From CPA to Business Owner: Lessons You Only Learn the Hard Way
Release Date: 01/05/2026
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info_outlineFrom CPA to Business Owner: Lessons You Only Learn the Hard Way
| The Financial Operator Podcast | Episode 74
What does it really take to build a sustainable business—and stay sane while doing it?
In this episode of The Financial Operator: Cash In, Chaos Out, Jen sits down with Samantha Besnoff, CPA and founder of Your Financial Maven, for a candid, practical conversation every business owner needs to hear.
With over 30 years in accounting and more than a decade running her own firm, Samantha shares the real lessons that don’t show up in spreadsheets, how long success actually takes, why boundaries matter more than hustle, and how understanding your numbers protects both your business and your sanity.
In this episode, we cover:
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What it really looks like to leave a stable job and start your own firm
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Why most small businesses struggle in the first 2–3 years
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Setting boundaries with clients (and why it’s not optional)
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Pricing, retainers, and getting paid before the work is done
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When—and how—to fire clients without blowing up your cash flow
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What business owners need to know heading into tax season
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The biggest bookkeeping and tax mistakes Samantha sees over and over
This conversation is a must-watch for:
✔ Small business owners
✔ Service providers & consultants
✔ Anyone tired of guessing with their finances
If you want fewer surprises, better cash flow, and a business that actually supports your life, this episode delivers.
⏱️ Timestamps
00:00 Introduction & Guest Welcome
02:49 Samantha’s Journey Into Entrepreneurship
07:15 Why the First 2–3 Years Are the Hardest
10:07 Getting Paid, Pricing Right, and Setting Boundaries
15:04 When (and How) to Fire Clients
20:02 Major Tax Changes Business Owners Should Know
26:50 Filing Deadlines, Extensions, and Tax Season Reality
34:45 What Business Owners Actually Need for Their Taxes
41:15 Who Samantha Works With & How to Get Started
44:37 Final Thoughts & How to Connect
To connect with Samantha M. Besnoff, CPA & Your Financial Maven:
🌐 Website: Your Financial Maven®
📌 Don’t forget to subscribe for the latest podcast episodes and insights from @mkbcfo
Do you have your own financial or business growth questions for MKB? Visit:
🌎 Website: https://mkbcfo.com
📸 Instagram: https://www.instagram.com/mkb_cfo/
📘 Facebook: https://www.facebook.com/mkbcfo
💼 LinkedIn: https://www.linkedin.com/company/mkbcfo
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