Compensation and equity

What should our operating agreement cover when we have multiple equity holders?

Write it around the disagreements you can already predict, while everyone still gets along. The legal essay in the newer book says most boutique firms are formed but poorly designed: ownership agreed verbally or by email, and operating agreements that are missing or are generic templates with no real economic or control logic. It lists what is usually absent: decision rights and authority to bind the firm, rules for capital contributions and future funding, vesting, repurchase rights and buy-sell provisions, deadlock resolution, rules for partner exits, terminations and retirements, assignment of intellectual property to the firm, and governance hygiene. The equity chapter of the 2020 book shows why those gaps hurt. Its three founding partners fell out over distributions versus reinvestment, over unequal contributions and different life stages, and then over how to value the shares and how a buyout would be paid. As an inference, each clause should settle one of those fights in advance. Collective 54 is not a law firm and this is not legal advice; the legal essay says ownership restructuring is exactly where to pay for the very best counsel.

Founders ask Collective 54 this 2 times in our records, 1 of them in 2026. The minority holder rights, partner buyout and co-founder equity answers on this site cover protections for small holders, pricing a departure and splitting equity at the start; this page covers designing the agreement around the disputes partners most often have.

Most agreements are documents without design

The legal essay in the newer book describes how most boutique firms begin. Articles of formation are filed, an LLC or corporation is created because that is what everyone does, ownership percentages are agreed verbally or by email, and the operating or shareholder agreement is either missing or a generic template with no real economic or control logic. It says the firm runs smoothly until a partner disagreement, a performance issue or an exit discussion forces the hard questions to be answered after the fact, when leverage is gone and emotions are high.

It warns against what it calls the template trap: documents that look professional but do not reflect the actual risk of the firm. Documents exist; protection does not.

Start from the fights you can predict

The equity chapter of the 2020 book tells the story of three friends who founded an appraisal firm and split the equity equally. Over time one partner contributed far more and resented quarterly distributions going to the other two. He wanted to reinvest profits to scale; they were happy with a lifestyle business. He was in his early forties with college bills; they were in their sixties and wanted to ease into retirement. He threatened to leave with the clients and staff, and they threatened to sue. A valuation firm was hired, the partners disagreed with how value was determined, and they could not agree on terms: one wanted cash at closing, the other offered nothing up front and a five-year earn-out. It took a management buyout and years to mend the friendships.

As an inference, that story names the disputes an agreement should settle in advance: how ownership is set and changed, what happens to profits, who decides what, how someone leaves, how the shares are valued and paid for, and what happens when partners are stuck.

How ownership is set and changed

The chapter recommends valuing ownership at the start on contributed capital alone and not awarding ownership for sweat equity, which it says is impossible to value. Sweat equity is paid as salary instead, at what the role would earn in the open market. It also says equity arrangements must be flexible, because contributions to wealth creation change over time and fixed splits are discouraged. The legal essay adds capital contribution rules and future funding mechanics, vesting and repurchase rights, partner admission rules, and documenting any equity instruments such as options, profit interests or phantom equity. The co-founder equity answer on this site covers the first split.

What happens to profits

As an inference from the appraisal story, the clause most likely to cause resentment is the one most agreements leave vague: how much profit is distributed and how much is reinvested, and who decides. Set the policy and the decision right in writing. The 2020 book notes that equity partners are entitled to distributions; partners who want to grow and partners who want income will read silence differently.

Who decides what

The power chapter of the 2020 book says that as a boutique scales, decision-making must move from one person to the team. Owners hold ultimate power because their capital is at risk, but scaling firms separate approving from deciding: owners approve or reject, and others make the decisions. It describes an elected board of partners meeting quarterly on policy, a managing partner acting as chief executive with term limits, and an executive team running the practices. The legal essay asks for explicit decision rights and rules on who has authority to bind the firm. As an inference, list the decisions that need owner approval and leave the rest to management.

How someone leaves

The chapter recommends a buy-sell agreement, a contract stating how a partner share can be bought and sold, which it says prevents expensive litigation and should be in place before it is needed, when emotions are lower. It should set ground rules such as how a purchase is funded and what triggers a sale. The legal essay adds rules for exits, terminations and retirements, along with a right of first refusal, transfer restrictions, and drag-along and tag-along rights. The chapter says very few boutiques have one, and that every boutique should. The partner buyout answer on this site covers pricing and payment terms.

How the shares are valued

The chapter warns against a common mistake: fixing a valuation formula in advance, such as two times trailing revenue, which may not reflect the true value of the firm. Instead it recommends a business valuation clause that has a valuation expert determine how the firm should be valued when the time comes. It suggests consulting a tax adviser when drafting, because structure affects how much goes to taxes. The valuation answer on this site covers how firms are valued.

