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Hustle Humbly Podcast

165: Working with Friends and Family

Hustle Humbly Podcast

Alissa Jenkins & Katy Caldwell

Entrepreneurship, Business

4.9916 Ratings

🗓️ 3 October 2022

⏱️ 61 minutes

🧾️ Download transcript

Summary

Working with friends and family sounds like it should be easy… but it's often anything but.

In this episode, we're breaking down how to keep it professional with people you know—from getting them to choose you as their agent to navigating the transaction without damaging the relationship.

Because here's the truth: mixing business and personal life can get messy fast… unless you have clear systems, communication, and boundaries in place.

We're sharing real-life scenarios, mindset shifts, and practical strategies to help you avoid awkward situations, protect your time, and still deliver an incredible client experience.

If you've ever felt pressure to work with friends and family (or frustration when they didn't choose you), this episode will give you a healthier, more professional approach.

Here's what we cover:

-Why you can't expect friends and family to automatically use you  
-How to ask for their business without making it awkward  
-Why rejection from people you know isn't personal :contentReference[oaicite:0]{index=0}  
-How to handle it when someone chooses another agent  
-The two sides of this topic: getting the client + working the transaction  
-Why working with friends can feel more high-pressure than strangers  
-The importance of treating them like any other client  
-How your systems create consistency and professionalism  
-Why skipping your process leads to problems  
-How to set boundaries without damaging relationships  
-What to say when friends text or call outside business hours  
-Why not every friend or family member is a good client fit  
-When it's okay to refer them out (and why that protects your relationship)  
-How to avoid "looky-loo" situations with people wasting your time  
-Why you must communicate how and when you get paid  
-How to stay top of mind without being salesy  
-Ideas like CMAs, vendor lists, and asking for advice  
-Why some people will never refer you (and that's okay)  
-How to identify and appreciate your true advocates  
-The importance of not oversharing or complaining about your business  
-Why professionalism builds trust—even with people closest to you  

Resources & Mentions:

-Episode: Be the Boss  
-Episode: What to Do When You're New or Slow  
-Email Templates 101  

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

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

All Resources: http://hustlehumblypodcast.com  

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

Music:  
Straight A's by Connor Price  
The Good Life by Summer Kennedy  
Be The One by Matrika

Transcript

Click on a timestamp to play from that location

0:00.0

Y'all, the wait is over! Black Friday Deal Week is here!

0:06.0

It's time to snag all the hustle-humbly goodness you've been eyeing.

0:09.5

Just head over to our website for the exclusive savings.

0:13.0

This is our biggest sale of the year, perfectly time to help you prepare for a prosperous 20-25.

0:19.5

Now is the time to get the tools you need to put systems in place and run your business more

0:24.2

efficiently.

0:25.4

Don't miss each day's deal.

0:27.5

Visit hustle humblypodcast.com slash deals and start shopping now.

0:32.5

That's hustle humblypodcast.com slash deals.

0:44.3

This isn't going to be the friend package.

0:46.1

This is going to be the real deal.

0:48.7

Right.

0:51.0

And I don't want you crying to me later saying you have nowhere to go.

0:51.4

Right.

0:53.1

And that was definitely going to happen.

0:58.2

They know you're drinking your wine and watching The Bachelor.

0:58.6

Yeah.

1:00.0

It's like you're not that busy.

1:00.5

Right.

1:05.3

I feel like I only have failure stories, so I apologize.

1:12.0

Like, I can't come to a mom's birthday because I have to work.

1:14.9

Hi, y'all.

...

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