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The Importance of Operating Agreements in Multi-Owner Businesses

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Why an Operating Agreement Is the Constitution of a Multi-Owner LLC

An operating agreement functions as the governing charter of a multi-owner limited liability company, setting out in enforceable terms how the owners will make decisions, share profits and losses, contribute capital, resolve disputes, and ultimately exit the venture. It is the controlling document that fills the gaps left by default state statutes, which are purposely generic and often unsuitable for real-world businesses. Without a tailored operating agreement, multi-owner companies frequently discover that the law imposes rules they did not expect—such as per-capita voting or rigid unanimity for critical decisions—resulting in stalemates and unintended economic outcomes.

From my perspective as both an attorney and a CPA, the operating agreement is equally a legal instrument and a financial blueprint. It articulates not only ownership and control, but also tax allocations, distribution policies, and capital mechanics that affect cash flow and taxable income. When drafted carefully, it preempts disputes by specifying procedures for routine and extraordinary events alike, minimizing uncertainty and the costly litigation that commonly follows ambiguity. Even in seemingly simple businesses with a few co-owners, the absence of a comprehensive agreement typically means the owners are relying on assumptions rather than concrete rules, which is where most avoidable conflicts begin.

Defining Ownership, Capital Contributions, and Dilution Mechanics

An operating agreement must clarify the precise ownership interests of each member, the types of equity authorized, and the circumstances under which those interests may change. This includes initial capital contributions, the form of those contributions (cash, services, or property), and the repercussions for failing to contribute as promised. Many owners assume that ownership percentages remain static, but a well-drafted agreement will address future financing needs and the dilution mechanics tied to additional capital contributions or issuances, including preemptive rights, weighted-average adjustments, and the treatment of unvested or forfeitable interests.

Capital calls are often misunderstood. Without specificity, a capital call may be unenforceable or may result in inequitable shifting of economic rights. Clear language must set out the authority to initiate a call, the notice period, the consequences of non-participation (for example, default interest, forced sale, or dilution), and whether third-party financing can substitute for member capital. The agreement should also delineate how member loans are documented, prioritized, and repaid, as well as whether interest accrues and whether such loans affect profit allocations or voting. These are not mere formalities; they are the rules that prevent resentment, cash flow strain, and claims of minority oppression when the business inevitably needs more capital than originally predicted.

Governance: Management Structure, Voting, and Consent Thresholds

Governance decisions begin with whether the LLC is member-managed or manager-managed, and that choice drives authority, liability exposure, and day-to-day control. A robust operating agreement specifies the powers of managers, the decisions reserved to members, and the different voting thresholds for each category of decision. For example, routine operational matters may require a simple majority, while admission of new members, incurrence of significant debt, amendments, or dissolution may require supermajority or unanimous consent. These thresholds should be granular; relying on a single blanket threshold often forces consensus where it is impractical and allows unilateral action where it is dangerous.

Owners commonly assume that voting power automatically follows ownership percentage. That is a misconception. Voting can be tied to capital accounts, units, classes of units, or specific rights attached to preferred interests. An agreement should address proxies, written consents, tie-breaking mechanisms, and meeting procedures that prevent paralysis. Deadlocks are predictable in two-member or evenly split ownership structures, and failure to plan for them is one of the most frequent causes of litigation. Carefully constructed consent rights and narrow vetoes can protect minority members without giving any one owner the ability to frustrate ordinary business operations.

Economic Allocations: Profits, Losses, and Tax Distributions

Economic allocations are the backbone of the LLC’s finance and tax posture. The agreement must define how profits, losses, and items of deduction and credit are allocated among members, and those allocations must satisfy the substantial economic effect requirements of partnership tax law. Boilerplate provisions rarely achieve the intended tax outcomes, especially when members contribute property with different tax bases, interests vest over time, or the business plans to admit new investors. Without precise allocation language, members can receive unexpected taxable income without corresponding cash—an outcome that strains relationships and personal budgets alike.

Tax distributions are another frequent pressure point. A prudent agreement provides for periodic distributions to cover members’ estimated tax liabilities based on allocated taxable income, while retaining sufficient cash to fund operations and reserves. It should address how to compute the applicable tax rate, whether distributions are credited against future profit distributions, and what happens if cash is insufficient. Additionally, the agreement should include language for 704(c) allocations, targeted capital accounts, qualified income offsets, and deficit restoration obligations where appropriate. These technical provisions are not academic; they directly impact who pays taxes, when cash moves, and whether allocations are respected on audit.

