be there." "When your business is struggling, database is the answer." "You have to be better than the machine." Products, People & Previous Episodes Mentioned: Episode 9: How to Use Our Database (hustlehumblypodcast.com/9) FREE Database Template (hustlehumblypodcast.com/starthere) Build Your Own Business (BYOB), live starting September 8th Atomic Habits by James Clear Want to toast someone on the show? Send us a voice or video message with your name, who you're toasting, and why! Email it to [email protected]. 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
August 17, 202641min
Number 5: 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 what we are digging into today. When you work for yourself, nobody is forcing you to audit your business. You just stay in it instead of working on it. So we decided to hold up a mirror and do a full accountability check in, together, out loud, on the mic. We walk through the same audit questions we ask ourselves: did I actually do the thing, did I do it once or consistently, did I have a follow up plan, am I measuring results too soon, and did I tell people what I do and how I help. We use a real case study (73 hand written letters to one neighborhood) to show exactly how this plays out, then we take you through marketing, database, consistency, ROI, and real life scenario audits including the gym, your sphere, and past clients who used another agent. Here's what we cover in this episode: Why "hiding behind busy work" isn't the same as growing your business The real reason your business "clock" hasn't started (and why it now takes closer to four years, not three, to really get momentum) The five big questions to ask before you decide something "worked" or "didn't work" A live case study auditing Alissa's 73 hand written letters to one neighborhood Why doing something once is never enough to judge results How to build a real follow up plan instead of just hoping something works Auditing your general marketing activities and tracking your actual ROI Why comparing yourself to the other agents in your market is a trap How to know if you're giving something enough time before you quit The database and relationship questions every agent should be asking Why adding new people to your database in the last 30 days matters The consistency check: are you working every week, or only when it's slow? Real life scenario audits: lost past clients, mailers that didn't work, and sphere referrals Why the gym, school, or church community isn't producing referrals (and what actually will) What to ask yourself when marketing spend didn't produce results The "then what" question that changes everything about your follow up Why relationships, not transactions, are the real long game in real estate Key Quotes & Takeaways: "If you've been in the business for five years and you've never treated it like a business or had systems in place and tracked what you're doing, I hate to tell you, but your clock hasn't started." - Alissa "You're not working on it, you're working in it." - Katy "Preparation is the highest form of procrastination." - Alissa "It's like you keep saying, then what?" - Alissa "We should enjoy our marketing. It should feel natural to you. It should be your vibe. And that is how you connect with people." - Katy Products, People & Previous Episodes Mentioned: Hustle Humbly Community (hustlehumblypodcast.com/membership) Episode 17: What to Do When You Are New OR Slow Episode 19: all about consistency Leave us a review at RateThisPodcast.com/HustleHumbly Get your FREE Database Template Email Templates 101 All Resources Submit your topic ideas and toasts to [email protected].
August 03, 202659min