Think Like a Tenant, Not a Renter: What Every Small Business Needs to Know Before Signing a Commercial Lease

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Think Like a Tenant, Not a Renter: What Every Small Business Needs to Know Before Signing a Commercial Lease

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.

Three professionals discuss commercial leasing insights during a virtual podcast recording about negotiating business lease agreements.
Pankaj and Sahil host real estate law expert Robby Pinnamaneni in a virtual discussion on the complexities of commercial leasing, revealing negotiation strategies and red flags for small business owners.

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

  • Rent, term, and renewal options.

  • Permitted use and exclusivity clauses.

  • Responsibility for common area maintenance, utilities, and taxes.

  • Assignment and subletting rules.

  • Basic indemnities and insurance requirements.

Why this matters for small businesses

  • You might lock in a rent that starts low but escalates aggressively.

  • The LOI can limit your ability to change the use of the space if your business pivots.

  • 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

  1. Involve counsel early. Get a lawyer to read the LOI before you sign. LOIs are short documents that can contain long-term traps.

  2. 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.

  3. 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.

  4. 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

  • New or small tenants present higher risk than large, well-capitalized companies.

  • Guarantees reduce landlord risk and often secure better lease terms for tenants who agree to them.

  • 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.

  • 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.

  • 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.

  • 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.

  • Carve out curable defaults. Exclude minor or curable breaches from personal liability, for example late filing of reports or minor cosmetic obligations.

  • 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

  • Ask whether the landlord requires a guarantee of individual owners, or if a corporate-level guaranty will suffice.

  • Demand caps and term limits.

  • Consider credit or performance-based alternatives, for example a security deposit or lender guarantee.

  • 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

  1. 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.

  2. 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.

  3. Utilities and sub-metering. Some spaces are metered separately, others are shared. Confirm who pays for which systems and how sub-metering is calculated.

  4. 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.

  5. 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

  • 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.

  • 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.

  • Audits. Tenants should secure audit rights to verify CAM and operating expense calculations.

Negotiation tactics to limit hidden costs

  • 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.

  • Insist on transparent accounting and annual reconciliation with pro rata shares.

  • Require the landlord to provide historical expense data for the property so you can validate budgeted projections.

  • For capital expenditures, push for landlord responsibility for replacements exceeding a reasonable threshold, or require amortization schedules so the cost is spread fairly.

  • 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

  • Be prepared and reasonable. Know comparable rents, understand the market, and present data-driven counteroffers.

  • Prioritize issues. Not everything moves the needle. Decide in advance which items you must have and which you can concede to secure the deal.

  • 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.

  • 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

  1. Ask for a rent-free build-out period or tenant improvement allowance, and tie it to milestones.

  2. Negotiate renewal options with pre-agreed terms or caps on escalation.

  3. Insist on commercially reasonable landlord approvals for assignment and subletting, and avoid clauses that allow arbitrary landlord refusal.

  4. When dealing with addenda and exhibits, insist on clear cross-references and consistent definitions. Ambiguity breeds lawsuits.

  5. 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

  • If your must-have terms are non-negotiable and landlord refuses, walk away.

  • If the landlord refuses to provide basic financial history, property disclosures, or past CAM reconciliations, consider that a red flag.

  • 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

  • Confirm zoning and permitted use with the city planning department.

  • Request basic property history and CAM reconciliations for the prior three years.

  • Talk to neighboring tenants about landlord responsiveness and maintenance.

  • Model total occupancy cost for each year of the lease.

LOI stage

  • Have counsel review the LOI before signing.

  • Clarify rent escalation mechanics, CAM definitions, and permitted use.

  • Include contingencies like inspection success and permit confirmation.

Lease negotiation stage

  • Require landlord-provided base-year CAM and annual reconciliation.

  • Cap increases where possible and secure audit rights.

  • Negotiate limited personal guarantee terms or alternatives such as a security deposit.

  • Insist on clear assignment and subletting language.

  • Add clauses for force majeure, early termination in certain scenarios, and casualty events.

Pre-move-in

  • Conduct a comprehensive inspection and create a punch list that becomes a lease exhibit.

  • Confirm receipt and documentation of any tenant improvement work and payment schedules.

  • Set up an accounting system to track monthly CAM reconciliations and rent escalations.

