Episode 251

From Divorce, Debt, and Rock Bottom to Building a 15-Year Marketing Business with Kalen Cotto

Kalen Cotto lost everything.

Her marriage ended. Her clients disappeared. Her business name didn't make sense anymore.

She was a single mom with a 3-year-old, waiting tables in the morning and doing client work at night—just trying to keep the lights on.

Most people would've quit.

But Kalen didn't.

She rebuilt. Twice.

Today, she's a fractional CMO, founder of KMC Digital, and author of The Revenue Runway—a book about the mindset shifts that actually move the needle in business.

In this episode, Kalen gets brutally honest about:

→ Why she became an "accidental entrepreneur" (and how a BlackBerry attachment and a baby on the way changed everything)

→ The moment she lost every client during her divorce—and why she didn't let it end her

→ Why she went BACK into the workforce twice (and why that's not failure—it's strategy)

→ The lies being sold about "glamorous entrepreneurship" (and why your bank account going red is normal when you're building)

→ Why The Revenue Runway isn't a marketing book—it's a mindset book (because skills aren't the problem)

→ The 3 pillars you need to nail before anything else: your offer, your avatar, your message

→ Why she tells startups NOT to build a website first (and what to do instead)

→ What a fractional CMO actually does (and how interviewing a company's team reveals everything)

→ How to land corporate clients without being intimidated by their size (hint: they're just people with problems)

Bottom line:

Entrepreneurship isn't glamorous. It's messy, hard, and full of setbacks.

But if you don't quit? You learn. You grow. You rebuild.

And eventually, you win.

If you're in the middle of the mess right now, this episode is for you.

ABOUT KALEN COTTO:

Kalen Cotto is a fractional CMO, founder of KMC Digital, and author of The Revenue Runway. With 15 years in marketing and a background in military public affairs, she helps established businesses optimize their marketing strategy and startups nail down their offer, avatar, and message. She's a mom, a bootstrapper, and a firm believer that mindset—not tactics—is what separates those who quit from those who scale.

Website: https://www.kmc.digital/

Book: TheRevenueRunway.com (Available on Amazon)

Join the free Facebook Community! Connect, Learn, Grow, Build https://www.facebook.com/groups/freedomentrepreneurcommunity

Have a burning question? Leave a message for Lindsay and she will turn it into an episode with an answer. Use the link below to record.

https://www.speakpipe.com/FreedomEntrepreneur

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Book your demo: https://bizinaboxsolutions.com/

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About the Podcast

Show artwork for Freedom Entrepreneur Podcast | Online Business Tips, Business System Strategy, Marketing Training, Entrepreneur Mindset
Freedom Entrepreneur Podcast | Online Business Tips, Business System Strategy, Marketing Training, Entrepreneur Mindset
Helping You Engineer Your Freedom & Your Business Success

About your host

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Lindsay Sutherland

Lindsay Sutherland is a business consultant, speaker, and entrepreneur dedicated to helping business owners build companies that run with freedom, purpose, and profit. With over 20 years of leadership and sales experience in the automotive industry, Lindsay understands the challenges of growing a business that feels more like a burden than a blessing. After leaving corporate life, she co-founded Biz in a Box Solutions, a CRM and automation company that empowers small service-based businesses to streamline their operations and reclaim their time.

Her signature consulting program, The Clockwork Method, guides overwhelmed business owners through the process of systemizing, scaling, and stepping back into the true role of visionary leader. Lindsay’s approach blends practical business systems with faith-led alignment, helping entrepreneurs not only make more money but also create a business that supports their life — not the other way around.

As the host of The Freedom Entrepreneur Podcast, Lindsay shares strategies, stories, and mindset shifts that challenge conventional thinking and inspire business owners to grow without burning out. She also co-owned Off Grid Unlimited Installations, an electrical and renewable energy company in Idaho, where she lives with her husband and four children on their family farm.

Passionate about redefining success beyond hustle culture, Lindsay helps leaders build businesses rooted in clarity, sustainability, and freedom. Whether she’s speaking on stage, consulting with executives, or mentoring faith-led entrepreneurs, her mission is the same: to help people transform their business into a vehicle for purpose, profit, and lasting impact.