Signing a commercial lease is one of the biggest financial commitments an entrepreneur will ever make. Treating it like a simple apartment rental is a catastrophic mistake. Commercial leases are long-term business agreements that shape cash flow, operations, and even exit options for years to come.
On a recent episode of Letters of Intent, hosts Pankaj Raval and Sahil Chaudry spoke with commercial leasing expert Robby Pinnamaneni to pull back the curtain on what landlords expect, what tenants often miss, and how to negotiate smarter. The episode is full of practical warnings and tactical advice, including a blunt reminder that everything in a commercial lease is negotiable.
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This post turns that conversation into a hands-on guide for small business owners. You will learn why the Letter of Intent matters, how personal guarantees can put your home at risk, what hidden fees can double your effective rent, and how to spot the single biggest red flag that should make you walk away. Throughout, you will find real-world examples, simple analogies, and a practical checklist you can use before you sign anything.
If you own a small business and are about to sign a lease, this article is for you. Read it with a pen and the name of your landlord on the paper. There are decisions in these documents that will affect your business for years, and a small legal expense up front can save you a financial headache later.

Why the Letter of Intent (LOI) Is Not Casual: Your First Mistake Could Be Your Last
Most small business owners think of an LOI as a soft step, a rough handshake before the real paperwork begins. That mindset is dangerous. In commercial leasing, the LOI sets the boundaries for later negotiation, and signing a poorly drafted LOI can severely limit your leverage.
Think of the LOI as the blueprint for a house. If you agree to the blueprint and then try to change major features after construction starts, the builder and neighbors will be annoyed. In leasing, once the LOI sets the material terms, the landlord will often treat subsequent efforts to rewrite those terms as bad faith. The podcast gets candid about this, with Robby warning that treating the LOI casually “creates a lot of problems later” and that “once you sign that LOI, you’re now confining yourself, constricting yourself in some ways.”
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What the LOI typically covers
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Rent, term, and renewal options.
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Permitted use and exclusivity clauses.
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Responsibility for common area maintenance, utilities, and taxes.
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Assignment and subletting rules.
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Basic indemnities and insurance requirements.
Why this matters for small businesses
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You might lock in a rent that starts low but escalates aggressively.
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The LOI can limit your ability to change the use of the space if your business pivots.
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Landlords often use LOIs to secure a tenant while they shop for financing or other tenants. If you are tied up, you lose flexibility.
Tactical tips for handling an LOI
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Involve counsel early. Get a lawyer to read the LOI before you sign. LOIs are short documents that can contain long-term traps.
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Confirm material terms in writing, even if they are “non-binding.” Ask for clarity on rent escalation mechanics, how CAM is calculated, and what constitutes permitted use.
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Push for an LOI that outlines the process for resolving disputes at the lease stage. If the LOI is clear, negotiation of the final lease is less combative.
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Use the LOI to secure contingencies you need, for example, a successful inspection, zoning confirmation, or conditional financing. These are reasonable asks.
Mini case study
A neighborhood coffee brand signed a simple LOI and later discovered the landlord planned to impose a percentage rent clause tied to gross sales. Because the LOI referenced “standard landlord terms” without specifics, the store had little leverage to resist the percentage clause in the full lease. Sales suffered and the owners spent six months and thousands of dollars renegotiating terms they could have clarified at the LOI stage.
Bottom line
Treat the LOI like a first round of final terms. Use it to secure clarity on the economic and operational points that will matter for the life of the lease. A small investment in early counsel saves time and money later.
Personal Guarantees: How Your LLC Doesn’t Always Protect Your House
One of the scariest lessons for new tenants is this: a commercial lease often comes with a personal guarantee. Even if you form an LLC or corporation to own your business, the landlord may require an owner or principal to sign a guarantee that lets the landlord bypass the company and pursue personal assets in the event of default.
Robby explains the basic point bluntly, “What a personal guarantee is, it says that, if that entity is not able to satisfy its obligations, then they’re personally going to go after someone else.”
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That is the legal equivalent of opening a direct line from your business failure to your personal assets.
Why landlords ask for guarantees
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New or small tenants present higher risk than large, well-capitalized companies.
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Guarantees reduce landlord risk and often secure better lease terms for tenants who agree to them.
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Landlords often see guarantees as a fallback when eviction or corporate suits are expensive and slow.
How guarantees can be negotiated
You can rarely eliminate the idea of a guarantee if you are a new or lightly capitalized tenant, but you can often limit its scope.
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Limit the duration. Instead of a lifetime guarantee, negotiate a term, for example three to five years, after which the guarantee terminates if the tenant meets certain conditions.