Ongoing

  • Calendar renewal windows and UCC filings if relevant.

  • Reconcile CAM annually and audit when discrepancies arise.

  • 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:

  • Translate complex lease language into business impact.

  • Negotiate practical limitations on personal guarantees and maintenance exposure.

  • Create dispute resolution playbooks that save time and money.

  • 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/

Think Like a Tenant, Not a Renter: What Every Small Business Needs to Know Before Signing a Commercial Lease

Pankaj Raval (00:03)
back to Letters of Intent, the podcast for deal makers and risk takers who understand that the devil’s in the details and we’re here to be your holy water. I’m Pankaj Raval, founder of Carbon Law Group and I’m joined by my cohost Sahil Chaudry, corporate attorney here at Carbon Law Group. Today on our show, we have a returning guest, Robby Pinnamaneni, real estate lawyer and commercial lease expert as used in the most colloquial sense because you got to be careful about what you say when it comes to the law. But Robby has a lot of experience with commercial leasing.

and real estate in general that we’re going to learn about today. And we’re going to do a deep dive into commercial leasing, the ins and outs, the issues that come up oftentimes, and how you can actually prepare yourself better when you’re negotiating a lease or thinking about entering a commercial lease or before you sign a lease. Because there’s a lot of issues to address. These are very long documents usually, and a lot of areas that you can negotiate to protect yourself going forward. Robbie, welcome to the podcast again.

Robby S. Pinnamaneni (00:52)
Thank you. Thanks for having me, Sahil Pankaj. Always excited to be here with Carbon Law Group.

Pankaj Raval (00:57)
know, we’ve known each other a long time and you have a lot of experience in kind of the world of real estate, also commercial leasing. I know you’ve done major deals for very large companies. Could you share a little bit about your background in commercial so the audience gets a little better understanding of what you’ve done?

Robby S. Pinnamaneni (01:11)
Yeah, so I’ve been practicing law for 16 years now. I started my career in the large law firms in Chicago, New York.

And so had the opportunity to work for lot of large commercial clients, doing specifically real estate and leasing Some of these notable clients that I work with are LinkedIn, Salesforce, Facebook, who have large, large real estate portfolios. often think of them as just tech companies, but these tech companies are large real estate conglomerates in terms of the property that they own and the leases that they’re.

part of, so I’ve had that opportunity to work on a lot of those complex leases. And then I’ve also done a lot of just your sort of main street retail. And I think there’s a lot of similarities there in terms of that kind of work as well.

Pankaj Raval (01:57)
you we dive into the tactical curious, what’s kind of the most counterintuitive thing you’ve learned about commercial that most business owners get wrong or is there something out there that, you you feel like, as a lawyer, you know, this reasonable to consider, but a lot of business owners don’t realize it’s important to keep in mind?

Robby S. Pinnamaneni (02:16)
Yeah. So I think like, you know, in terms of if we’re talking kind of about Main Street, you know, sort of tenants, right. I think, you know, we’re all used to signing, or apartment leases, like in college, right. And there’s like really no negotiation there. It’s sort of a take it or leave it scenario. And we’re all used to just sort of like signing it. But in the commercial leasing context, that’s not the case. So I think.

We see a lot of new tenants let’s say for example, that want to do a retail store somewhere and they often feel like they don’t have the negotiating power, they don’t have the leverage. I think incorrect, right? So I think there’s an opportunity always to get some favorable terms and to protect yourself when you’re entering into these long-term agreements. So I think that would be the first kind I see that are kind of making that switch into a commercial leasing context.

Pankaj Raval (03:06)
I’ve fair amount of leasing too. agree. Like sometimes people feel rights do they have to like argue against these landlords, but you always have a right. I think it’s kind of shift that they have to have should advocate for what you want. And that’s where a lawyer can come in because we can advocate for think very well, because that’s what we’re used to doing.

right, I think people don’t realize that most things are negotiable, but you gotta ask.

Robby S. Pinnamaneni (03:29)
Yeah.