Banking, Accounting, and Financial Controls

Internal controls are rarely discussed at formation, yet they are critical safeguards for a multi-owner enterprise. The operating agreement should specify accounting methods, fiscal year, financial statement cadence, signatory authority, dual-approval thresholds, and the use of segregated accounts for payroll, operating, and reserve funds. It should establish protocols for expense reimbursement, related-party transactions, and approval of capital expenditures. These controls are as much about transparency as they are about fraud prevention; they create a verifiable record that reduces suspicion among owners when results deviate from expectations.

Consider also the importance of audit and inspection rights. Members should have defined access to books and records, subject to reasonable confidentiality requirements, as well as the right to trigger an independent financial review under specified circumstances. A simple clause outlining when a quality-of-earnings review or forensic audit is mandatory—such as upon a change of control, suspected misconduct, or certain variance thresholds—can prevent disagreements from spiraling. As a CPA, I regularly encounter otherwise healthy businesses whose owners have soured on each other solely due to opaque financial practices that better drafting could have eliminated.

Buy-Sell and Exit Provisions: Triggers, Mechanics, and Funding

Every multi-owner business must plan for owner separations, whether voluntary or involuntary. A comprehensive operating agreement identifies buy-sell triggers such as death, disability, divorce, bankruptcy, termination of employment, material breach, or a decision to sell to a third party. It then sets forth the mechanics for notice, valuation, closing timelines, and payment terms. Owners often fail to appreciate that the absence of a clear roadmap effectively invites opportunistic behavior, including forced discounts, indefinite delays, or the blocking of a reasonable exit.

Equally important is the funding strategy. Many buy-sell obligations require outside capital if not structured carefully. The agreement should contemplate life and disability insurance proceeds, escrowed reserves, installment payments, promissory notes with security interests, and subordination arrangements with senior lenders. If the document fails to address solvency constraints, the company can be forced into a liquidity crisis exactly when stability matters most. A thoughtful, realistic buy-sell regime balances fairness to the departing member with the ongoing company’s capital needs.

Valuation Methodologies and the Danger of Ambiguity

Valuation disputes can consume vast resources. The operating agreement should define a clear valuation methodology tailored to the business model, whether that is a multiple of EBITDA, discounted cash flow, book value adjustments, or a hybrid approach. It should specify normalization adjustments, treatment of non-recurring items, working capital targets, and whether minority or marketability discounts apply. Relying on a vague reference to “fair market value” without process details almost guarantees contention.

An effective provision establishes an appraiser selection process, independence criteria, and a tie-breaker mechanism such as a baseball arbitration framework. It should also set deadlines for deliverables, allocate appraisal expenses, and define interim rights (for example, whether distributions continue) during the valuation period. These details are rarely intuitive to non-specialists, yet they profoundly impact price and timeline. As a practitioner, I have seen businesses lose momentum and talent while owners wrangle over undefined valuation terms that could have been resolved in a single page of precise drafting.

Transfer Restrictions and Admission of New Members

Transfer restrictions preserve the company’s ownership profile and protect against unwelcome partners. The operating agreement should prohibit transfers except as expressly permitted and detail permissible transferees, including affiliates, estate planning vehicles, and family members. It should differentiate between transfers of economic rights and full membership interests, with the latter requiring affirmative consent. Right of first refusal and co-sale rights can prevent stealth transfers that would otherwise upset the balance of control.

The admission of new members must be controlled through defined approval thresholds and documented through joinder agreements that bind newcomers to the existing operating agreement. The agreement should also address the creation of new classes of units with distinct economic or voting rights, as well as anti-dilution protections for existing members. Many owners mistakenly assume that a verbal consensus is sufficient to admit a new investor; in reality, failure to follow formal admission procedures can invalidate the transfer, jeopardize tax allocations, and trigger disputes with lenders or regulators.

Fiduciary Duties, Conflicts of Interest, and Corporate Opportunity

Members and managers owe duties of care and loyalty that can be expanded, clarified, or in some cases limited by the operating agreement, subject to state law. The agreement should define standards for decision-making, safe harbors for reliance on professionals, and procedures for approving conflict transactions. Without clarity, even routine vendor relationships or side ventures can be challenged as breaches of fiduciary duty, risking damages, disgorgement, and removal of managers.

Conflicts management is not merely a policy; it is a process. Establish a disclosure protocol, independent review where feasible, and voting limitations for interested parties. The document should also address the corporate opportunity doctrine, explicitly stating whether members may pursue outside opportunities and, if so, under what conditions. These provisions are particularly important in industries where relationships and deal flow overlap. As a legal and tax advisor, I recommend documenting conflict approvals contemporaneously and aligning them with accounting records, so that compliance and defensibility go hand-in-hand.

Dispute Resolution, Deadlock, and Interim Remedies

Disputes are inevitable. An operating agreement should provide a staged resolution process, beginning with good-faith negotiation, escalating to mediation, and culminating in arbitration or litigation as appropriate. The choice between arbitration and court proceedings depends on the industry, sophistication of the parties, need for injunctive relief, and cost considerations. If arbitration is selected, the agreement should define the governing rules, number of arbitrators, seat, discovery scope, and confidentiality obligations.

