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Side Hustle School

Ep. 2991 - First $1,000: My Life as a Proposal Planner

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 10 March 2025

⏱️ 6 minutes

🧾️ Download transcript

Summary

In this week’s First $1,000 segment, find out how one Bay Area event planner turns suitors’ dreams into carefully choreographed reality, complete with hidden photographers and heartfelt surprises.

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

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Visit Chris's main site: ChrisGuillebeau.com

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Transcript

Click on a timestamp to play from that location

0:00.0

Calm the chaos of order fulfillment with the shipping software that delivers. Switch to ShipStation

0:05.1

today. Go to Shipstation.com and use code side hustle to sign up for your free trial. That's

0:11.1

shipstation.com code side hustle. Meet J-Lab. Headphones as versatile as you. Workout, jam out, or tune-out,

0:20.2

find the perfect fit with J-Lab. J-Lab's diverse collection of headphones has something as you. Work out, jam out, or tune out. Find the perfect fit with JLab.

0:22.2

JLab's diverse collection of headphones has something for everyone and every moment. Think

0:26.9

headphones in a million different colors and styles with features you actually want. That's JLab.

0:32.5

Look for the blue box at retailers everywhere or shop jlab.com and use code Lemonada 15 for 15% off your order today.

0:43.7

Lemonada

0:44.3

My Life as a Proposal Planner.

0:54.8

That's what you're going to hear about today.

0:56.4

Well, not my life specifically, but one Bay Area event planner.

1:00.1

She turns Souter's dreams into carefully choreographed reality, complete with hidden photographers and heartfelt surprises.

1:06.5

And of course, she gets paid for this.

1:08.2

This is Sidesaw School.

1:09.5

It's not just fun hobby school.

1:11.6

It's all about how you can take a passion or a skill, even better, and transform it into something

1:16.2

that is helpful to other people and also profitable for you. Now, this is part of our first $1,000

1:21.5

segment. We do it every Monday. It's all about how somebody makes their first thousand dollars, how they get going, how they in fact

1:27.6

go from IDSU income. So with that in mind today, we're going to hear from Haven in San Francisco.

1:33.5

They've got this business. I don't know if it's full time yet, but it's definitely a good

1:37.6

recurring side business. And how do they in fact get started? How did they do that?

1:42.3

That whole process of making their first thousand dollars and beyond. Let's hear it from Haven. I'll come back at the end with a quick wrap up.

...

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