What happens when you are stuck

The legal essay lists deadlock resolution mechanisms among the provisions most often missing. As an inference, this matters most for two equal partners, where any disagreement can freeze the firm. Decide in advance how a tie is broken.

Keep it current, and keep it clean

The equity chapter closes with ten questions, including whether owners contribute in different proportions, are at different life stages, have different financial needs or different visions, whether resentment has crept in, whether the structure is outdated, and whether rising stars will need ownership. Its rule is that eight or more yes answers mean it is time to rethink ownership. As an inference, ask those questions every year. The legal essay also wants intellectual property assigned to the firm, a governance calendar for consents, elections and filings, and ownership data that is always ready for due diligence.

Pay for the best counsel here

The legal essay says to use AI and standard documents to cut spending on routine legal work, then redeploy the savings to hire the very best advisors when stakes are high, and it names ownership restructuring among those moments. As an inference, an agreement among several owners is one of them.

What we do not prescribe

Collective 54 is not a law firm and publishes no model operating agreement, clause language or valuation formula. Laws vary by state and entity type; work with qualified counsel and a tax adviser. The published positions are the formation gaps and template trap, the appraisal firm story, ownership on contributed capital with sweat equity paid as salary, flexible equity, the buy-sell agreement with a valuation clause rather than a formula, separating approving from deciding, the provisions listed in the legal essay, the ten questions, and paying for the best counsel at ownership restructuring.

When this answer flips

If one founder owns nearly everything, as an inference, the agreement is mainly about future holders; the minority holder rights answer on this site covers that.

If you are preparing to sell or take outside capital, the buyer or investor will shape the terms, so review the agreement before the process starts.

And if partners already disagree, the chapter suggests a buyout may be the cleaner answer than rewriting the agreement.

The short answer

Design the agreement around the disputes you can predict. The legal essay says most boutique agreements are missing or generic, without decision rights, funding rules, buy-sell terms, deadlock resolution or exit rules. The 2020 book shows the fights that follow: distributions versus reinvestment, unequal contributions, different life stages, and disagreements over valuation and payment. Set ownership on contributed capital and pay for work in salary, agree the distribution policy, separate approving from deciding, put a buy-sell agreement in place with a valuation clause rather than a formula, plan for deadlock, revisit it every year, and hire the best counsel you can to draft it.

Related questions

Questions founders ask next

What is a buy-sell agreement in a professional services firm?

The 2020 book describes it as a contract stating how a partner share can be bought and sold, including how a purchase is funded and what triggers a sale, with a business valuation clause.

Should our operating agreement set a valuation formula?

The 2020 book calls a predetermined formula, such as two times trailing revenue, a common mistake, and recommends a clause that has a valuation expert decide how to value the firm.

How should partners be paid for sweat equity?

The 2020 book says not to award ownership for sweat equity, and to pay for that work in salary at the market rate for the role instead.

What is usually missing from a boutique operating agreement?

The legal essay lists decision rights and authority to bind, capital contribution rules, vesting and buy-sell provisions, deadlock resolution, exit rules, intellectual property assignment and governance hygiene.

Sources: Greg Alexander, The AI-Native Boutique Firm (Advantage Books, January 2027), specifically The AI Legal Manager for firms formed without governance design, ownership agreed verbally or by email, missing or generic operating agreements, the provisions usually missing including decision rights and authority to bind, capital contribution and future funding rules, vesting, repurchase rights and buy-sell provisions, deadlock resolution, rules for exits, terminations and retirements, intellectual property assignment and governance hygiene, the provisions a well-designed agreement includes such as partner admission rules, drag-along and tag-along rights, a right of first refusal, transfer restrictions and documented equity instruments, the governance calendar and diligence-ready ownership data, the template trap, and redeploying legal savings to the very best counsel for ownership restructuring. Greg Alexander, The Boutique: How to Start, Scale, and Sell a Professional Services Firm (Advantage, 2020), chapter 10 for equity partners being entitled to distributions; chapter 24 for the appraisal firm story, flexible equity, ownership on contributed capital, sweat equity paid as salary, the buy-sell agreement and its ground rules, the valuation clause rather than a formula, consulting a tax adviser, and the ten ownership questions; chapter 25 for separating approving from deciding, the elected board, the managing partner and term limits. Related Collective 54 answers on this site: what rights and protections should minority equity holders have; how should we price and structure equity buybacks when a partner leaves or dies; should I bring in a partner or co-founder and how do we split equity; how do I get a valuation for my business; should we require non-compete and non-solicitation agreements for partners and employees. Note on scope: Collective 54 is not a law firm and gives no legal or tax advice. Mapping clauses to predictable disputes, writing down the distribution policy, listing decisions that need owner approval, deadlock planning for equal partners, the annual review, and the flips are inferences used here to organize the source material rather than published Collective 54 positions.

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