<- Back to All Articles

Entity Selection & Business Structure

LLC, S-Corp, sole proprietor: the choice changes your tax bill and who counts as an employee. Here's what actually drives that decision.

The Hidden NYC Tax on S-Corps (That You Probably Don't Know About)

NYC doesn't recognize your federal S-Corp election. Here's the 8.85% tax that catches business owners off guard, and how to run the real numbers.

Read More ->

1099 or W-2? What Actually Makes Someone an Employee vs. an Independent Contractor

The IRS doesn't care what you call someone on the invoice. Here's how relationship, control, and payroll taxes actually decide 1099 vs. W-2 status.

Read More ->

When Do I Actually Need to Send Someone a 1099?

The 1099-NEC threshold jumped from $600 to $2,000 for 2026 payments. Here's who you still need to send one to, and who just fell off the list.

Read More ->

The QBI Deduction: What It Actually Saves NYC Small Business Owners

A 20% deduction on your business profit, now permanent. Here's who qualifies, where the phase-out actually kicks in for 2026, and what it doesn't do.

Read More ->

LLC vs. S Corp: Which Structure Actually Saves You Money

An LLC is a legal structure. An S corp is a tax election. Here's how to tell whether flipping that election actually saves you money, NYC wrinkle included.

Read More ->

The Small Business Tax Deductions Checklist: What Owners Actually Miss

Most owners aren't missing exotic deductions, they're mistracking the ones they already know about. Here's the checklist I actually go through with clients.

Read More ->

Business Entity Types Explained: Sole Prop, Partnership, LLC, S-Corp, and C-Corp

Sole prop, partnership, LLC, S-Corp, C-Corp: what each one actually is, and the liability, tax, and paperwork trade-off you're making with every option.

Read More ->

How to Choose the Right Business Entity Structure

Liability, taxes, complexity, and growth, in that order. Here's the four-question framework for picking a business structure instead of guessing.

Read More ->

How Much Does It Cost to Form an LLC in New York?

New York is the most expensive state to form an LLC in, mostly because of one requirement nobody budgets for. Here's a realistic total, county by county.

Read More ->

S-Corp Election (Form 2553): Requirements and Deadlines

Want S-Corp treatment to start this year? The deadline is real, and so is the relief provision if you miss it. Here's exactly how Form 2553 works.

Read More ->

Want to talk through your own situation?

A free strategy session, no jargon, no obligation.

Schedule a Free Strategy Session