Yes, And! is the Podcast redefining success beyond the hustle. Join me, your host and head of inspiration Bunny Young for real conversations with leaders disrupting the grind, upgrading how we live and have more in your life while doing less.
From $38K Teacher to Multi 7 Figure CEO with Cait Scudder
Description
In this episode of the Yes, And! Podcast, Bunny talks with entrepreneur and business mentor Cait Scudder for a conversation about identity shifts, risk, reinvention, and what happens when you finally stop building a life that no longer fits you.
Before building a multi-seven-figure company, Cait was making $38,000 a year as a teacher, overworked, exhausted, and quietly realizing she couldn’t keep forcing herself into a version of success that looked good on paper but felt completely disconnected from who she was becoming.
What followed was not some perfectly mapped out business plan.
It started with a resignation letter sent from Spain before taking a group of students to an EDM rave in Barcelona. Then came Bali, a complete life pivot, meeting her now husband by chance, and eventually building a business rooted in both strategy and personal transformation.
Bunny and Cait talk about what it actually looks like to grow a business organically, why relationships matter more than most marketing strategies, and how many entrepreneurs get stuck building businesses that simply become demanding jobs.
This conversation also moves into motherhood, identity, and the parts of growth people don’t talk about enough.
The void seasons.
The cave.
The moments where everything old stops fitting before the next version of you fully arrives.
And maybe most importantly, the permission to let your life evolve without needing every next step perfectly figured out first.
This episode is for the person standing between safety and expansion, wondering if they’re allowed to want something different.
Because sometimes the biggest shift starts with finally admitting you’ve outgrown the life everyone expected you to keep.
Chapters
00:00 Welcome to the Yes, And! Podcast
01:00 From a $38K teaching salary to entrepreneurship
04:00 Sending the resignation letter from Spain
08:00 Moving to Bali and meeting her husband
10:30 Starting her first coaching business
13:00 How Cait got her first clients organically
14:30 Scaling to multiple seven figures without paid ads
17:00 Why relationships matter more than marketing hacks
20:00 Motherhood, identity shifts, and business growth
24:00 The importance of “the cave” seasons in life and business
26:00 Final reflections and permission to evolve
Description
In this episode of the Yes, And! Podcast, Bunny talks with entrepreneur and business mentor Cait Scudder for a conversation about identity shifts, risk, reinvention, and what happens when you finally stop building a life that no longer fits you.
Before building a multi-seven-figure company, Cait was making $38,000 a year as a teacher, overworked, exhausted, and quietly realizing she couldn’t keep forcing herself into a version of success that looked good on paper but felt completely disconnected from who she was becoming.
What followed was not some perfectly mapped out business plan.
It started with a resignation letter sent from Spain before taking a group of students to an EDM rave in Barcelona. Then came Bali, a complete life pivot, meeting her now husband by chance, and eventually building a business rooted in both strategy and personal transformation.
Bunny and Cait talk about what it actually looks like to grow a business organically, why relationships matter more than most marketing strategies, and how many entrepreneurs get stuck building businesses that simply become demanding jobs.
This conversation also moves into motherhood, identity, and the parts of growth people don’t talk about enough.
The void seasons.
The cave.
The moments where everything old stops fitting before the next version of you fully arrives.
And maybe most importantly, the permission to let your life evolve without needing every next step perfectly figured out first.
This episode is for the person standing between safety and expansion, wondering if they’re allowed to want something different.
Because sometimes the biggest shift starts with finally admitting you’ve outgrown the life everyone expected you to keep.
Chapters
00:00 Welcome to the Yes, And! Podcast
01:00 From a $38K teaching salary to entrepreneurship
04:00 Sending the resignation letter from Spain
08:00 Moving to Bali and meeting her husband
10:30 Starting her first coaching business
13:00 How Cait got her first clients organically
14:30 Scaling to multiple seven figures without paid ads
17:00 Why relationships matter more than marketing hacks
20:00 Motherhood, identity shifts, and business growth
24:00 The importance of “the cave” seasons in life and business
26:00 Final reflections and permission to evolve
Connect with Bunny Young
Website: www.bunnyyoung.com
Instagram: @thebunnyyoung
LinkedIn: Bunny Sumner Young
Connect with Cait Scudder
Website: www.caitscudder.com / www.themillionairemother.com
Instagram: @themillionairemother
LinkedIn: The Millionaire Mother™
You can also listen to the full episode here:
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