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Limit the amount. Cap the guarantor’s exposure to a preset number, such as six months of rent plus a pre-agreed amount for damages.
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Require landlord to pursue the company first. Ask for a clause that requires the landlord to exhaust remedies against the tenant entity before seeking personal recourse.
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Carve out curable defaults. Exclude minor or curable breaches from personal liability, for example late filing of reports or minor cosmetic obligations.
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Seek partial release triggers. Build in automatic releases once the tenant hits financial milestones or after a specified time free of default.
Analogy that helps small owners
Think of a personal guarantee as co-signing a car loan. The dealership will accept the riskier buyer if someone with better credit promises to step in. That is exactly how most landlords rationalize guarantees. The key is to avoid signing away everything by negotiating clear limits when possible.
Practical checklist for guarantees
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Ask whether the landlord requires a guarantee of individual owners, or if a corporate-level guaranty will suffice.
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Demand caps and term limits.
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Consider credit or performance-based alternatives, for example a security deposit or lender guarantee.
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Discuss options to replace the guarantor later if your business proves stable and creditworthy.
If you are a small business owner, budget the negotiation of a personal guarantee into your leasing plan. It is not necessarily a deal killer, but it affects your risk posture more than rent.
The Hidden Costs That Make Rent a Lie: CAM, NNN, Maintenance, and Escalations
Everyone compares the monthly rent number. That is human. But landlords and brokers know that rent is only part of the story. The real cost of occupancy can be two to three times the advertised base rent once you add common area maintenance, triple-net charges, utility allocations, and surprise capital replacements.
The podcast warns owners to look beyond the monthly payment, and Robby points out that maintenance obligations require inspection and understanding, because items like HVAC replacement can be a six-figure bill.
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Breakdown of common hidden charges
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CAM Charges. Common area maintenance fees cover shared spaces, landscaping, security, and janitorial services in multi-tenant properties. They are often passed through pro rata to tenants. The risk: landlords sometimes inflate CAM or fail to cap increases.
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Triple Net (NNN). In an NNN lease, the tenant pays property taxes, insurance, and maintenance. This can be fine for tenants who understand the costs, but without precise language, ambiguous responsibilities drive disputes.
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Utilities and sub-metering. Some spaces are metered separately, others are shared. Confirm who pays for which systems and how sub-metering is calculated.
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Capital expenditures. Who replaces the roof, the HVAC, or the sprinkler systems? If the lease places the onus on tenants for “maintenance,” you need definitions and caps.
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Rent escalations. Fixed annual increases, CPI indexing, or step-up rents can add up. Understand the compounding effect over the lease term.
How landlords structure charges
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Expense stops. Landlords set a base level of operating expenses; tenants pay increases above that level. Be sure you understand the base year and whether it’s reasonable.
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Pass-throughs vs. fixed fees. Some landlords prefer pass-throughs (you pay actual costs), while others use fixed CAM charges. Each approach has pros and cons for tenants.
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Audits. Tenants should secure audit rights to verify CAM and operating expense calculations.
Negotiation tactics to limit hidden costs
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Cap CAM increases annually and negotiate a clear definition of allowable CAM items. For example, exclude landlord overheads like legal and brokerage fees from CAM.
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Insist on transparent accounting and annual reconciliation with pro rata shares.
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Require the landlord to provide historical expense data for the property so you can validate budgeted projections.
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For capital expenditures, push for landlord responsibility for replacements exceeding a reasonable threshold, or require amortization schedules so the cost is spread fairly.
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Ask for a gross-up clause only for vacancy-based CAM computations, and limit its application.
Mini case study
A small fitness studio signed a lease with an apparently attractive base rent. Two years in, the tenant was billed a disproportionate share of common area maintenance and a major HVAC bill. The studio faced a six-figure capital charge it had not budgeted for. A prior inspection would have revealed the aging systems and allowed negotiation for landlord responsibility or rent concessions.
Why this matters
Hidden costs can cripple cash flow and push a profitable business into insolvency. Carefully model total occupancy cost for each year of the lease, not just the first year. That is the only way to make an informed decision.
Negotiation Tactics, Red Flags, and the #1 Reason to Walk Away
Leases are a business relationship, and negotiating one is like evaluating a potential long-term partner. Legal terms matter, but personality and process matter equally. The podcast calls out the biggest red flag: an uncollaborative, “take it or leave it” landlord.
The single biggest red flag
If a landlord is inflexible at the outset and refuses to negotiate, that behavior is likely to repeat itself during the lease. Robby puts it plainly: if a landlord is constantly “threatening divorce at every juncture,” that is a signal you should walk away. The lease is essentially a business marriage, often five to 15 years long, and you do not want to enter that marriage with someone who is adversarial from the start.
