She Had 40 Students Before She Even Quit Her Job | Building 2 Businesses Without Burning Out
Rachel Libson was a preschool teacher barely making ends meet. She waitressed. She babysat. She played guitar gigs at night.
One day, parents started asking: "Would you teach my child?"
She said yes. Then she kept saying yes. By the time she quit her teaching job, she had 40 weekly students—all from word of mouth.
Today? Rachel runs two businesses. Blue Balloon Songwriting operates without her being there every day. Brooklyn Family Travelers helps families travel the world using credit card points. She's been featured in The New York Times, Forbes, and Bloomberg.
But here's the thing—this isn't one of those "I had it all figured out" stories.
Rachel kept everything in her head for YEARS. She couldn't let go. She was convinced that if she stepped away for even a minute, everything would collapse. Then COVID hit. She had two young kids at home, no childcare, and a business to run. Burnout wasn't just coming—it was here.
Her business coach told her to take a vacation. Without her laptop.
Rachel left it at home. Eight days. Completely disconnected.
Her business didn't fall apart. It actually thrived.
That moment changed everything.
Now Rachel's building a second business, but this time? She's doing it completely differently. After 17 years of managing a team, she's keeping this one just her—by choice, not because she's scared to let go.
In this conversation, we get into:
✓ The signs your side hustle is trying to tell you something (spoiler: pay attention to what people keep asking you for)
✓ Why keeping all your knowledge in your head is stealing your freedom
✓ How burnout became Rachel's biggest breakthrough
✓ The real difference between building because you have to vs. because you want to
✓ What work-life balance actually looks like when you're running multiple businesses with kids
✓ Her biggest mistakes (that she's kind of making again with business number two)
0:00 - How Rachel built 40 students before quitting her job
5:47 - From preschool teacher to entrepreneur
8:13 - The biggest mistakes she made building her first business
14:48 - COVID burnout and the breaking point
16:11 - The vacation that proved her business didn't need her
17:09 - How free advice became her second business
19:23 - Why she's keeping business #2 solo
21:24 - The real truth about work-life balance
25:23 - Warning signs you're slipping back into burnout
29:20 - Where to find Rachel
If you've been wondering whether you can actually do this whole entrepreneur thing, or if you're the one who can't figure out how to delegate without everything falling apart—this one's for you.
*Connect with Rachel*
Blue Balloon Songwriting for Small People www.blueballoonschool.com
Brooklyn Family Travelers www.brooklynfamilytravelers.com
Rachel answers DMs about credit card advice—seriously, she loves talking about this stuff.
*About Rachel Lipson*
An entrepreneur, songwriter, educator, points and miles expert, and avid family traveler, Rachel is the founder and CEO of two companies: Blue Balloon Songwriting for Small People (a songwriting school for kids) and Brooklyn Family Travelers, a platform dedicated to helping families travel meaningfully and affordably (mostly on credit card points!) with kids in tow.
Rachel has been featured dozens of times in various publications, including the New York Times, New York magazine, The New York Post, Time Out, Forbes, Bloomberg, Condé Nast, Inc., Success, and more. She has appeared on many podcasts and panels and has built multiple successful businesses in the fields of music, entrepreneurship, travel, and education.
Rachel lives in Park Slope, Brooklyn, with her husband, two kids, and a pup, and while she loves traveling the world, there is no place like home.
Ready to build a business that feels authentic and profitable? Check out my coaching programs and free resources: https://sarahwalton.com/programs
*Grab your free gift to get started*
Freedom Calculator: https://sarahwalton.com/freedom/
*About Sarah Walton*
Sarah Walton is a business coach, podcast host, and mentor who helps women entrepreneurs build businesses they love. She's the creator of the Abundance Academy, Effortless Sales, and the Game On Girlfriend® podcast. Sarah's mission is to put more money in the hands of more women while teaching authentic, heart-centered business strategies.
*Watch These Next*
Ep. 294: Scale Your Business Without Burning Out with AnnMarie Rose https://sarahwalton.com/scale-business-without-burnout/
Ep. 131: How Do You Grow a Business When Your Schedule Is Crazy? https://sarahwalton.com/grow/
Ep. 207: Let Your Ambition Fly with Monique Allen https://sarahwalton.com/ambition/
#WomenEntrepreneurs #BuildingMultipleBusinesses #SmallBusinessOwner #ScalingBusiness #EntrepreneurBurnout #SideHustle #WorkLifeBalance #FemaleFounders #Solopreneur #BusinessGrowth #MomEntrepreneur #BusinessDelegation #AuthenticBusiness
Видео She Had 40 Students Before She Even Quit Her Job | Building 2 Businesses Without Burning Out канала Sarah Walton
One day, parents started asking: "Would you teach my child?"
She said yes. Then she kept saying yes. By the time she quit her teaching job, she had 40 weekly students—all from word of mouth.
Today? Rachel runs two businesses. Blue Balloon Songwriting operates without her being there every day. Brooklyn Family Travelers helps families travel the world using credit card points. She's been featured in The New York Times, Forbes, and Bloomberg.
But here's the thing—this isn't one of those "I had it all figured out" stories.
Rachel kept everything in her head for YEARS. She couldn't let go. She was convinced that if she stepped away for even a minute, everything would collapse. Then COVID hit. She had two young kids at home, no childcare, and a business to run. Burnout wasn't just coming—it was here.
