Outside General Counsel · February 20, 2026

Five Documents to Never Sign Without Counsel

Not every contract needs a lawyer. Plenty of routine paperwork can be signed after a careful read. But a handful of documents carry consequences out of all proportion to their length — obligations that survive for years, waive rights you did not know you had, or put your personal assets behind a business debt. Here are five documents California business owners should never sign without counsel reviewing them first.

1. Anything with a personal guaranty

A personal guaranty erases the boundary between the business and you. Bank loans, equipment leases, commercial leases, and supplier credit applications routinely include one — sometimes labeled clearly, sometimes buried as a "continuing guaranty" paragraph above the signature block. Before signing, you should know whether the guaranty is capped or unlimited, whether it covers future obligations you have not incurred yet, whether it survives sale of the business, and whether your spouse's community property is exposed. California courts enforce clear guaranties as written, and lenders pursue them. This single signature deserves more scrutiny than any other in this article.

2. A commercial lease

A commercial lease is often a small business's largest financial commitment — five years of rent can exceed the value of the company signing it. Unlike residential tenants, commercial tenants in California get few statutory protections; the lease is essentially whatever you negotiate. The expensive traps are predictable: personal guaranties (again), operating-expense and CAM pass-throughs that grow without limit, restoration obligations that require rebuilding the space at move-out, assignment clauses that block you from selling the business, and relocation or demolition clauses that let the landlord move or remove you. Every one of these is negotiable before signature and nearly immovable after.

3. A letter of intent or term sheet

Founders sign LOIs casually because they are "nonbinding." Mostly, they are — but the binding parts (exclusivity, confidentiality, sometimes break-up fees) can lock you out of the market for months, and the nonbinding parts set anchors that are very hard to move later. Price, structure, escrow, and key terms recited in an LOI become the baseline for the purchase agreement; renegotiating them later reads as bad faith. Whether you are selling the company, taking an investment, or entering a joint venture, an hour of counsel's time on the term sheet shapes everything that follows. This is standard early-stage work in any M&A engagement, and it is far cheaper at the LOI stage than after exclusivity is signed.

4. A settlement or severance agreement

Settlement agreements end disputes by waiving claims — that is their entire purpose — and the waiver language is where the risk lives. A general release with a Civil Code § 1542 waiver gives up even existing claims you do not know about yet. Severance agreements add further wrinkles under California and federal law: statutory limits on confidentiality and non-disparagement terms, review and revocation periods for releases of federal age-discrimination claims, and provisions that cannot lawfully restrict reporting to government agencies. Signing one of these without advice means guessing at what you are giving up. The same caution applies to releases hidden inside other documents — loan modifications and insurance payments sometimes include one.

5. Anything that changes who owns the company

Stock purchase agreements, SAFEs, convertible notes, buy-sell agreements, operating agreement amendments, and equity grants to employees all alter the ownership of your business — usually permanently. The recurring mistakes are painful: issuing equity without board approval or securities-law compliance, granting a minority owner veto rights no one noticed, vesting terms that reward a departing co-founder, and "simple" documents that conflict with the operating agreement they amend. Ownership documents are the hardest category to unwind, because unwinding them requires the other party's consent, and by then the other party has leverage.

The pattern behind all five

Each of these documents shares three traits: the downside is large, the terms are negotiable before signing, and the other side drafted it. That combination is exactly when review pays for itself. Businesses with an outside general counsel relationship send these documents over as a reflex — a same-week review at a known cost — instead of deciding each time whether legal help is worth it. That reflex is worth more than any single contract term.

Talk to a California business attorney

If one of these documents is sitting in your inbox waiting for a signature, have it reviewed first — the consultation costs nothing and the signature is forever. Schedule a free consultation or call (949) 418-2113.

This article is attorney advertising and provides general information only. It is not legal advice and does not create an attorney–client relationship. Facts matter; consult a lawyer about your specific situation.

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