And I think people like often, you know, rightfully so, like they focus on, well, what’s my monthly payment and how long is the lease? And then they think we’re done. then there’s so much other stuff in there that can impact you financially and economically that people don’t pay attention to because it’s not the monthly payment amount and it’s not the term. And so I think the opportunity to kind of review everything with a fine tooth comb and understanding the economic impact.

is what’s really essential because it’s the devil’s in the details, right? And so it’s the stuff that you don’t really pay attention to or that you gloss over that always ends up coming back to, you know, sometimes haunt you.

Sahil (04:09)
really interesting that there are these contractual terms that someone who isn’t familiar with the law might miss. Have you seen any dramatic shifts in terms of the regulatory landscape or the market landscape over the years that you’ve been practicing in this industry?

Robby S. Pinnamaneni (04:24)
Yeah, I mean, that’s a great question, Sahil. you know, I think, you know, post COVID, I think we’ve seen it and we’ve seen it here in Los Angeles, right? Like, you know, commercial tenants, a lot of them disappeared, right? You drive down Wilshire, you drive down Melrose, like a lot of these iconic establishments that we used to see are gone, right? And so I think we’re starting to see a slow recovery here, but I think commercial landlords, in these larger markets are open.

to kind of having a deal and getting tenants back in there. And so I think there is an opportunity, a tenant perspective to have a little bit more leverage now and getting into these leases, because I a lot of these landlords are still feeling the effects and recovery from the COVID days.

Sahil (05:02)
I just had a follow up on that, which is that such interesting point that I hadn’t thought of that.

Pankaj Raval (05:03)
Yeah, sure.

Sahil (05:06)
other markets are affecting the real estate market, like consumer goods. And for example, effects of work from home from COVID are impacting industries. And then those industries are in turn affecting real estate. there certain industries right now that you’re noticing are particularly hot in terms commercial space? And on the flip side, are there any industries that you’re seeing have kind of like maybe they needed commercial space before, but now they just don’t need it?

Robby S. Pinnamaneni (05:32)
Yeah, no, that’s, that’s a great question. So I think, you know, we’re seeing data centers, right. I think with AI, there’s a lot of AI data center development. There’s a lot of know, Pankaj and I, from Arizona. We were actually just chatting the other day. have a colleague and a friend that, is part of a billion dollar development out in Pinal County, a lot of these AI data centers. So I think we’re seeing a lot of growth there and these are complex.

Sahil (05:38)
Right.

Robby S. Pinnamaneni (05:58)
developments, right? You need cooling, you need power, you need water. And so there’s like a lot of special requirements to run these data centers. So I think we’re seeing a lot of investment along those lines. I also had the opportunity to go to the Milken conference here in LA several months ago, and met a lot of investors from the UAE from Dubai, a lot of funds that are focused on deploying capital into data centers, particularly on the real estate side. So I think we’re seeing some growth there.

You know, on the flip side of an industry that’s kind of in a tough spot right now and maybe is divesting a little bit is cannabis. I think we’ve seen a boom. Similarly, cannabis, if you look at a cannabis cultivation, you also need cooling and power and water. Right. So I think there will be an opportunity to transition some of these assets into data center assets, but, setting that aside, I think we’re seeing.

Sahil (06:33)
Interesting.

Robby S. Pinnamaneni (06:50)
you know, that industry is having a contraction both from a retail and a manufacturing and a cultivation perspective. And these are large capital projects with large swaths of real estate. So I think we’re seeing a significant contraction in that space as well.

Pankaj Raval (07:03)
So Robbie, talking about just the change in use and getting into some of those details in the commercial lease. One issue that I think some clients have run into recently is importance of…

confirming that you can in fact change use. the property is zoned a certain way and if you need to get a change in use, if you need to get some variance in zoning, are issues you’ve seen around that and how do people navigate those it comes to starting with, know, thinking about a commercial lease and whether it’s going to even fit the use for their business.

Robby S. Pinnamaneni (07:31)
Yeah. I mean, look, I think you always want to think about optionality, right? And so you definitely want to check the zoning regulations and the just understand like know, it’s not even about you wanting to do a different use, but let’s say you want to get out of the lease or you want to assign the lease or sublet the lease. Like there might be another tenant that has a different use than yours. So you want to try to attempt to maintain some flexibility and optionality there.

So most leases have a permitted use section that talks about like what the permitted use is. And what I like to always do you can specifically state the use that this tenant has, but then also add in around, you know, all other, lawful, law, to kind of give that optionality, in terms of use. But I think it’s super important because I think, you know, use comes down to

Pankaj Raval (08:13)
Yeah.

