Categories
Banking and Restructuring Controlled Substance Act Legislation Mergers and Acquisitions Regulatory Compliance

Distressed Cannabis Sale-Leaseback Companies: What Investors and Operators Need to Know

Marc A. Polito —

The cannabis industry has experienced dramatic highs and lows over the past several years. While legalization efforts have expanded markets across the United States, many cannabis companies have found themselves in severe financial distress, burdened by high operating costs, regulatory complexity, and limited access to traditional financing. One area that has drawn particular attention is the sale-leaseback model—a once-promising financing structure that has become a source of significant stress for both operators and the real estate companies and equipment lessors that serve them. Here’s a breakdown of the top four things to know about the use of sale-leasebacks in the cannabis industry.

1. Understanding the Real Estate Sale-Leaseback Model in Cannabis

A sale-leaseback transaction involves a cannabis operator selling its real property—such as a cultivation facility or dispensary location—to a third party or affiliate real estate investment company, then leasing that same property back under a long-term lease agreement. For the operator, this arrangement frees up capital that would otherwise be locked in real estate, providing much-needed liquidity to fund operations, expansion, or debt repayment. For the buyer, typically a real estate investment trust or similar entity, the arrangement provides a steady stream of rental income backed by a tangible asset.

This model gained traction in the cannabis space largely because of federal illegality under the Controlled Substances Act, which left cannabis companies cut off from conventional bank lending and capital markets.

Sale-leasebacks offered a creative workaround, enabling operators to monetize their real estate holdings without relying on traditional debt instruments.

2. Equipment Sale-Leasebacks: A Parallel Structure

While real estate sale-leasebacks have received much of the attention, equipment sale-leasebacks have played an equally important role in cannabis financing. Under this structure, a cannabis operator sells specialized equipment—such as extraction machines, HVAC systems, lighting arrays, or processing machinery—to a third party or affiliate financing company, then leases that equipment back for continued use. Like its real estate counterpart, the equipment sale-leaseback provides operators with immediate liquidity while allowing them to retain operational use of critical assets.

However, equipment sale-leasebacks carry their own distinct risks. Cannabis equipment is often highly specialized, meaning its residual value outside the cannabis industry can be minimal. If an operator defaults on its lease payments, the financing company may be left holding equipment that is difficult to redeploy or resell at a reasonable price. Additionally, equipment depreciates far more rapidly than real estate, which can create a mismatch between the outstanding lease obligations and the declining value of the underlying asset. These dynamics have left many equipment leaseback companies in a precarious financial position as operator defaults have increased across the industry.

3. Why Distress Has Emerged

Despite initial optimism, several factors have converged to place sale-leaseback companies under significant financial pressure.

  • First, cannabis commodity prices have declined sharply in many mature markets, driven by oversupply and aggressive competition. As operator revenues have fallen, many lessees have struggled to meet their lease obligations, leading to rising delinquencies and defaults across both real estate and equipment leases.
  • Second, the real estate and equipment financing companies themselves often underwrote these transactions based on optimistic projections about the cannabis market’s growth trajectory. When those projections failed to materialize, the underlying economics of many deals became unsustainable. For example, real estate properties that are acquired at premium valuations tied to cannabis use can be difficult to repurpose for other commercial uses whether due to current outfitting of the location or as a result of local zoning laws, and specialized equipment can hold even less residual value outside the cannabis industry, leaving both landlord and lessors with impaired assets and limited options.
  • Third, the broader macroeconomic environment has compounded these challenges. Rising interest rates have increased the cost of capital for real estate companies and equipment lessors, while simultaneously depressing asset valuations. For sale-leaseback companies that relied on leverage to fund acquisitions of real estate and equipment, this has created a painful squeeze on balance sheets. What we have seen is a trend toward sale-leaseback companies defaulting under their own debt obligations used to finance the acquisition of real estate and equipment due to their underlying portfolio tenants and lessees defaulting under respective lease agreements.

4. Implications for Stakeholders and Operators

For cannabis operators, the distress of their sale-leaseback landlords can create its own set of complications. A landlord in financial difficulty may be unable to fund required maintenance or capital improvements under the leases, and as a result, may seek to renegotiate lease terms, or may face foreclosure proceedings that introduce uncertainty into the operator’s occupancy rights.

