Real estate looks cute on Instagram. The closing photos. The sold signs. The champagne.

But what about the divorce listings?
The commission conflicts.
The late-night “we have a problem” texts.
The moments when your personal life is falling apart, and you still have to show up.

In this episode, we’re talking about the messy side of real estate.

We get into:

• Navigating emotionally heavy transactions

• When clients make it personal

• Feeling undervalued

• Hard days and still showing up to work

• Leadership, favoritism, and brokerage optics

• The pressure of being “on” all the time

• Why messy seasons usually mean growth

If you’ve ever felt stretched thin, misunderstood, or emotionally beat up in this industry, this one’s for you.

Because messy doesn’t mean you’re failing.
It usually means you’re leveling up.

Pour a drink. Take a breath. Let’s talk about it

Statistically, most podcasts don’t make it this far… but consistency, chaos, and a little trauma bonding apparently go a long way.

In this special 50th episode, we’re doing something different. No industry hot takes. No real estate drama. Just us.

We ask each other the deep questions:

• The childhood stuff that shaped us (for better or worse)

• Divorce, healing, and learning what real partnership actually looks like

• Motherhood, teen pregnancy, IVF, and the parts we don’t usually say out loud

• Depression, control, resilience, and rebuilding confidence

• What we hope our kids learn by watching the lives we’re building now

This one is raw. It’s reflective. It’s probably our most vulnerable episode yet.

If you’ve ever wondered who we really are behind the mics , this is it.

Pour a drink. Take a breath.
Cheers to 50, baby

Part 2 with Ryan Woodruff

Leadership gets talked about a lot, but not always honestly.

In Part 2 of our conversation with Ryan Woodruff, we go a layer deeper into what leadership actually feels like when you’re the one carrying the weight. We talk personality types, leading across generations, and why high performers often struggle the most with confidence, burnout, and feeling like they always have to be “on.”

This episode is really about perspective - learning how to find your voice, manage your energy, and shift your mindset as your role grows. Ryan challenges the idea that leadership is about choosing between your success or your team’s success, and instead reframes it as both.

If you’ve ever felt stretched thin, questioned your confidence, or wondered how to lead without losing yourself in the process - this one will hit.

We cover:
• Personality types & leadership styles
• Multi-generational teams
• Confidence struggles of high performers
• Finding your voice as a leader
• Energy management & burnout
• Mindset shifts that actually matter

This episode is honest, grounding, and a reminder that leadership isn’t about being perfect - it’s about being aware.

✨ Connect with us:
Follow along on social for behind the scenes clips, real life leadership convos, and everything we don’t always say on the mic.

Shop our favorite tools, books, and everyday must-haves in our Amazon Storefront - everything we actually use and love.

And if you’re looking for systems, education, and real-talk business support, check out Hustle Humbly Podcast and use code AFTERHOURS at hustlehumblypodcast.com for exclusive savings.