Deadlock provisions are indispensable in evenly split ownership structures. Incorporating a tie-breaker, such as appointing an independent manager for specified issues, allowing a buy-sell trigger upon deadlock, or deploying a shotgun clause with safeguards, can avoid paralysis. Interim remedies—like status quo orders, escrow of disputed funds, and temporary managers for limited purposes—help the business operate while disagreements are resolved. The most expensive battles I encounter usually follow agreements that say “we will work it out” without defining who decides what, when, and how.

Intellectual Property, Confidentiality, and Non-Compete Covenants

Ownership and protection of intellectual property must be explicit. The agreement should assign to the company all IP created by members or managers within the scope of the business, require execution of further assignments, and impose confidentiality obligations with meaningful remedies. A well-drafted IP clause also covers trade secrets, data governance, and the handling of proprietary information during and after a member’s tenure, including return or destruction of materials upon separation.

Restrictive covenants—non-compete, non-solicit, and non-interference—must be tailored to applicable law, which can vary significantly by jurisdiction and industry. Overbroad restrictions risk unenforceability, while narrow, well-supported covenants protect legitimate business interests without stifling lawful competition. The agreement should also address carve-outs, severability, and equitable relief. As state and federal scrutiny of non-competes evolves, operating agreements must be reviewed periodically to ensure that the restrictions remain enforceable and aligned with the company’s risk profile.

Regulatory, Industry-Specific, and Multi-State Considerations

Regulatory overlays can upend default operating assumptions. Whether the business is in healthcare, financial services, real estate syndication, cannabis, food and beverage, or franchising, the operating agreement should reflect licensing constraints, ownership eligibility rules, and reporting obligations. Some industries require that key personnel or controlling owners meet specific qualifications; the agreement should provide a mechanism for removal or redemption if regulatory status changes or a member becomes ineligible.

Multi-state operations add complexity in tax apportionment, nexus, and foreign qualification. The agreement should authorize registrations as a foreign entity, designate who signs compliance filings, and provide for the collection of data needed for composite returns, withholding on nonresident owners, and local tax registrations. Owners frequently underestimate the burden of multi-state compliance, only to discover penalties and interest accruing because no one was assigned responsibility. Clear governance over compliance functions prevents costly oversights and finger-pointing.

Insurance, Indemnification, and Limitation of Liability

Risk transfer through insurance and indemnification is a key component of a responsible operating agreement. Specify required coverages—general liability, property, cyber, directors and officers, key person, and buy-sell funding—and assign responsibility for procurement and premium payments. The agreement should require periodic review of limits and endorsements, especially when the business scales or expands into new lines. Insurance dovetails with indemnification; appropriate coverages reduce out-of-pocket exposure when indemnity obligations arise.

Indemnification and advancement provisions must be precise, defining who is protected, under what circumstances, and subject to what limitations. Carve-outs for bad faith, fraud, or willful misconduct are common, as are procedures for determining entitlement to advancement of defense costs. Coordination with state law is essential because some jurisdictions impose mandatory or default standards that can be altered only with careful drafting. Boilerplate language copied from another company’s agreement often fails when tested by a real claim.

Recordkeeping, Amendments, and Ongoing Governance Hygiene

Governance hygiene is not glamorous, but it separates resilient companies from those vulnerable to disputes. The operating agreement should mandate the maintenance of a corporate minute book, capitalization ledger, member rosters, consents, and key policy documents. It should set schedules for periodic financial reporting, annual meetings, and review of major policies such as conflicts, cybersecurity, and disaster recovery. A simple discipline of regular documentation dramatically improves credibility with lenders, auditors, and potential buyers.

Amendment procedures deserve careful thought. Requiring unanimous consent for all amendments invites gridlock, yet allowing simple majorities to change core rights creates instability. A tiered approach—unanimity for fundamental economic or class rights, supermajority for governance changes, and majority for administrative updates—balances flexibility with fairness. The agreement should also authorize the managers to make limited technical amendments to reflect changes in law or tax guidance, with notice to members. Routine maintenance cost is minimal compared to the cost of litigating what the parties “meant” years later.

Common Misconceptions and Costly Mistakes to Avoid

The most pervasive misconception is that “we are aligned, so we do not need to overcomplicate the agreement.” Alignment today does not guarantee alignment tomorrow, and even honest people interpret silence in documents to their advantage under stress. Another common belief is that a short template is acceptable for a “simple” business. In reality, the complexity of an operating agreement arises from predictable friction points—capital needs, taxes, exits, and governance—that affect every company regardless of size.

