Hustle Humbly Podcast

By: Alissa Jenkins & Katy Caldwell
  • Summary

  • 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.
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Episodes
  • 299: Consistency Over Motivation
    Apr 28 2025

    Feeling a little too “relaxed” in the name of boundaries? This one's for you.

    We’ve talked a lot about boundaries, self-care, and rest—but let’s not forget: real estate is still a job. And if you’re not working, you’re not getting paid.

    In this very real, very necessary pep talk, we’re talking about something a lot of agents need to hear right now: get to work. Whether the market has slowed, your motivation is fizzling, or you’re stuck in an “I’ll start next week” loop, this episode is your reminder that consistency—not motivation—is the real secret to success.

    Yes, we believe in work-life balance. Yes, we’re fans of boundaries. But if you’re calling “watching Netflix on a Tuesday” your professional day off… it might be time for some tough love.

    🎧 In this episode, we’re diving into:

    • The difference between rest and avoidance

    • What to do when your motivation is MIA

    • How to stop “fizzling” after big events or ideas

    • Why many agents self-sabotage with poor time management

    • How to be honest about your productivity and stop lying to yourself

    • The connection between consistency and confidence

    • How to use 10-minute tasks to get momentum going

    • The REAL start of your 1–3 year journey to real estate income

    We’re also sharing real stories about using your time wisely, knowing when to take a break and when to get back to it, and how to rate your networking game on a scale of 1 to 10 (spoiler alert: sitting in the back and talking to no one is not a 10).

    If you’ve been floating around wondering why business is slow, it might be time to look in the mirror. Let us help you gently—but firmly—snap out of it and get back to work.

    🔑Key Quotes/Takeaways

    “Boundaries and work ethic are not the same thing. And they can absolutely coexist.” – Alissa

    “The clock doesn’t start until you start working.” – Katy

    “Adaptability is the way of consistency.” – James Clear (quoted by Katy)

    “If you haven't gotten a paycheck in three months, you're unemployed.” – Connie, Alissa’s broker

    “Most daily actions evaporate. Some accumulate.” – James Clear

    Products, People & Previous Episodes Mentioned:

    • Hustle Humbly Buyer & Seller Checklist https://hustlehumblypodcast.com/checklist

    • Episode 9: Your Database

    • Episode 17: What to Do When You’re New or Slow

    • Episode 135: What to Do When You Don’t Know What to Do

    • Book: Atomic Habits by James Clear

    • Book: The Go-Giver by Bob Burg & John David Mann

    Leave us a review at ratethispodcast.com/hustlehumbly

    Get your FREE Database Template

    Email Templates 101: emailtemplates101.com

    Build Your Own Business 101: hustlehumblypodcast.com/byob

    Agent Systems 101: agentsystems101.com

    All Resources: hustlehumblypodcast.com

    Submit your topic ideas and toasts to team@hustlehumblypodcast.com

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    52 mins
  • 298: Real Estate Bias You Don’t Notice
    Apr 21 2025

    Sweaty palms? That might be your sign to lean in.

    We’re back with a special Fair Housing Month episode, and this time we brought in a very special guest: Molly Mair from Eugene, Oregon—a former teacher turned Realtor and now a brokerage owner, DEI committee chair, and all-around fierce advocate for fair housing.

    We first met Molly at a conference in California (shoutout to her adorable sun-logo mugs and shared love for data nerdiness 🫶), and we instantly knew she had a perspective worth sharing. In this chat, she helps us unpack the real-life, real-estate side of fair housing—from inclusive buyer consults to those awkward seller jokes that need shutting down (politely but firmly!).

    Fair housing isn’t just something you cram into a continuing ed course. It’s something we live and breathe in our day-to-day business, and Molly shows us exactly how she does that—with heart, systems, and a little trial and error.

    🎧 In this episode, we chat about:

    • What to say (and NOT say) when clients ask about neighborhoods and schools

    • How Molly navigates buyer consults with inclusivity in mind

    • The difference between being a “nice” agent and a fair one

    • Tips for communicating with escrow and title for smoother, more respectful closings

    • The power of reflection when you get it wrong (because you will sometimes!)

    • Grants and tools available to help your DEI efforts in real estate

    • How to handle sellers who want to choose buyers for the wrong reasons

    • What it means to be a fair housing agent—and why it should be on your resume

    Whether you're already passionate about fair housing or feeling nervous to say the wrong thing, this episode is for you. It’s full of honest moments, practical ideas, and motivation to just start—even if it’s a little uncomfortable at first.