For investors and creditors of sale-leaseback companies, the path forward often involves difficult decisions around restructuring, asset disposition, or recapitalization. In some cases, distressed sale-leaseback portfolios have attracted opportunistic buyers looking to acquire cannabis-linked real estate at a discount.

The distressed cannabis sale-leaseback space serves as a cautionary tale about the risks of sector-specific financing models built on speculative market assumptions. As the industry continues to mature, stakeholders would be well served by approaching these structures with clear-eyed diligence and realistic expectations about the market’s trajectory.

Categories
Banking and Restructuring Controlled Substance Act Interviews Legislation Meet Blank Rome Mergers and Acquisitions Regulatory Compliance

Cannabis Rescheduling: Will the Vault for Cannabis Banking and Financial Services Finally Be Opened?

Scott H. Moskol and Lauren Medeiros Forster —

Whether you are a cannabis operator, lender, or investor, you have probably been hearing a lot of buzz about the potential rescheduling of cannabis from Schedule I to Schedule III under the federal Controlled Substances Act, especially following President Trump’s recent executive order directing federal agencies to initiate the process of rescheduling marijuana and reviewing related regulations. It is an exciting development, and there is plenty of reason for optimism, but let’s take a look at what this shift could change (and likely not change) when it comes to banking, lending, and financial services in cannabis.

  1. The Banking Landscape: Evolution, Not Revolution

It is likely that rescheduling cannabis to Schedule III will not dramatically change what banks are presently required to do under the Bank Secrecy Act (the “BSA”) and the 2014  FinCEN guidance on banking marijuana-related businesses. These BSA-related compliance obligations (i.e., the enhanced due diligence, suspicious activity reporting, and monitoring requirements) will not vanish as a result of rescheduling. Banks will still need to navigate a complex regulatory and compliance environment, and if you are a financial institution already working with cannabis operators or you are a cannabis business already working with a financial institution, your day-to-day relationship will not change.

What the industry is hoping for, however, is that rescheduling will prompt federal regulators to issue amended or entirely new guidance on how banks can engage with the cannabis industry. That kind of updated regulatory framework could open doors to more streamlined processes and potentially reduce some of the friction that has defined cannabis banking for years but more importantly bring in new financial institutions providing banking and lending services to the industry. Eyes should be kept on Treasury and the banking regulators—their next moves will matter once cannabis is rescheduled.

Categories
Banking and Restructuring Controlled Substance Act Employment Issues ESOPs (Employee Stock Ownership Plans) Legislation Mergers and Acquisitions Regulatory Compliance

High Stakes and Material Changes in the Bay State: Senate Bill No. 2722 vs. House Bill No. 4160

Lauren Medeiros Forster —

There were several material changes relating to strategy, compliance, and deal‑making advanced by Massachusetts Senate Bill No. 2722 (“S. 2722”) on November 13, 2025. Below is a short summary of what you need to know about the Senate’s rewrite and meaningful reshaping of several House‑backed ideas (under House Bill No. 4160 (“H. 4160”)) for changing the legal regime of cannabis in the Commonwealth.

1.      Employee Stock Ownership Plans

Employee stock ownership plans (“ESOPs”) are here to stay. Both bills tell the Massachusetts Cannabis Control Commission (“CCC”) to set up clear procedures to allow the sale of a business to employees via an ESOP and to exclude a trustee acting solely for an ESOP during or after a sale when counting toward cannabis license caps under the Massachusetts cannabis laws. That part did not change, which is a positive result for the Commonwealth. The proposed changes to the current law enable succession planning, retention, and worker‑ownership options for operators and investors without tripping license caps and also improve exit/liquidity paths for owners. This also means there would be no caps on the number of licenses an ESOP can own.