Robby S. Pinnamaneni (08:17)
Do I want to divest this business? Do I want to change the business? Do I want to sell the business? Those things become very important.

Pankaj Raval (08:23)
made a good point. You talk a lot about like optionality I guess giving people your flexibility, right? In terms of they can do with the lease. And that’s so how do you approach this idea of like flexibility, optionality when you’re first discussing, you know, an a client.

Robby S. Pinnamaneni (08:26)
Mm-hmm.

Yeah, I mean, sometimes it’s awkwardness of a prenup, right? Like, cause you kind of want to talk about, things don’t work out. And usually people are like pretty excited and you know, they’re ready to go and things like that. I think they’re important conversations in any legal agreement, you know, beyond leases, right? You always want to think about like, what if this thing doesn’t work What are my options at that point? And so I think, you know, at the LOI stage, you’re like, you always want to kind of have that in the back of your mind and

You know, that’s of the fortunate reasons why people have attorneys, right? Like, is the attorney can kind of think about that and kind of build that into whatever lease agreement that you’re thinking about entering into. it’s super important. You never know how the world’s going to change. You don’t know how industries are going to change. Right. Like I think crypto was really hot for a second. Right. Everyone was set doing this crypto mining. I think that’s died down a little But.

A lot of those centers can be used for AI or they could be used for manufacturing or they could be used for other things. So you definitely want kind of think about that.

Sahil (09:36)
You know, California seems like a state that’s different to do business in than other states. I mean, naturally, every state has their own social policies own specific state laws. If you could only give a business owner one piece of advice before they sign their first California commercial lease, what would that advice be?

Robby S. Pinnamaneni (09:55)
Hire a lawyer to be honest. I know it sounds a little trite and a little self-serving, but these things, I’ve seen it just too many times where you’re gonna miss some nuance and it’s gonna come back to haunt you. think that’s one piece of advice I’d I’ll add another one. think when we talk about LOIs, people assume because most LOIs are non-binding that it’s not a big deal and we can kind of treat it casually and not really pay attention to it.

But it creates a lot of problems later because often the other side has multiple lawyers working on it. You know, we’re often working on it, obviously. And then if things change along the way and you don’t have that holy grail of what was kind of agreed upon in the beginning, then it just adds time and it protracts the process and ultimately adds costs, unnecessary costs. think taking that LOI very seriously, particularly in California where

are lot of than other states, and I think you’ll want to be mindful of that.

Sahil (10:49)
Can you elaborate a little bit on what is an LOI? mean, it’s kind of the namesake of this podcast, Letters of Intent, but I would love to hear what that means in a real estate context.

Robby S. Pinnamaneni (10:59)
it’s a letter of intent as you noted or term sheet, right? And it’s really just a summary in the beginning. Because lease documents, they give you like 100 page plus documents, right, with exhibits. And so the LOI or the term sheet is literally a one, two, three page summary of material terms. So it’ll just kind of walk through like.

Obviously, what is the rent payment? What is the term? what is the indemnification? What is the assignment? Say, you what are the maintenance obligations? What is triple net? What is cam? So these are all things that are material to the lease that the parties will agree upon before they start the drafting of the long form lease.

And I think that just streamlines the whole process because there’s a meeting of the minds in the beginning. then there’s always still a negotiation because, you know, you can take a term, but once you put it into a written format and kind of add in all the bells and whistles, there’s always a little bit of room for negotiation. seen clients make the error of taking that process casually at the term sheet LOI level. And it just leads to a protraction of the process, you know, later down the line and costing them more money.

Pankaj Raval (12:05)
I would echo that because sometimes we see that people come to us and say, hey, we have an LOI, we signed it, now we’re negotiating of the terms in the lease. definitely, think as lawyers ties your hands a little bit, even clients, Because the other party can argue, you’re negotiating in bad faith because we’ve already discussed some of these issues. I think if anyone’s listening out there and they have an LOI,

would say definitely get your lawyer involved, get us involved point because like, before you signed that LOI, because once you sign that, you’re now kind of confining yourself, constricting yourself in some ways in terms of what you can in that final lease.

