Hustle Humbly Podcast

307: What to Do When Real Estate Gets Hard


Listen Later

Beginner’s luck was real—but it’s not forever. If you got into real estate during the pandemic boom years, chances are you saw fast wins and easy closings and you might’ve thought, “Wow, this job is amazing!” But now, things feel different. Harder. Slower. And maybe you're wondering… “Do I even have what it takes?”

In this episode, we’re having an honest, sometimes tough-love chat about what it really takes to make it in real estate today. We’re sharing our own early career stories: what worked, what didn’t, and why survival back then looks a lot like what it takes now.

We’re talking about the shift from pandemic market momentum to today’s unpredictable reality and why so many agents are feeling lost, confused, and ready to walk away. If you're in that spot, we want to help you find clarity (not just blind motivation).

We cover:

  • The hard truth about beginner’s luck

  • What it means to truly commit to a real estate business

  • Why some agents succeed and others don’t

  • How to know if it’s time to quit—or double down

  • Real questions to audit your situation honestly

  • The shift from “I want to” to “I need to make this work”

  • Why having a backup plan can actually hurt your chances

This episode is for you if:

  • You’re thinking about leaving the business (but feel guilty or unsure)

  • You’re wondering if this slump is just temporary or a sign

  • You want to stop spinning your wheels and start working a real plan

This one might sting a little—but we promise it’s full of encouragement, clarity, and direction too. Consider this your wake-up call and pep talk rolled into one.

 

 

💬 Key Quotes & Takeaways

“Just because you want something doesn’t mean it’s going to happen—you need a plan, not just a dream.” — Alissa

“You have to treat real estate like a business, not a fantasy.” — Katy

“Beginner’s luck gave you experience—now you need to put in the work.” — Katy

“Stop waiting for a magic turnaround. This is the new market. Are you in or are you out?” — Alissa

“The first three years aren’t about making money—they’re about showing up every single day, whether it’s easy or not.” — Katy

Products, People & Previous Episodes Mentioned:

  • Episode 1–3: Our Origin Stories

  • Episode 38: Where Our Business Comes From

  • Episode 73: The Staging Closet

  • Episode 119: Interview with a Builder

  • Episode 198: Real Estate Side Hustles

  • Episode 271: Should You Renew Your License?

  • Episode 304: Listener Q&A Pt. 1

  • Episode 306: Listener Q&A Pt. 2

  • Real estate email templates: hustlehumblypodcast.com/templates

  • Trello (for task/project management): hustlehumblypodcast.com/trello

  • Excel or spreadsheets for budgeting early in your career

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 [email protected]

...more
View all episodesView all episodes
Download on the App Store

Hustle Humbly PodcastBy Alissa Jenkins & Katy Caldwell

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

851 ratings


More shows like Hustle Humbly Podcast

View all
BiggerPockets Real Estate Podcast by BiggerPockets

BiggerPockets Real Estate Podcast

16,790 Listeners

Real Estate Rockstars Podcast by Aaron Amuchastegui

Real Estate Rockstars Podcast

884 Listeners

Real Estate Training & Coaching School by Tim & Julie Harris - Real Estate Coaches

Real Estate Training & Coaching School

686 Listeners

The Tom Ferry Podcast Experience by Tom Ferry

The Tom Ferry Podcast Experience

1,132 Listeners

It's a Good Life by Brian Buffini

It's a Good Life

2,527 Listeners

The Goal Digger Podcast | Top Business and Marketing Podcast for Creatives, Entrepreneurs, and Women in Business by Jenna Kutcher

The Goal Digger Podcast | Top Business and Marketing Podcast for Creatives, Entrepreneurs, and Women in Business

12,055 Listeners

THE ED MYLETT SHOW by Ed Mylett | Cumulus Podcast Network

THE ED MYLETT SHOW

14,052 Listeners

The ONE Thing by Keller Podcast Network

The ONE Thing

1,109 Listeners

Keeping It Real Podcast • Secrets Of Top 1% REALTORS ® • Interviews With Real Estate Brokers & Agents by D.J. Paris

Keeping It Real Podcast • Secrets Of Top 1% REALTORS ® • Interviews With Real Estate Brokers & Agents

262 Listeners

Massive Agent Podcast by Dustin Brohm

Massive Agent Podcast

334 Listeners

The Ninja Selling Podcast by Ninja Selling

The Ninja Selling Podcast

312 Listeners

HousingWire Daily by HousingWire

HousingWire Daily

160 Listeners

Marketing Bar by Chelsea Peterson

Marketing Bar

67 Listeners

The Millionaire Real Estate Agent | The MREA Podcast by Keller Podcast Network

The Millionaire Real Estate Agent | The MREA Podcast

353 Listeners

Modern Agent Marketing Girls by Chelsea Petersen & Kayla Fox

Modern Agent Marketing Girls

21 Listeners