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Side Hustle School

Ep. 3222 - First $1,000: “CRM Makeovers” for Real Estate Agents

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 27 October 2025

⏱️ 8 minutes

🧾️ Download transcript

Summary

In this week’s First $1,000 segment, meet the HubSpot whiz who charges Realtors $500 for a three-hour CRM detox—merging duplicates, tagging leads, and automating follow-ups before lunch.

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.

Show notes: SideHustleSchool.com

Email: [email protected]

Be on the show: SideHustleSchool.com/questions

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com

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Transcript

Click on a timestamp to play from that location

0:00.0

You know that customer reviews can have an enormous impact on your business. And you probably know this as a customer as well. When you go shopping for something, don't you look at the reviews? You might even filter them by star rating. You might see what people like, what they don't like. So if you want to have good reviews, if you want to have great reviews, it really helps to automate your process. And that's something our longtime partner, ShipStation, can help with.

0:21.5

They can grow with you.

0:22.6

They can help you deliver five-star customer experience with industry-leading scalable

0:26.7

features.

0:27.7

Wow your customers and get rave reviews with cheaper, faster, and better shipping.

0:31.8

Upgrade to ShipStation today to get a 60-day free trial at Shipstation.com.

0:35.8

Just use Code Hustle.

0:36.8

There's no credit card or contract required.

0:39.4

You can cancel any time. Shipstation.com code hustle.

0:46.0

Lemonada.

0:50.7

Today's featured storyteller works full-time in marketing operations.

0:58.0

They spend a lot of the weekday elbow deep in HubSpot. HubSpot is a tool, a database,

1:04.0

customer relationship, management, etc. But after watching his realtor friend drown in a sea

1:09.6

of duplicated contacts and unread follow-up tasks,

1:13.1

he realized something.

1:14.7

Real estate agents don't need a six-month tech overhaul.

1:17.5

They need a three-hour rescue mission that makes their phone ring tomorrow.

1:21.5

That is, in fact, what real estate agents want, or at least that's what he discovered.

1:25.0

So we packaged that rescue as a flat fee CRM cleanup sprint.

1:29.5

CRM, of course, meaning customer relationship management. In a single morning session, he logs into

1:34.6

the agent's HubSpot portal, or maybe it's some other database, I'm not sure, merges duplicate leads,

1:40.0

tags, contacts by their buying stage, writes and automated, hey, just checking in, email,

...

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