The questions owners bring most often
They cluster into a short list: whether someone should be an employee or a contractor, what a customer or vendor agreement needs to say, how to bring in a partner or an investor without losing control of the company, what the business may claim in its marketing, what to do about the website terms and the customer information collected through it, and which licenses or registrations apply to the work. The order changes by industry, but the list itself rarely does. Most owners have already asked around and received confident answers from people who never looked at their documents. The answer often turns on which state's law applies and on what your own agreements already say.
Advice before the decision
Bringing a question early usually narrows it. A partner arrangement is easier to structure than to unwind, an agreement is easier to negotiate before work has started, and a classification question is simpler before a year of payments has piled up behind it. When you do ask, bring the specifics rather than the general version, meaning the actual draft, the actual offer, the actual figures you are weighing, because advice on a hypothetical rarely survives contact with real facts. We would rather answer a small question properly than repair the result of a guess.
Writing decisions down
Whatever gets decided is worth recording somewhere the business can find later: the agreement signed rather than discussed, the ownership split reflected in the company's own documents, the policy actually given to employees, the terms the company uses now instead of the ones from three versions ago. A good share of the work we do for small businesses is reconciling what the documents say with how the business has really been operating. Keeping those two aligned costs very little at the time. Bookkeeping and tax questions should go to your accountant alongside this.