Robby S. Pinnamaneni (12:38)
Yeah, I think that’s exactly right. People just assume because it’s non-binding that they’re okay, it really, you know, frankly pisses people off like later down the line, even though it’s non-binding. you’re trying to change things that were, you know, theoretically agreed they’re, just going to be like, I don’t want to do business with this person.

Pankaj Raval (12:56)
In terms of the elements of a You know you have the lease documents itself, you have all these different terms involved in, you know, oftentimes also there’s a commercial guarantee. Explain to us like, how do you negotiate a commercial guarantee? Is there a way to negotiate one, you know, where you don’t have a personal guarantee? do you advise clients when faced with a personal guarantee requirement?

Robby S. Pinnamaneni (13:15)
Yeah, you know, in most commercial leases, they’re gonna more likely than not ask for a personal guarantee unless it’s a very well established and well capitalized business has significant assets and a significant balance sheet to backstop any defaults in the lease. Unless you have something like that, they’re almost always going to ask for a personal guarantee. And just to kind of explain it to the peanut gallery out there.

when your tenant is a corporate entity, whether an LLC or a corporation, you know, technically, if there’s a default, like, they go after the assets of that corporation or that entity or the LLC. And what a personal guarantee is, it says that, you know, if that entity is not able to satisfy its obligations, then they’re personally going to go after someone else.

to guarantee the obligations of the tenant, right? So that could be significant liability, you know, for, someone, let’s say, you want to open up a significant, just make it up like a pickleball franchise or something like that. And you’re a new company and you sign a franchise agreement and your rent’s 50 grand a month. And then, is not good, the tenant defaults, then, you know, they’re going to come after you and your personal assets. So.

That can sometimes be scary and daunting. So it’s definitely, a lot of instances, not something you can avoid, but it’s something we’ll want to look at and negotiate. Some of the things that we’ll want to negotiate with respect to a personal guarantee are just, you know, how long is it in effect? Is it in due perpetuity? Is it for a few years? Is it for five years?

Is there an obligation for the landlord to, you know, go after the tenant first before coming to the guarantor? Can they go directly to the guarantor? there’s going to be a lot of different considerations like that. Is there a notice period? Is there an opportunity to cure? These are all things that we would want to look at to kind of limit the scope and breadth of the personal guarantee. And it’s going to become pretty important because I think that’s when you, you know, people often forget, they think, oh, this

a company or it’s a corporation and this is okay but you know that’s not the case if you’re saying they can personally come after your assets.

Sahil (15:15)
want to get tactical now. I mean, you’ve been across the table from every type of landlord and tenant. in one sense, what we do, there’s an academic element of intellectually solving a problem, looking at a document, and coming up with the ideal outcome. you’re dealing with real human beings and very different personality types, egos.

If you’re sitting across from a landlord who says, this is our standard lease, take it or leave it, what’s your next move?

Robby S. Pinnamaneni (15:41)
I mean, look, that’s obviously like, a red flag, right? Because, you want to be doing business with someone that is collaborative. and that is not going to just draw lines in the sand. doesn’t mean you’re always going to get what you want. but I think that’s a flag, right? Because ultimately later down the line, if you want to sell the business or you want to do something else, or you want to change the use, like, and this is the person that you’re going to be, you know, ultimately dealing with. So I think.

that’s definitely a red flag. I also think it could be a negotiation tactic. A lot of people sometimes say that, but they’ll still negotiate with you and you to contribute to the lease in a way that helps you. So I think you’ll want to be cautious. You’ll want to tread lightly and navigate.

Pankaj Raval (16:21)
Yeah.

Robby S. Pinnamaneni (16:22)
What’s really good about kind of the three of us and I’d like to say is that, you know, we’re investors. We’re also business people. we’ve also been part of other operations, like outside of just the legal context. And I think when your attorney like really understands your business beyond the four corners of the document that helps, right? Because a lot of times if I’m negotiating a lease for someone in a particular industry, and if the landlord says, take it or leave it, then I can.

I might know like, that’s market or that’s not market or that’s traditionally what’s done or it’s not done. And a lawyer who’s just focused on the legal that doesn’t get the operations or doesn’t understand what the market comp is, you know, could be at a disadvantage by not being able to kind of understand, what those nuances are. So.

Sahil (16:50)
Mm-hmm.