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Negotiation posture that works
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Be prepared and reasonable. Know comparable rents, understand the market, and present data-driven counteroffers.
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Prioritize issues. Not everything moves the needle. Decide in advance which items you must have and which you can concede to secure the deal.
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Use timing strategically. If the landlord needs a tenant quickly, you gain leverage. If supply is tight, you may need to give up more. Market context matters.
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Show business credibility. Provide a business plan, P&L, references, and evidence of capital. Demonstrating professionalism can reduce landlord insistence on extremes like unconditional personal guarantees.
Practical negotiation tactics
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Ask for a rent-free build-out period or tenant improvement allowance, and tie it to milestones.
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Negotiate renewal options with pre-agreed terms or caps on escalation.
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Insist on commercially reasonable landlord approvals for assignment and subletting, and avoid clauses that allow arbitrary landlord refusal.
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When dealing with addenda and exhibits, insist on clear cross-references and consistent definitions. Ambiguity breeds lawsuits.
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Always secure an inspection period and a walk-through punch list that becomes part of the lease.
Understanding the landlord’s perspective
Landlords are balancing financing, operating costs, and long-term asset value. If you can address their concerns (creditworthiness, term certainty, tenant improvements), you can often obtain better terms. That is not manipulation; it is commercially sensible negotiation.
When to walk away
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If your must-have terms are non-negotiable and landlord refuses, walk away.
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If the landlord refuses to provide basic financial history, property disclosures, or past CAM reconciliations, consider that a red flag.
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If you encounter consistent misrepresentations about the space condition or legal status, it is better to be patient and find a transparent landlord.
Human factors matter as much as contractual ones. Do not underestimate the importance of trust and process when you evaluate a commercial lease.
Practical Checklist and Tenant Playbook: Steps to Protect Your Business
You do not need to be an attorney to avoid the most common traps. You do need a plan. Below is a practical checklist and playbook to run before you sign anything.
Pre-LOI checklist
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Confirm zoning and permitted use with the city planning department.
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Request basic property history and CAM reconciliations for the prior three years.
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Talk to neighboring tenants about landlord responsiveness and maintenance.
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Model total occupancy cost for each year of the lease.
LOI stage
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Have counsel review the LOI before signing.
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Clarify rent escalation mechanics, CAM definitions, and permitted use.
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Include contingencies like inspection success and permit confirmation.
Lease negotiation stage
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Require landlord-provided base-year CAM and annual reconciliation.
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Cap increases where possible and secure audit rights.
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Negotiate limited personal guarantee terms or alternatives such as a security deposit.
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Insist on clear assignment and subletting language.
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Add clauses for force majeure, early termination in certain scenarios, and casualty events.
Pre-move-in
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Conduct a comprehensive inspection and create a punch list that becomes a lease exhibit.
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Confirm receipt and documentation of any tenant improvement work and payment schedules.
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Set up an accounting system to track monthly CAM reconciliations and rent escalations.
Ongoing
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Calendar renewal windows and UCC filings if relevant.
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Reconcile CAM annually and audit when discrepancies arise.
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Keep records of communications and repairs, and respond within the lease notice requirements.
How Carbon Law Group helps
At Carbon Law Group we do more than redline a lease. We:
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Translate complex lease language into business impact.
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Negotiate practical limitations on personal guarantees and maintenance exposure.
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Create dispute resolution playbooks that save time and money.
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Provide ongoing support through renewals, assignments, and end-of-term transitions.
Mini client example
A small co-working operator approached us after signing an LOI that did not clarify CAM calculation. We renegotiated an explicit cap and obtained historical expense data that reduced projected CAM by 28 percent. That change improved the operator’s cash flow and preserved runway for growth.
Conclusion: Don’t Gamble with Your Business Home
Commercial leases are business contracts first and legal documents second. They affect cash flow, growth, and exit strategy. The LOI matters. Personal guarantees matter. Hidden costs matter. Personality and process matter. A landlord who is inflexible at the outset is a warning sign you should not ignore.
If you are a small business entering a lease, follow the playbook: involve legal counsel early, treat the LOI like a material agreement, limit personal exposure where possible, and model total cost for the entire lease term. Preparation is profitable, as the Letters of Intent hosts remind listeners.
At Carbon Law Group we help entrepreneurs navigate these negotiations so you can focus on building your business, not fighting surprises. If you are in the middle of a lease discussion or have signed an LOI, contact us and we will walk through the document with you and help protect what you have worked to build.
🔗 Learn More
Website: carbonlg.com
Connect with Pankaj: https://www.linkedin.com/in/pankaj-raval/
Connect with Sahil: https://www.linkedin.com/in/sahil-chaudry-6047305/