From the Bench Memo No. 001

Choosing a Business Structure

  • To:Founders and Operations
  • From:GC Bench
  • Re:Choosing the Right Entity for Your Business
Two stacks of documents side by side on a wooden desk by a window, one bound in a navy cover and one held by a clip with a pen resting on top

Founders often make their first real legal decision without much fanfare: they pick a business structure, file the paperwork, and move on. That’s understandable. Entity formation isn’t the fun part. But it’s a key early decision that gets harder to unwind the longer you wait, whether that’s because a co-founder joined, a client has strict contracting requirements, or investors entered the picture.

This post isn’t meant to tell you which structure to pick. That depends on your specific situation and is worth a real conversation with a trusted advisor. Instead, we’ll walk you through the business entity landscape and highlight the questions worth asking before you file anything.

THE MAIN PATHS

Most businesses end up in one of a few general categories. You can operate without a separate entity (a sole proprietorship, or a general partnership if there’s more than one owner). That leaves your personal assets exposed to the business’s debts and claims, but it can still be a sensible starting point for a low-risk business, for testing an idea before investing in the cost of forming an entity, or for a solo consultant who carries insurance instead of leaning on an entity for protection. You can also form a partnership with more structure around liability: a limited partnership, where at least one general partner carries full exposure while the limited partners don’t, or a limited liability partnership, which extends liability protection to all the partners. Or you can form a limited liability company (LLC) or a corporation. Each option involves real trade-offs in liability protection, taxation, paperwork, and how easily you can bring in partners or investors later.

A couple of other paths are worth knowing about too. Nonprofit corporations exist for mission-driven work. And in several states, licensed professionals, including doctors, lawyers, and accountants, aren’t allowed to use an ordinary LLC or corporation at all: they’re required to organize as a professional corporation (PC) or professional limited liability company (PLLC) instead. If you’re in a licensed field, that’s worth checking early, since it can take the standard options off the table entirely.

ASKING THE RIGHT QUESTIONS

There’s no one “best entity” that works for every situation. It depends on your circumstances. Rather than starting from “LLC or corporation,” it’s usually more useful to work through a handful of questions.

How much personal liability exposure are you willing to accept? Most people’s instinct is “none,” and LLCs and corporations both create a separate legal entity that absorbs much of that risk, as long as personal and business finances stay separate. The more interesting question is why some owners still take on exposure anyway, as a sole proprietor or as the general partner in a partnership: usually because it’s simpler and cheaper, and the underlying business is low-risk enough that the trade-off makes sense.

What tax treatment makes the most sense for you? Sole proprietorships, partnerships, and LLCs are taxed by default on a pass-through basis, meaning profits show up on your personal return and the business itself doesn’t pay a separate tax. Corporations are taxed at the entity level by default, so profits can effectively be taxed twice: once to the company, once to you when you take a distribution.

Who else is going to own or run this with you? If it’s just you, simplicity may matter most. Add co-founders, partners, or investors, and an entity’s default rules on management, voting, and transferring ownership matter a lot more.

Do you plan to raise outside capital? Institutional investors, venture capital especially, tend to prefer corporations, largely because the share structure is familiar and well-tested. Worth factoring in early, since converting later adds cost and complexity.

How much formality makes sense given where your business is right now? Corporations come with statutory requirements (a board, officers, annual meetings, minutes) regardless of how small the company is. LLCs let owners build most of that structure themselves, or skip it, through an operating agreement.

THE LLC

The LLC has become a default choice for a lot of founders because of how much it can flex. It offers liability protection similar to a corporation, but lets owners decide, through an operating agreement, how the business is managed, how profits are split, and even how it’s taxed (LLCs can elect to be taxed as a partnership, a corporation, or, for a single owner, a disregarded entity). That flexibility tends to suit businesses funded by revenue rather than outside investors, and owners who’d rather keep formalities to a minimum.

THE C CORPORATION

Corporations trade some of that flexibility for a more standardized structure: shareholders, a board of directors, officers, and a set of formalities that apply whether there’s one owner or a hundred. That standardization is a big part of why corporations tend to be the preferred vehicle for companies planning to raise venture capital or eventually go public: investors and their counsel already know how to work with them.

THE S CORPORATION

Within the corporate structure, some businesses elect to be taxed as an S corporation instead of the default C corporation. An S-corp election lets profits pass through to owners’ personal returns rather than being taxed twice, but it comes with real restrictions: no more than 100 shareholders, only one class of stock, and no shareholders that are corporations, partnerships, or non-U.S. persons. Those restrictions make it a poor fit for a company planning to raise institutional capital, but it’s worth knowing about for smaller businesses that want corporate-style structure with pass-through taxation.

NONPROFITS

For organizations built around a mission rather than a return to owners, forming as a nonprofit corporation is its own path, with its own governance requirements and a separate step of applying for federal tax-exempt status with the Internal Revenue Service. It’s different enough from the for-profit comparison above that it deserves its own conversation rather than a footnote here.

THE TAKEAWAY

Choosing a structure really comes down to weighing a handful of factors, liability, taxes, ownership, capital plans, and how much formality you’re willing to take on, that don’t always point in the same direction. That tension is exactly why this stage rewards slowing down rather than rushing through it. Taking a beat now, and being honest with yourself about where the business is headed, tends to serve you far better than picking whatever your friend did.

/s/ Demetre Klebaner

Founder & Principal, GC Bench