That’s a very good point,

Robbie. feel like you can be like, well, I’ve said that before. You can be like, I was in that position and I’ve used that negotiation tactic. It might be BS and you can confidently say that because you’ve been in every seat. You’ve been business person, you’ve been the attorney, you know the law, you know the I feel when you have some entrepreneurial experience, which I agree, yet luckily the three of us do,

Robby S. Pinnamaneni (17:10)
Yeah.

Sahil (17:30)
You kind of know how money and risk flow and also what the games are that people play to try to get a deal done on their terms. So I agree with you. I think that’s great that you have that real world experience to advise your client. And it’s not just academic. Yeah.

Robby S. Pinnamaneni (17:41)
Yeah. Exactly. like, look, to the

extent there’s attorneys listening, you know, I know we have a lot of attorneys that also listen to this, to our content. If you don’t have that operational experience, like get to know the brokers, get to know the real estate agents, get to know the different parties that are involved, talk to them, learn from them, take them out to lunch. Like that’s how you can sort of pick up those skills in terms of what’s market and what’s not.

And then also if you have that relationship, you can pick up the phone, right? And you can talk to the business people and kind of get their sense on some of these terms too. And that’s where I think you really add value to the client is like, they’re trying to achieve a goal, and marking up and negotiating a document is part of that goal. But I think there’s so many other things that go into getting them to their goal that a good attorney can offer.

Pankaj Raval (18:06)
Yeah.

Yeah.

So true, so true. I think that industry knowledge, that experience so important. And I think separates, just a standard attorney from someone who really can help you know, help you navigate these complex leases understand some of those, issues on the ground, right? Because it’s hard to know without context what issues could really be the most challenging.

Robby S. Pinnamaneni (18:44)
Mm-hmm, that’s right.

Sahil (18:46)
Pankaj I feel like we’re approaching that new segment that we’ve introduced called the lightning round, where Pankaj is about to hit you with rapid fire questions so our audience can hear how you react to some very interesting circumstances and the way you think about matters as a lawyer, but rapid fire style.

Pankaj Raval (18:53)
Yes.

Robby S. Pinnamaneni (19:07)
Let’s do it.

Pankaj Raval (19:07)
Yes.

All right. So these are going be short questions answers. may be more nuanced, I realize, but this is supposed to be kind of just rapid fire. triple net versus gross. When does each make sense or you fight for one versus the other?

Sahil (19:16)
Yeah.

Robby S. Pinnamaneni (19:22)
Look, I think most people, most commercial leases are triple net. So it’s not necessarily about fighting for it. I think it’s just learning how to navigate it.

Pankaj Raval (19:30)
Percentage rent clauses, negotiable or should you just always shy away from them?

Robby S. Pinnamaneni (19:34)
I think it’s negotiable. I mean, lot of landlords shy away from them because they want to have a fixed fee and know what they’re getting, but negotiable.

Pankaj Raval (19:41)
Is there a certain time of the year that’s best to negotiate a lease in California?

Robby S. Pinnamaneni (19:45)
I would say anytime here. Anytime.

Pankaj Raval (19:46)
Okay. Okay. Well, I just

know sometimes, you know, California people tend to go away during, the holidays. certain industries tend to kind of grind to a halt, but you feel estate things are happening.

Robby S. Pinnamaneni (19:55)
I think we have

360 days a year of sunshine. So we’re very fortunate.

Sahil (19:58)
There we go. The park

Pankaj Raval (19:59)
Yeah.

Yes.

Sahil (20:02)
open 24-7, 365. If you’re talking with Robbie, yeah.

Robby S. Pinnamaneni (20:04)
Yeah, and it’s a hustle culture. It’s a hustle culture

out here. So everybody’s always trying to do deals and make money and do business. So I think it’s 24 seven. That’s why I love California.

Pankaj Raval (20:10)
That’s true.

Absolutely. What’s one clause you for or try to include in a lease that sometimes is not there? Or is there a certain clause that you look for to make sure that that’s there to client a tenant?

