LLC vs. S-corp
An LLC provides liability protection and pass-through taxation with minimal administrative overhead — a single-member LLC reports on Schedule C, a multi-member LLC files a partnership return, and it works well for a shop in its early years or one with modest net profit after the owner's compensation.
An S-corp isn't a separate entity type — it's a tax election an LLC or corporation can make, and its core advantage is splitting income between a reasonable salary (subject to payroll taxes) and distributions (which aren't). As a general rule, the election starts producing meaningful savings once net profit exceeds the owner's reasonable salary by $40,000 to $60,000 or more; below that threshold, the compliance cost of running payroll and filing a separate corporate return can offset the tax savings. Start as an LLC, and when annual net profit above your salary consistently clears $50,000 to $60,000, model the S-corp election with a CPA familiar with service businesses.
Insurance
Insurance isn't optional. Most enterprise clients require proof of coverage before executing a services agreement, investors review it during diligence, and the exposure from a software bug, data breach, or misclassification claim can exceed what a small shop can absorb without it.
- ✓Technology E&O is the foundational policy — it covers claims that your software, advice, or services caused a client financial harm. Generic professional liability policies often exclude technology product failures, so a technology-specific form is necessary. Small shops typically pay $1,300 to $1,800 annually for a $1,000,000 per-occurrence limit.
- ✓Cyber liability responds when your shop experiences a data breach, ransomware attack, or other security event — breach response, forensics, legal fees, notification expenses, and business interruption. It's often bundled with Tech E&O into a single policy, typically the most cost-effective structure for a small shop.
- ✓General liability covers bodily injury and property damage — required by most leases and many client agreements as a baseline, but it does not cover professional negligence claims, which is why Tech E&O is a separate, non-negotiable policy rather than a substitute.
- ✓Workers' compensation is required in virtually every state if you have W-2 employees. If your team is genuinely independent contractors this may not apply, but a misclassified worker injured on the job can create exposure you didn't anticipate.