Equally dangerous is the assumption that tax and legal provisions can be patched together from disparate templates. In practice, tax allocation language must align with capital account mechanics, distribution waterfalls, and buy-sell triggers. Valuation clauses must match transfer restrictions and funding provisions. Conflicts procedures must coordinate with indemnification and D&O coverage. When these moving parts are drafted in isolation, unintended inconsistencies emerge, creating ambiguity that courts resolve unpredictably and expensively. Engaging experienced counsel and a tax professional at formation is far less costly than litigating the meaning of a poorly integrated document.

How a Lawyer-CPA Team Designs a Practical, Enforceable Agreement

A strong operating agreement balances legal enforceability with operational practicality. In my practice as an attorney and CPA, the process begins with a structured discovery of ownership goals, capital plans, anticipated hiring, regulatory constraints, and exit horizons. We translate those goals into a tailored governance matrix, explicit economic allocations, and precise definitions. Drafts are stress-tested against realistic scenarios: missed capital calls, a sudden acquisition offer, a key manager’s departure, or a downturn requiring lender waivers. This scenario planning often exposes subtle inconsistencies that generic forms miss.

Equally important is implementation. We align the operating agreement with companion documents: employment or management agreements, equity award agreements, subscription documents, insurance policies, bank covenants, and tax elections. We create checklists for admission of new members, issuance of units, and approval of related-party transactions. Finally, we establish a maintenance cadence—periodic meetings, financial reporting, and annual legal and tax reviews—to ensure the agreement remains congruent with the evolving business. This disciplined, integrated approach produces not only a defensible agreement but a durable governance framework that protects relationships, preserves value, and provides clarity when it matters most.

Practical Takeaways for Multi-Owner Businesses

Every multi-owner company needs an operating agreement tailored to its ownership profile, capital strategy, tax posture, and industry risk. The document should address ownership definition, capital calls, voting thresholds, economic allocations, buy-sell mechanics, valuation processes, transfer restrictions, fiduciary standards, dispute resolution, IP ownership, regulatory compliance, insurance, indemnification, and governance hygiene. Each of these topics interacts with the others; omitting or oversimplifying any one of them can undermine the entire structure.

The cost of meticulous drafting is modest compared to the expense of disputes, tax surprises, or failed exits. In my experience, the most successful owners invest early in a robust operating agreement, revisit it as the business evolves, and treat it as a living framework rather than a one-time formality. When properly crafted and maintained, the operating agreement becomes a strategic asset that reduces friction, enhances credibility with counterparties, and safeguards both relationships and enterprise value.

Next Steps

Please use the button below to set up a meeting if you wish to discuss this matter. When addressing legal and tax matters, timing is critical; therefore, if you need assistance, it is important that you retain the services of a competent attorney as soon as possible. Should you choose to contact me, we will begin with an introductory conference—via phone—to discuss your situation. Then, should you choose to retain my services, I will prepare and deliver to you for your approval a formal representation agreement. Unless and until I receive the signed representation agreement returned by you, my firm will not have accepted any responsibility for your legal needs and will perform no work on your behalf. Please contact me today to get started.

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As the expression goes, if you think hiring a professional is expensive, wait until you hire an amateur. Do not make the costly mistake of hiring an offshore, fly-by-night, and possibly illegal online “service” to handle your legal needs. Where will they be when something goes wrong? . . . Hire an experienced attorney and CPA, knowing you are working with a credentialed professional with a brick-and-mortar office.
— Prof. Chad D. Cummings, CPA, Esq. (emphasis added)


Attorney and CPA

/Meet Chad D. Cummings

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I am an attorney and Certified Public Accountant serving clients throughout Florida and Texas.

Previously, I served in operations and finance with the world’s largest accounting firm (PricewaterhouseCoopers), airline (American Airlines), and bank (JPMorgan Chase & Co.). I have also created and advised a variety of start-up ventures.

I am a member of The Florida Bar and the State Bar of Texas, and I hold active CPA licensure in both of those jurisdictions.

I also hold undergraduate (B.B.A.) and graduate (M.S.) degrees in accounting and taxation, respectively, from one of the premier universities in Texas. I earned my Juris Doctor (J.D.) and Master of Laws (LL.M.) degrees from Florida law schools. I also hold a variety of other accounting, tax, and finance credentials which I apply in my law practice for the benefit of my clients.

My practice emphasizes, but is not limited to, the law as it intersects businesses and their owners. Clients appreciate the confluence of my business acumen from my career before law, my technical accounting and financial knowledge, and the legal insights and expertise I wield as an attorney. I live and work in Naples, Florida and represent clients throughout the great states of Florida and Texas.

If I can be of assistance, please click here to set up a meeting.



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