Robby S. Pinnamaneni (20:25)
Yeah, I think it’s like maintenance obligations. You kind of want to understand what those are and most tenants do have maintenance obligations, which

requires you to do an inspection before you get into the lease and try to understand like, are the different components that you’re going to be maintaining? And, you know, what is their condition? Because like an HVAC, for example, could be a six figure expenditure. And if the tenant’s obligated to maintain it, you want to understand what you’re getting into. So people always overlook it because they think it’s boilerplate or there’s no negotiation. And there may be no negotiation, but then you can still do an inspection and try to understand what your exposure is. So.

Pankaj Raval (20:49)
Right.

Robby S. Pinnamaneni (20:59)
a lot there on maintenance I think that people need to look into.

Pankaj Raval (21:02)
Absolutely and get your inspection done for sure. Like 100 % anyone renting commercial you’ve got to what the landlord tells Biggest red flag that makes you tell a client should walk away from this deal

Robby S. Pinnamaneni (21:04)
Yes.

Wow. I think it’s like what you touched on earlier. I think if the landlord is just always, you know, kind of threatening divorce at every juncture, like everything that you bring up, then I think that’s just how that relationship is going to be. And a lot of these leases are five, 10, 15 year leases with renewal options. So it’s like, do you want to be doing business with this person for that long? Sometimes people are so myopic on just getting their business going that they forget that they’re getting married to someone effectively in a business sense.

Pankaj Raval (21:35)
Yeah.

So good. That was lightning round. I appreciate you answering those so We have a few, know, ended questions and then we can wrap up.

Sahil (21:50)
Absolutely. So what’s one question you wish more business owners would ask you about commercial leasing that they never do?

Robby S. Pinnamaneni (21:58)
what is one question that they would hope they would ask me? I mean, really just like, I mean, it’s kind of what we touched on before. I think it’s just like, they’re so focused on like, what is the monthly rent and like, how long is the lease that they’re not really thinking about everything else. So I think it’s just, you know, I wish they would ask me like, please tell me everything in here that affects, me in an economical or financial way. And you’re going to come up with a lot more than just the rent.

Right? There’s rent escalations. There’s, you know, common area maintenance. There’s triple net charges. You know, there’s indemnification obligations, you maintenance. Like there’s so many different things that affect, you know, the bottom line that I wish they were more focused on discussing those versus just, you know, disposing of everything else once they’re comfortable with the monthly lease payment.

Sahil (22:46)
So if someone is right now in the middle of a lease negotiation, what’s one thing that they should do before their next conversation with their landlord?

Robby S. Pinnamaneni (22:57)
I would contact Carbon Law Group right away.

Pankaj Raval (22:59)
Yeah. and, and, unbiased opinion. And just so our people know, Robbie is a counsel with carbon law groups. So when you, when you contact us, you get the expertise of Robbie, Pinnamaneni in the flesh, or virtually at least, and you know, he can definitely guide you. yes, if you do have questions, concerns about your commercial lease, you know, Robbie and the team, we’re ready to help you.

Sahil (23:00)
Absolutely, there we go. That’s the perfect way. Yeah.

Robby S. Pinnamaneni (23:09)
Yes.

Yeah. Yeah.

Fantastic.

Sahil (23:25)
Well, Robbie, this has been incredibly valuable for our listeners who want a deeper dive into these issues or who just want to be in touch with you. Where can they find you?

Robby S. Pinnamaneni (23:34)
Yeah, they can just contact Carbon Law Group and I’m available and eager to talk about all your lease issues and help you out.

Pankaj Raval (23:41)
Awesome. Well, that’s a wrap on another episode of Letters of Intent. Remember, in deal making, preparation isn’t just helpful, it’s profitable. For show notes, including Robbie’s recommended lease clauses, a checklist of maybe things to go through, we’ll include those in the show notes as part of the podcast. Please click on those. Like, share, follow for more of this kind of content. We always love to hear back from you, so please send us your messages, comments on the videos.

If you want to know more, we’re here to help. really want this to be a zero cost resource for all of you looking start a business. We believe in entrepreneurs. We believe in entrepreneurship. We’re here to really support all of you. Thank you again for taking the time to listen to Letters of Intent. Robbie, always great chatting man. really appreciate you sharing all your insights and experience and expertise over the commercial leasing. think this was super helpful.

Robby S. Pinnamaneni (24:31)
Thank you both.

Sahil (24:32)
Thank you.

Pankaj Raval (24:32)
Thank

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