Ann Fisher, Ann Fisher CPA & Associates
Episode Summary
What happens when a tenth-grade tragedy reshapes an entire career? In this episode, Andrew Schory sits down with Ann Fisher, CPA and owner of Ann Fisher CPA & Associates in Elizabethtown, KY. Ann shares the deeply personal story of how her father's sudden death set her on an unexpected path — from cosmetology school to becoming a CPA who is fiercely committed to never making a client feel "less than." Whether you're a business owner, a leader navigating high-pressure seasons, or someone thinking about long-term financial planning, this conversation is packed with practical wisdom and genuine insight.
In this episode, you'll learn:
• How Ann's origin story shaped her empathy-first approach to client service
• What it really takes to survive (and thrive) through tax season
• Why long-term tax planning matters — and who needs it most
• The clear difference between a bookkeeper, a controller, and a fractional CFO
Guest Information
Guest Name: Ann Fisher, CPA
Bio: Ann Fisher is the owner of Ann Fisher CPA & Associates in Elizabethtown, KY. A self-described math nerd, Ann's path to accounting began in a 10th-grade business class — and was profoundly shaped by her father's passing that same year. After earning her cosmetology license to help her mother run the family hair salon, Ann went on to earn her CPA and spent years working at firms across the country alongside her husband's military career. She specializes in business and individual tax preparation, estate and trust work, long-term tax planning, and fractional CFO services. Her mission: to ensure every client feels informed, respected, and never "less than."
Website: annfisher.cpa [https://annfisher.cpa]
Episode Outline
The Decision to Go Out on Her Own (00:41)
Ann reflects on why she left established CPA firms to start her own practice — driven by a desire for deeper client relationships, personal freedom, and more control over how she serves people. A great segment for any leader considering the leap to entrepreneurship.
Ann's Origin Story: Tragedy, Cosmetology, and a CPA's Calling (02:18)
After her father's sudden death in 10th grade, Ann chose vocational school over the college track to help her mother run the family hair salon. Watching how their CPA treated her grieving, financially inexperienced mother left a lasting mark — and became the defining "why" behind Ann's entire approach to client service.
Meeting Clients Where They Are: Communication & Simplicity (06:46)
Ann discusses how she intentionally speaks at her clients' level — not to condescend, but to ensure they truly understand their financial picture. Her principle: "Complication confuses." A must-hear for any professional in a technical field.
Surviving Tax Season: Mindset, Physical Health & Team Leadership (11:14)
Tax season is Ann's marathon — and she prepares for it like one. She shares how she maintains mental sharpness, sets realistic limits with clients, conducts annual after-action reviews with her team, and leads with honesty rather than pressure. Valuable for any leader navigating high-intensity cycles.
Long-Term Tax Planning & Estimated Taxes (18:25)
Ann explains who needs long-term tax planning, when to schedule check-ins with your CPA, and what to do if you're struggling to make estimated tax payments. Practical, actionable advice for business owners at every stage.
Bookkeeper vs. Controller vs. Fractional CFO — What's the Difference? (22:07)
Ann breaks down the three distinct financial roles in plain language. A bookkeeper lives in the detail. A controller reviews, reconciles, and closes the books. A CFO brings analysis, forward vision, and strategic recommendations. If you've ever wondered which one your organization actually needs, this is your answer.
Speed Round (25:46)
Books & Resources Mentioned
• Integrity by Dr. Henry Cloud — On the character of a leader
• The Energy Bus by Jon Gordon — On leading with positivity and energy
• Bulletproof by Evy Pomopouras — Ann's current nonfiction read
• The Memory Library by Kate Story — Ann's recent fiction read — a story about how miscommunication fractures relationships
• Diary of a CEO Podcast — Recommended by Ann for in-depth leadership interviews
Host & Show Info
Host: Andrew Schory, Business Coach
About the Host: Andrew Schory is a business coach dedicated to helping leaders build momentum through small, intentional actions. Each episode of the Small Stones Podcast features conversations with business and thought leaders to uncover the habits and decisions that move life and business forward — one small stone at a time.
Podcast Website: smallstonespodcast.com [https://smallstonespodcast.com]
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Share this episode with a business owner or leader who could use a reminder that the path to success is rarely a straight line — and that small, intentional steps make all the difference.
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