Business & Self-Employed

Turning a trade skill into a real business is a different set of decisions than the ones I write about everywhere else on this site. It’s not about budgeting or paying down debt, it’s about structure, paperwork, and protecting what you’re building. This hub covers going independent in the order it actually comes up: setting the business up right, protecting yourself once it’s running, pricing and getting paid without getting burned, and the tax, hiring, and mindset shifts that catch people off guard once the business is actually moving.

Setting Up the Business
Business Address & Registered Agent

What you actually need for a legal business address, and the PO Box mistake that trips people up.

NAICS Classification, Explained Properly

Why your NAICS code matters for financing, insurance, and taxes, not just paperwork.

Licenses, Permits & Certifications

The trade-specific and general business licensing layer, and how to tell them apart.

Why Banks Reject Virtual Business Addresses

Your address can satisfy your state filing and still get your bank application bounced. Here’s why, and what actually works.

Protecting the Business
Liability Insurance & Bonding

General liability, workers’ comp, and bonds explained, plus the misconception that your LLC alone covers you.

How Surety Bonds Actually Work

Penal sums, claims, and what you’re actually on the hook for if a bond gets called.

Running the Business
Pricing Your Labor

How to actually calculate what you need to charge, not just match the next guy’s number.

1099 vs. W-2: The Classification Test That Actually Matters

Why “just 1099 him” is more expensive to get wrong than it sounds.

1099 and Self-Employment Tax Realities

The real math on what changes once nobody’s withholding anything for you.

Getting Paid
Contracts and Getting Paid

What belongs in a client contract, what you can legally ask for upfront, and when a lien beats small claims court.

Business Banking and Bookkeeping

Why a separate account protects your LLC, and how to handle bookkeeping without overcomplicating it.

Planning & Mindset
Business Plans Are “Obsolete” in 2026, You Still Need One Anyway

The format everyone mocks isn’t the same as the thinking behind it.

From Technician to Business Owner

Being great at the trade and being great at running the business are different skills.

Building Business Credit
Building Business Credit Separate From Personal

Why business credit needs to stand on its own, and how it protects your personal score.

The Right Order to Build Business Credit

The sequence that actually works, so you’re not applying for things you don’t qualify for yet.

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