The Handshake Deal That Cost a Founder Half His Company

Two friends have an idea. One can build it, the other can sell it. They shake hands, split the company 50-50, and get to work. No lawyer. No paperwork. Just trust and a shared belief that the business is going to succeed.

For a while, it works beautifully. Then the business grows to the point where the stakes become real, and that is often when things begin to unravel.

I have seen this scenario play out more times than I can count, and it usually follows a familiar pattern. One founder ends up doing most of the work while the other gradually steps back. One wants to raise capital while the other wants to stay lean. Sometimes the relationship simply breaks down, and one founder wants to leave while still expecting to be paid for a company they have not meaningfully contributed to in years.

When nothing was ever put in writing, there is no clear answer to any of those situations. Instead, disagreements become expensive disputes, and in many cases, the business suffers right alongside the relationship.

The reality is that the decisions you make at the beginning, including how you structure the business and the documents you sign, are not just administrative tasks. They determine who owns what, who has decision-making authority, and what happens when circumstances change. If those rules are never established, they will eventually be determined by state law, a court, or the outcome of a legal dispute, none of which are likely to reflect what you originally intended.

Fortunately, getting these pieces in place is far less complicated than many founders assume, and it is one of the most important investments you can make during your first year in business.

The First Real Decision Is What Kind of Company You Are

Before you sign a lease, hire employees, or accept your first dollar in revenue, you need to decide how your business will be structured. That decision affects three important areas for years to come: taxes, personal liability, and your ability to raise capital.

For many small businesses, an LLC is the most practical choice. It helps protect your personal assets if the business is sued or incurs debt, offers flexibility in management, and allows profits to pass directly to the owners without corporate-level taxation. For a solo entrepreneur or a closely held local business, it is often the right fit.

If your long-term plan includes raising outside investment, however, a corporation may make more sense. Investors and venture capital firms are generally more familiar with the corporate structure because it is designed to accommodate shareholders, boards of directors, and future fundraising.

This is also where the question of incorporating in Delaware often comes up. Delaware remains the preferred state for many high-growth companies because of its well-established corporate laws, specialized business courts, and familiarity among investors. On the other hand, if you are operating a Michigan business that primarily serves Michigan customers and have no immediate plans to seek venture funding, forming your company in Michigan is often the more practical and cost-effective choice.

The right decision depends on where you want your business to go. It is much easier to make that decision correctly from the start than to unwind the wrong structure later.

The Document That Actually Protects the Business

Forming the business entity is only the beginning. The document that provides meaningful protection is the governance agreement underneath it, whether that is an operating agreement for an LLC or bylaws for a corporation.

These documents answer the questions that a handshake never does. What happens if one founder decides to leave? What if someone stops contributing but still expects to keep their ownership interest? Which decisions require approval from both founders, and which can one person make independently? If someone exits, how is their ownership valued and purchased? Can a founder sell their interest to someone else without the other owner’s approval?

Without clear answers, those conversations usually happen only after relationships have deteriorated, when every decision becomes more difficult and more expensive.

The capitalization table, or cap table, is equally important. At its core, it is simply the official record of who owns what percentage of the business. It may sound like bookkeeping, but it becomes one of the first documents investors review.

If ownership records are inconsistent or based on informal promises made over the years, it can delay financing, reduce a company’s valuation, or even cause an investment opportunity to fall apart. Establishing an accurate cap table is far easier when ownership is straightforward than after equity has been promised to employees or outside investors and memories no longer match reality.

Why It Is Worth Doing Early

The most common response I hear is simple.

“We’re just getting started. We trust each other. We’ll put everything in writing once there’s real money involved.”

Unfortunately, that approach usually creates the very problems founders hope to avoid.

The value of putting these agreements in place early is that everyone is still approaching the conversation from the same place. The business is new, expectations are aligned, and no one knows exactly how the company will evolve. Those conversations become much more difficult once the business has value and every decision has financial consequences.

At that point, the founder who wants to leave understands what their ownership may be worth. The founder who stayed believes they carried the company forward. Trying to establish the rules then becomes significantly more complicated than agreeing on them before conflict ever exists.

Setting up the right structure and governance documents from the beginning is a relatively small investment compared to the cost of a founder dispute. Legal fees, stalled growth, failed investment opportunities, and damaged relationships often cost far more than addressing these issues at the outset.

The founders who take the time to build that foundation early give themselves a much stronger chance of staying focused on growing the business instead of resolving disputes that could have been prevented.

Get It Right Before It Gets Big

At Mavacy, we help founders build the legal foundation that allows their businesses to grow with confidence. We help you choose the right entity based on where you want your company to go, not just where it is today. We draft operating agreements and bylaws that answer difficult questions before they become disputes, and we help maintain clean ownership records that stand up to investor scrutiny.

If your business started with a handshake, or is about to, now is the time to put the right protections in place. The earlier you establish clear expectations, the easier it is to avoid costly misunderstandings later.

Schedule a consultation. Bring your idea, your co-founder, and whatever you have documented so far, even if that is nothing at all. We will help you build the right foundation from there.

Mavacy Law. On time, on budget, before you even have to ask.

Author

Michael Melfi

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