    🎉 Toast of the episode goes to Realtor and fair housing advocate Ashley Contreras!

    Products, People & Previous Episodes Mentioned:

    • Hustle Humbly Trello Training (Free on YouTube! Just search "Hustle Humbly Trello")

    • Implicit Bias Test (Referenced for self-reflection on bias)

    • Fair Housing 2.0 Course

    • At Home With Diversity Course

    • Documentary: The Vanport Flood (Available on YouTube)

    • Bias Override Training (Referenced as a valuable educational opportunity)

    • Book: So You Want to Talk About Race by Ijeoma Oluo

    🔑Key Quotes/Takeaways

    "Sweaty palms? That’s your sign to lean in." — Katy

    "People can’t dispute a spreadsheet. Be consistent and treat every transaction the same." — Alissa

    "If you want to break the rules, you won’t be breaking them with me." — Molly

    "I’m not a DEI expert, but I’m an advocate—and that means I keep showing up and learning." — Molly

    "What do we lose by including more people? Nothing. We just make the table bigger." — Molly

    Leave us a review at ratethispodcast.com/hustlehumbly

    Get your FREE Database Template

    Email Templates 101: emailtemplates101.com

    Build Your Own Business 101: hustlehumblypodcast.com/byob

    Agent Systems 101: agentsystems101.com

    All Resources: hustlehumblypodcast.com

    Submit your topic ideas and toasts to team@hustlehumblypodcast.com

    Show more Show less
    51 mins
  • 297: Cancellations and Crying Sellers
    Apr 14 2025

    Everything is… Awful?! A Real Estate Rant (with Purpose)

    We’ve been your resident cheerleaders for almost 300 episodes—offering encouragement, positive vibes, and practical tips. But sometimes... you just need to vent. And today? We're taking a moment to do exactly that—professionally, of course.

    In this episode, we’re laying it all out: the contracts that keep falling through, the sellers who are spiraling, the buyers ghosting after inspections, and the agents who just won’t communicate. The market feels off, and if you’ve been wondering whether you’re the only one questioning your sanity—spoiler alert: you’re not.

    From real-life stories of canceled contracts that could’ve been saved (with just a tiny bit of cooperation), to stats that prove the cancellation trend is real, we’re spilling it all. We’re not giving up—we’re just giving ourselves permission to admit that this job is hard right now.

    In this episode we’ll chat about:

    • Why deals are falling apart after inspections (even when there’s nothing wrong)

    • What happens when communication doesn’t happen between agents

    • How to support your spiraling sellers without losing your own mind

    • The surprising emotional toll of constant cancellations

    • The importance of a strong pre-listing consultation (and making sellers do their homework)

    • Buyer behavior in 2025: why everything feels more fragile

    • Real-time stats on cancellation rates and why they matter

    If you’ve had a seller cry, a buyer back out for no reason, or you’re just wondering if this is the twilight zone of real estate—this episode’s for you. We’re with you, we hear you, and we’re in the trenches right alongside you.

    Products, People & Previous Episodes Mentioned:

    • Episode 48: Taking Emotions Out of Real Estate

    • Episode 169: When Your Listing Expires

    • Episode 292: How to Keep Deals From Falling Apart

    • Redfin January 2025 Cancellation Report: https://www.redfin.com/news/home-purchase-cancellations-january-2025

    🔑 Key Quotes & Takeaways

    “I woke up heavy, which I haven’t done in a long time.” – Alissa

    “Buyers are out here treating contracts like optional RSVPs.” – Katy

    “You can’t predict which repair item will be the one that kills the deal.” – Alissa

    “You have to care about your clients, but you can’t carry the weight of the world.” – Katy

    “Even a dumpster fire warms up something.” – Alissa (…kind of profound, actually)

    Leave us a review at ratethispodcast.com/hustlehumbly

    Get your FREE Database Template

    Email Templates 101: emailtemplates101.com

    Build Your Own Business 101: hustlehumblypodcast.com/byob

    Agent Systems 101: agentsystems101.com

    All Resources: hustlehumblypodcast.com

    Submit your topic ideas and toasts to team@hustlehumblypodcast.com

    Show more Show less
    1 hr and 6 mins
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LOVE this podcast!

I absolutely love this podcast! I listen to ALL of them and always learn something new from them. I love the stories, experiences and just everything they do for agents. They share real life experiences so we know how to handle sticky situations. They have extra programs I’ve also gotten which are amazing too. I tell every agent about this podcast and how awesome these ladies are!! Can’t say enough good things about them!

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