Her business coach told her to take a vacation. Without her laptop.
Rachel left it at home. Eight days. Completely disconnected.
Her business didn't fall apart. It actually thrived.
That moment changed everything.
Now Rachel's building a second business, but this time? She's doing it completely differently. After 17 years of managing a team, she's keeping this one just her—by choice, not because she's scared to let go.
In this conversation, we get into:
✓ The signs your side hustle is trying to tell you something (spoiler: pay attention to what people keep asking you for)
✓ Why keeping all your knowledge in your head is stealing your freedom
✓ How burnout became Rachel's biggest breakthrough
✓ The real difference between building because you have to vs. because you want to
✓ What work-life balance actually looks like when you're running multiple businesses with kids
✓ Her biggest mistakes (that she's kind of making again with business number two)
0:00 - How Rachel built 40 students before quitting her job
5:47 - From preschool teacher to entrepreneur
8:13 - The biggest mistakes she made building her first business
14:48 - COVID burnout and the breaking point
16:11 - The vacation that proved her business didn't need her
17:09 - How free advice became her second business
19:23 - Why she's keeping business #2 solo
21:24 - The real truth about work-life balance
25:23 - Warning signs you're slipping back into burnout
29:20 - Where to find Rachel
If you've been wondering whether you can actually do this whole entrepreneur thing, or if you're the one who can't figure out how to delegate without everything falling apart—this one's for you.
*Connect with Rachel*
Blue Balloon Songwriting for Small People www.blueballoonschool.com
Brooklyn Family Travelers www.brooklynfamilytravelers.com
Rachel answers DMs about credit card advice—seriously, she loves talking about this stuff.
*About Rachel Lipson*
An entrepreneur, songwriter, educator, points and miles expert, and avid family traveler, Rachel is the founder and CEO of two companies: Blue Balloon Songwriting for Small People (a songwriting school for kids) and Brooklyn Family Travelers, a platform dedicated to helping families travel meaningfully and affordably (mostly on credit card points!) with kids in tow.
Rachel has been featured dozens of times in various publications, including the New York Times, New York magazine, The New York Post, Time Out, Forbes, Bloomberg, Condé Nast, Inc., Success, and more. She has appeared on many podcasts and panels and has built multiple successful businesses in the fields of music, entrepreneurship, travel, and education.
Rachel lives in Park Slope, Brooklyn, with her husband, two kids, and a pup, and while she loves traveling the world, there is no place like home.
Ready to build a business that feels authentic and profitable? Check out my coaching programs and free resources: https://sarahwalton.com/programs
*Grab your free gift to get started*
Freedom Calculator: https://sarahwalton.com/freedom/
*About Sarah Walton*
Sarah Walton is a business coach, podcast host, and mentor who helps women entrepreneurs build businesses they love. She's the creator of the Abundance Academy, Effortless Sales, and the Game On Girlfriend® podcast. Sarah's mission is to put more money in the hands of more women while teaching authentic, heart-centered business strategies.
*Watch These Next*
Ep. 294: Scale Your Business Without Burning Out with AnnMarie Rose https://sarahwalton.com/scale-business-without-burnout/
Ep. 131: How Do You Grow a Business When Your Schedule Is Crazy? https://sarahwalton.com/grow/
Ep. 207: Let Your Ambition Fly with Monique Allen https://sarahwalton.com/ambition/
#WomenEntrepreneurs #BuildingMultipleBusinesses #SmallBusinessOwner #ScalingBusiness #EntrepreneurBurnout #SideHustle #WorkLifeBalance #FemaleFounders #Solopreneur #BusinessGrowth #MomEntrepreneur #BusinessDelegation #AuthenticBusiness
Видео She Had 40 Students Before She Even Quit Her Job | Building 2 Businesses Without Burning Out канала Sarah Walton
women entrepreneurs building multiple businesses small business owner scaling a business entrepreneur burnout side hustle to business work life balance female founders solopreneur business growth business delegation mom entrepreneur business systems multiple income streams creative entrepreneur Rachel Libson Blue Balloon Songwriting Brooklyn Family Travelers Sarah Walton Game On Girlfriend
Комментарии отсутствуют
Информация о видео
Другие видео канала
Let’s Get Honest About the Gratitude Attitude
Business Success Isn't a Race. It's a Frequency (Life-Changing)
Making the Most of Your Profit Margin with Ciara Stockeland
Travel for Women With Anna Fishman
Raise Your Ability to See Your Value
Day 2: Your Alignment Check In
Reveal Your Money Story With How You Spend
4 Ways to Spring Clean Your Business
What Happens After a Reset? (And How to Build a Profitable $100K Year)
How I Prepare for My Workshops
Business Cash Flow: How to Pay Yourself (and the IRS) Consistently with Erica Goode
Tame Your Inner Critic to Break Through Your Limits
Day 10: You're Not Behind
Get Out of a Rut at Work
SMART Goals are out
What it Takes to Go From 6 to 7 Figures with Sigrun
The Power Passion & Profit Conference is here!
What Do People Want to Learn From You?
Marketing Not Working? This Might Be Why with Victoria Hajjar
3 Tips to Revive Your Failed Launch
Chase How You Want to Feel, Not Stuff
