Meet Jess: The Billion Dollar Coach

Turning chaos into success for leaders who refuse to lose.

I forge the results you’ve always dreamed of.

  • Empowered 1,500+ leaders and founders to build, break, and rebuild their paths to success.

  • Guide $1.2B in client annual revenue.

  • Facilitated $40M+ in mergers and acquisitions.

  • Delivered 2,500+ wins and ZERO excuses.

The word 'Jess' written in a stylized, white outline on a black background.

Failure is NOT in my DNA.

Built it. Scaled it. Sold it.

I built an international business from my kitchen table, but not without learning the hard way. I led through chaos, I caused chaos, and eventually sold it for millions.

Now, I help leaders grow faster - with fewer missteps, no empty talk, and a lot more clarity.

I don’t coach. I rebuild.
I don’t just inspire. I activate.
I don’t babysit. I transform.

A woman with curly hair kneeling on grass in front of a herd of cows. The woman is wearing a white jacket and jeans, and is smiling at the camera. The cows are grazing in a sunlit field with trees in the background.

What I Destroy

List of words with crossed-out concepts: Excuses, Stagnation, BS Plans, Team Project, Chaos Disregarded as Clarity.
Family of five, dressed in casual country attire, posing outdoors in a grassy field with trees in the background, smiling at the camera.

Ranch-raised and an MBA from real life.

Here’s how I got here.

No trust fund. No tech background. Two toddlers at my feet.
I launched a company from my kitchen table with zero room for failure. I built it from scratch - every client, every hire, every system - through late nights, difficult decisions, and more setbacks than I can count.

It wasn’t pretty. It wasn’t easy. But I led through the chaos, made the hard calls, and kept building anyway.

Fifteen years later, I’d built it into a global operation and sold it for a life-changing number. Now I help leaders skip the guesswork and scale with grit - without wasting time, money, or momentum.

If you want babysitting, keep scrolling. If you want to win, book the call.

Weak businesses die. Yours won’t.

This is not…

Handwritten text on lined paper listing services: "LIFE COACHING", "EMOTY TALK", "INSPIRATIONAL SCREENSAVERS", and "A MOTIVATIONAL SEMINAR".

This is Jess.

A woman standing in front of a large screen giving a presentation to a group of people seated around a conference table. The table has notebooks, bottles of water, and office supplies.

My Core Values

  • An illustration depicting a person holding a large circle with a downward arrow background, symbolizing a climbing activity or challenge.

    Grit

    Enter the danger and have the courage to make a change.

  • Silhouette of a person standing with hands on hips inside a circle, on a surface line, in a minimalistic line art style.

    Above The Line

    Don’t just get it done. Get it done right.

  • Icon of three abstract human figures in a circular design, with the central figure taller and two smaller figures on each side, all in beige and black outlines.

    Only Forward

    We listen, learn, and pursue mastery.

  • Icon of five people standing in a circle, outlined in brown on a black background

    Ripple Effect

    When we better ourselves, we better the lives of other around us.

Meet Team Jess

  • A woman with curly hair wearing a black blazer, black top, and blue jeans, standing in front of a white shelf with books, plants, and glassware in a kitchen or office setting, smiling at the camera.

    Jess Stewart

    Founder & Strategic Business Guide

    Read Bio
  • Carly Lywood, CPA

    Carly Lywood, CPA

    Director of Operations & Client Development

    Read Bio
  • A woman with dark hair styled in an updo, smiling, posing with her hand on her hip in an office or home setting with bookshelves and decorative items in the background.

    Meghan Phillips

    Director of Business Development & Client Experience

    Read Bio
Logo with a vertical line and two symmetrical curved lines on each side, with the letters "J E S S" below.

I help leaders kill chaos, not cope with it. If you’re done drowning in noise and ready to execute like it matters - let’s build something that actually wins.