Let’s face it: entrepreneurs are great at making money but often terrible at managing it. I’m talking endless spreadsheets, vague budgets, and a lot of stress that kept me up at night. If you’ve been there ( I know I have), you need to hear this week’s episode with Tyson Koska, founder of OnTrajectory.

He’s solved a problem many of us face but rarely talk about: how to create a clear, actionable plan for financial success.

After years as an engineer and analyst, Tyson realized there wasn’t a tool that could help him plan his financial future without the noise of industry agendas. So, he built one. OnTrajectory started as a passion project and has grown into a powerful platform that helps entrepreneurs and individuals create 50-year financial models, make smarter decisions, and find clarity in their financial lives.

As someone who’s built and sold companies, I know the juggling act of balancing business growth with personal finances, and Tyson’s insights on bridging that gap are game-changing.

What’s In It For You

1. Facing Financial Truths as an Entrepreneur
I’ll be the first to admit that for years, my financial strategy was to grow my businesses as quickly as possible and then “figure it out later.” Tyson shares how dangerous this mindset can be and why having a clear financial plan is not just about the money—it’s about giving yourself the freedom to make the best choices for your life and your business.

For any of us who’ve had sleepless nights over cash flow or the uncertainty of “what’s next,” Tyson’s approach is a game-changer. He’s all about simplifying the process, which was music to my ears—I’ve always believed that complexity is the enemy of clarity, whether in business or in life.

2. Learning to Market Beyond the Product
Tyson’s journey wasn’t just about building a great tool. He had to learn how to market OnTrajectory effectively—and that shift from being a builder to being a marketer is something I know many of us struggle with. Tyson talks about stepping out of his comfort zone to reach new customers, including joining podcasts like mine to spread the word. His transparency around facing these challenges is a powerful reminder that, as entrepreneurs, we have to evolve continually. It’s not enough to have a great product; we need to get it in front of the right people.

3. Simplify to Scale
One of the biggest takeaways for me from this episode is Tyson’s philosophy on simplifying to scale. In my own experience, it’s easy to fall into the trap of adding more features, more services, and more complexity—thinking that more is better. Tyson did the opposite: he recognized that growth often comes from stripping back to what really works and making it even better. I’ve seen this firsthand—whether in building a business or managing a team, the clearer and more focused you can make things, the easier it is to grow.

Here’s what stood out most to me in this chat:

• Clarity Drives Confidence: The more you understand where your money is going, the easier it is to make big decisions—whether that’s investing in a new venture or taking a well-deserved break.
• Community Engagement Fuels Growth: Tyson emphasized how listening to his users helped shape OnTrajectory into what it is today. I’ve seen this time and again—your community will guide you if you let them.
• Focus on What Matters: Growth doesn’t mean doing everything; it means doing the right things better. Tyson’s shift to simplifying OnTrajectory is a reminder to all of us that sometimes, less is truly more.

Build a Business That Works for You

What if you could work fewer hours, grow your revenue, and feel completely confident about your financial future? That’s not just a dream—it’s a plan we can create together. Drawing on my experience scaling businesses and helping entrepreneurs like you eliminate bottlenecks, I’ll guide you toward building a business that truly works for you.

Here’s how I can help you:

• Streamline Your Operations: Identify bottlenecks and build systems that save time and increase profitability.
• Achieve Financial Clarity: Learn how to model your personal and business finances for smarter decision-making.
• Scale Strategically: Shift your focus to high-impact opportunities that drive long-term growth.

Let’s map out a strategy tailored to your needs so you can focus on what matters most. Book your complimentary 30-minute consulting session now, and take the first step toward transforming your business and your life. 

Book your complimentary 30-minute strategy session today: calendly.com/ajlawrence/30min

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