Legal, Licenses & Insurance

The Entity Cost/Benefit Worksheet

Companion to "The entity decision is a cost/benefit call."


The entity choice is a purchase: a liability shield from your state, with a one-time price and an annual price. Write the numbers before the feelings.

The four numbers, one line

Before you form anything, write four numbers on one line: your state's filing fee, your state's annual fee or franchise tax, the late-penalty amounts, and what your first year of revenue actually is. The entity decision is that line.

NumberYours
1. State filing fee to form an LLC (national range runs about $35 to $500; for example Kentucky about $40, Massachusetts $500)$
2. Annual fee or franchise tax (annual obligations run from $15 to $800; California charges $800 a year even with no income and no business activity)$ / yr
3. Late-penalty amounts (for example California's $250 late annual statement)$
4. Honest first-year revenue$
Annual fee as a share of first-year revenue%

The decision lines

Sole-prop start: annual fee is a meaningful fraction of expected first-year profit and risk is low. A defensible, common choice; the entity is a decision you are allowed to make twice☐ chosen, date
LLC now: signing contracts with real damage potential, or a contract or client requires it. The fee is cheap insurance at that point☐ chosen, date
Partner involved: two or more people cannot be a sole prop; partnership is the default with joint personal liability. One hour of a lawyer's time before the first client☐ N/A ☐ lawyer booked

The five upgrade triggers (from sole prop to LLC)

A commercial contract requires an LLC or proof of insurance
Physical work on other people's property, at scale, with real damage potential
You hire your first employee
Revenue is consistent and the annual fee stops feeling like a cost and starts feeling like insurance
You are about to sign a personal guarantee you would rather the company carry

What the shield does not cover

Your own negligenceThe LLC protects the owner's wallet from the company's debts; it does not make you unaccountable for your own hands
Personal guaranteesLoans, commercial leases, and business credit cards for a new company typically require the owner's signature
ComminglingPaying groceries from the business account can get the veil pierced; separate account and clean books are not optional extras

S-corp note

Not a company you form; a tax election on IRS Form 2553, signed by all owners, deadline no more than 2 months and 15 days after the start of the tax year it takes effect (or any time during the preceding tax year). Operator consensus from their accountants: look at it around $50,000 a year of net profit, not before; payroll filings and accounting costs eat the savings at small numbers. Raise with a CPA, not a rule.