Annie Hillman on Chit Chat with Chan discussing Money Mastery Without the Stress: Talking Finances, Freedom & Confidence
This week on Chit Chat with Chan, we cracked open the topic that makes most entrepreneurs squirm: money—but don’t worry, we did it with clarity, ease, and a whole lot of empowerment thanks to my guest, Annie Hillman.
Annie is the CEO and founder of 1428 Financial, a bookkeeper and CFO who’s helping business owners rewrite their money story—turning numbers from a stressor into a strategic advantage.
From Accounting Temp to Financial Powerhouse
Annie’s journey into the finance world wasn’t planned—it was sparked by a temp job she took while finishing college. But that “temporary” role became the start of something much bigger. Annie fell in love with the power of numbers and worked her way up to staff accountant before launching her own business in 2020.
Today, she's on a mission to make business finances approachable, empowering, and—dare we say—fun for entrepreneurs who want to grow without the chaos.
Here’s What We Covered:
The Freedom Blueprint: Annie broke down what it means to build a life-first business—one that aligns with your values and your bank account. We chatted about:
- Why profit doesn’t mean burnout
- How to use your finances to buy back your time
- The biggest shift business owners need to make to create true financial freedom
Cash Flow Confidence
Let’s be real: ever feel broke even when the revenue is rolling in? Annie explained why that happens (and how to fix it). She gave us insight into:
- The difference between revenue and profit that pays you
- How to set up cash flow systems that support your goals
- Why you might not need more money—just better money management
Scaling Without Chaos
Growth is great… until your numbers become a mess. Annie shared simple, scalable financial systems that grow with your business instead of against it. Think: monthly money check-ins, smart delegation, and staying in your CEO role (instead of avoiding your spreadsheets altogether).
Annie has a gift for making finances feel doable. Her energy is warm, her advice is actionable, and she’ll have you believing that knowing your numbers might just be your new superpower.
Whether you’re just starting out or scaling fast, this episode will help you ditch the stress and build the financial foundation your business deserves.
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