Woman to Watch: Megan Hale :: DreamMoney

How did you get to where you are today with DreamMoney?

DreamMoney began as a framework I needed to understand my numbers, build healthy margins, plan sustainable revenue, and manage cash flow. After testing it with hundreds of business models, I knew we had a flexible, powerful method perfect for SaaS. Still, it took years before I had the capacity to fully step into the Founder role. At the time, that felt like a setback, but in hindsight, it was a huge advantage. I focused on building a strong community first, which helped us establish product-market fit and grow a base of passionate fans. That solid foundation set us up for success with our first users and affiliate partnerships—an essential asset for any startup.

We launched our SaaS journey by crowdfunding enough to build our first calculator, which released in June 2024 to rave reviews. In October, we won a $75K Nebraska Innovation Fund Prototype Grant, which funded our first two core features.

These features will launch in March 2025, with three more rolling out later in the year. Our goal is to reach 3,000 users by December 2025, expand with advanced features like accounting, and scale to $100M by 2030.

What do you think has helped you the most with your success?

I feel grateful to have spent ten years as a business owner before becoming a Founder. Entrepreneurship takes grit, vision, and resilience—and that experience prepared me well for the startup world.

My background as a psychotherapist turned FinTech founder gives me a unique edge. While DreamMoney is a strategic business planning tool, every feature is infused with financial psychology to help users grow revenue and build a healthier relationship with money. Knowing your unique edge comes with entrepreneurial maturity, and that’s been key to our strong start.

What has been the biggest challenge you have overcome in order to achieve your goals with DreamMoney?

The biggest challenge was selling DreamMoney in the wrong structure.  Although we were successful in making sales when it was being sold as a course, it was always a challenge communicating the many features & core outcomes.  However, the minute we transitioned to SaaS, the robust features that were once obstacles to marketing became our greatest assets.  Now, we’re full steam ahead after landing on the right structure for DreamMoney with even more breathing room to add on additional features that only increase its value.  

What are you most proud of?

I’m most proud of the messages we get from users sharing how our framework has transformed their businesses and increased their family income.

We work with incredible women entrepreneurs—skilled at their craft but often missing the strategy and financial tools to scale. Seeing them fund big dreams for themselves, their families, and communities is the greatest gift. Hearing how they’ve built financial confidence and are now growing wealth reminds me that saying yes to a big dream can create lasting impact—not just for individuals, but for shifting statistics and building more equitable wealth for women.  

What are three pieces of advice you could give to our readers?

Learn to rest.  Entrepreneurship is a never ending to-do list with a new goal around every corner.  Success comes down to your capacity, honoring your limits, and controlling your pace. 

Put your name in the hat.  Choosing to go for big opportunities can open you up to resources, connections, and opportunities that radically shift your business.  But you have to decide to go for it.  The worst you can hear is “no”. 

Trust your unique edge and own it. It’s easy to feel like you lack the right experience or education to lead, but your perspective is one-of-a-kind. That’s exactly why people will choose your product over others. Learn to clearly express your edge and believe in its value. What you see as obstacles may actually be your biggest strengths.

You inspire us, but what/who are YOU inspired by?

I’m inspired by women founders in the fintech space who are absolutely crushing it! I read FinTech is Femme to stay encouraged & inspired. I also look toward online business leaders like Amy Porterfield and Jen Kem who have built strong brands on their core values. 

How do you reward yourself when you’ve reached a goal or after a hard day of work?

I love buying myself jewelry to mark big business milestones—it’s a daily reminder that “I did that.” I’m also a big fan of solo vacations to step away from mom and wife duties and reconnect with myself. My go-to for rest and recharge? Bougie day spas.

What is one sassy saying or quote that inspires you? Why?

“You can be the juiciest peach in the world and there will still be someone who doesn’t like peaches.” – Dita Von Teese 

This reminds me you’re not for everyone so own your lane, find your people, and if you’re not valued at the tables you’re sitting at – either build your own table or get up and find another seat.