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Side Hustle Pro

461: Rachel Rodgers on Million-Dollar Decisions and Letting Go to Grow

Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media

Nicailamatthewsokome, Blackwomenentrepreneurs, Sidehustle, Blackpodcast, Sidehustlepro, Marketing, Sidehustles, Business, Smallbusinesspodcast, Sidehustleshow, Blackownedbusiness, Blackwomenownedbusiness, Blackwomen, Blackentrepreneurs, Smallbusinessshow, Businesspodcast, Entrepreneurship, Smallbusinessowners

4.8 • 1.8K Ratings

🗓️ 8 May 2025

⏱️ 59 minutes

🧾️ Download transcript

Summary

This week in the guest chair we have Rachel Rodgers—entrepreneur, coach, and bestselling author of We Should All Be Millionaires. She's back on the show with powerful insights to help side hustlers and full-time entrepreneurs alike build sustainable wealth and stop playing small.


In this episode, she shares:

  • How to make real “money moves” instead of hiding behind busy work
  • The mindset shifts needed to overcome imposter syndrome and take bold action
  • Why outsourcing your life first can unlock growth in your business
  • Her step-by-step approach to building a million-dollar business with a strong team and systems to build wealth with confidence


Highlights include: 

00:00 Intro

04:00 Transitioning from law to passion projects

11:40 Building life and business teams

14:00 Balancing outsourcing and income

16:45 Reframing selling as helping

24:00 Importance of announcing your business

30:00 Embracing growth and change

37:00 Structuring a mastermind program

46:00 Investing in yourself is key

50:00 Helping Gen Z build wealth

53:00 Tips for entrepreneurs


Watch episode 461 on YouTube and listen on all podcast apps


Links mentioned in this episode


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Guest Social Media Info


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Transcript

Click on a timestamp to play from that location

0:00.0

Entrepreneurship is one big test.

0:02.2

You keep trying things.

0:03.5

You have ideas.

0:04.3

You test them out.

0:05.4

And then you see what works.

0:06.7

And then once you figure out what works, you ride that thing all the way to the bank.

0:11.4

You're listening to Side Hustle Pro, the podcast that teaches you to build and grow your

0:16.7

side hustle from passion project to profitable business.

0:19.9

And I'm your host, Michaela Matthews Okome.

0:23.1

So let's get started. Hey, friends, hey, welcome, welcome back to the show. Today, I am honored to have

0:29.9

Rachel Rogers back in the guest chair, back in the hot seat. Rachel is one of my favorite people

0:35.3

to talk business, coaching, and all things knocking yourself

0:39.9

out of analysis paralysis and getting out there and stepping into your power and just doing

0:46.3

the damn thing.

0:47.1

Like Rachel is really my favorite person to get that kind of advice from, but also just life

0:53.3

advice on how to tackle this thing called

0:55.8

entrepreneurship as a solopreneur who you're starting out on your own, figuring it out. And so

1:00.8

that's what the focus of today's Convo is. If you haven't heard our first conversation, go on back

1:06.1

to episode 322. And let me remind you who Rachel is. Rachel is the CEO and founder of Hello 7 and the

1:13.9

Wall Street Journal bestselling author of We Should All Be Millionaires. Rachel's mission is to help

1:19.7

historically excluded groups build their businesses and become millionaires. Since the inception

1:26.0

of Hello 7, she has helped hundreds become millionaires and thousands become financialaires. Since the inception of Hello Seven, she has helped hundreds become

...

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