News & Updates

Scaling Your Business Without Scaling Your Stress: The AI + Tax Strategy Combo

Scaling Your Business Without Scaling Your Stress: The AI + Tax Strategy Combo

Scaling Your Business Without Scaling Your Stress: The AI + Tax Strategy ComboJoe DiChiara
Published on: 09/10/2025

Introduction: When Growth Becomes Overwhelming (H2) Growth is exciting—but for scaling entrepreneurs, it also means bigger tax bills, more financial complexity, and constant stress about compliance.

seo-strategies-growth
Why DIY Taxes Are Like Cutting Your Own Hair (and Other Bad Ideas)

Why DIY Taxes Are Like Cutting Your Own Hair (and Other Bad Ideas)

Why DIY Taxes Are Like Cutting Your Own Hair (and Other Bad Ideas)
Joe DiChiara
Published on: 07/10/2025

If you’re a sole proprietor, chances are you’ve had this night: receipts spread across the kitchen table, tax software open on your laptop, and your eyes glazed over from questions like “Do you qualify for the qualified business income deduction under Section 199A?”

seo-strategies-growth
Wrap-Up Post (Part 5): Putting It All Together

Wrap-Up Post (Part 5): Putting It All Together

Wrap-Up Post (Part 5): Putting It All TogetherJoe DiChiara
Published on: 11/09/2025

Over the last 4 posts, we’ve compared ChatGPT and Grok across the four biggest pain points for solopreneurs:

seo-strategies-growth
Research Without the Rabbit Holes: AI as Your Business Intel Department

Research Without the Rabbit Holes: AI as Your Business Intel Department

Research Without the Rabbit Holes: AI as Your Business Intel DepartmentJoe DiChiara
Published on: 09/09/2025

Before AI, research meant disappearing into Google for “just a quick check” and reemerging three hours later knowing the average lifespan of a sea turtle but nothing about your target market.

seo-strategies-growth