Categories
Banking and Restructuring Controlled Substance Act Interviews Legislation Meet Blank Rome Mergers and Acquisitions Regulatory Compliance

Closing the Hemp Loophole: What Monday’s Farm Bill Update Means for Delta-8 and Hemp-Derived THC

Marc A. Polito —

At Blank Rome’s 9th Annual State of the Cannabis Industry Conference, Frank A. Segall, partner and co-chair of the firm’s Cannabis practice, asked a panel—including Joseph Andreae, CEO of CULTA, Jared Maloof, CEO of Standard Wellness, Ed Schmults, CEO of Firelands Scientific, and Jim Scott, CEO of Statehouse Holdings—what is the number one issue confronting the cannabis industry today? All four chief executives unanimously echoed the same sentiment: the number one issue confronting state-regulated cannabis operators today is the unregulated hemp market, which has become a growing thorn in their sides as the hemp market picked up steam over the past few years. Well, with new action by lawmakers yesterday, it appears this issue is on the brink of being resolved!

Over the past six years, the hemp industry has transformed from a niche agricultural sector into a national marketplace for diverse cannabinoid products. That transformation was catalyzed by the 2018 Farm Bill, which legalized hemp by defining it as cannabis with no more than 0.3 percent delta-9 tetrahydrocannabinol (“THC”) on a dry-weight basis. What resulted from this was an unintended market: intoxicating hemp-derived cannabinoids such as delta-8 THC, delta-10 THC, and other analogs produced from cannabidiol (“CBD”) isolates through chemical conversion. The “hemp loophole,” as it came to be known, allowed psychoactive products to proliferate in convenience stores, restaurants, and online and circumvented the strict controls applied to state-licensed cannabis.

Categories
Banking and Restructuring

The Cannabis Industry’s $6 Billion Debt Wall

Gustav Stickley V —

A debt avalanche is bearing down on the U.S. cannabis market to the tune of roughly six billion dollars coming due by the end of 2026, with the top five borrowers—each a multi-state operator (“MSO”)—accounting for about $3.4 billion. The sector’s reliance on costly debt, born of limited access to traditional capital, has set the stage for a potentially messy, uneven reckoning.

Why this matters now

  • Scale and timing: The maturities bunch up into 2026, compressing the refinancing window and elevating risk across the ecosystem.
  • Cash flow stress: Many capital structures are expensive, and several operators still burn cash, curbing their ability to refinance on favorable terms.
  • Market significance: Despite headwinds, cannabis generated $32 billion in 2024 revenue, employed 400,000+ people, and contributed $4.4 billion in state taxes—meaning outcomes here have real economic spillovers.
Categories
Banking and Restructuring Controlled Substance Act Employment Issues Legislation Meet Blank Rome Mergers and Acquisitions Regulatory Compliance

Turning Over a New Leaf: How Cannabis Receiverships Can Cultivate a Stronger Future

Lauren Medeiros Forster —

It is no secret that the cannabis industry has been on a wild ride lately, especially in mature markets. Many operators are feeling the pressure, and they are not alone. Let us break down the current landscape, why it is tough out there, and how receiverships and distressed sales might actually be a positive move for struggling cannabis companies.

Many developed cannabis markets are facing serious challenges. Inflation and a shaky economy are making it harder for businesses to stay afloat (regardless of industry type), on top of market saturation that has caused cannabis prices to drop, and tight profit margins for businesses in the more established marijuana states. This is compounded with the harsh effects of tax burdens due to 280E—where cannabis companies are unable to deduct otherwise established business expenses from gross income as a result of the federal illegality of cannabis in the United States—and lack of liquidity from inability to access traditional debt financing and institutional equity markets. As a result, many cannabis companies are finding it difficult to pay their debts and keep the lights on. And because cannabis is still federally illegal in the United States, struggling cannabis operators are limited when it comes to utilizing federal bankruptcy mechanisms for relief.

But hope is not lost. Even in tough times, cannabis businesses along with their management, creditors, and investors, have found options to help their companies restructure and move forward. One of those is a state-level receivership.

Categories
Banking and Restructuring Mergers and Acquisitions Regulatory Compliance

November 2024 Transaction Highlights: A Month of Newsworthy Successes

Marc A. Polito

Our Cannabis Industry Group would like to thank our clients—major cannabis market leaders—for yet another successful month, trusting us to close several notable and newsworthy deals across various practice areas and industries in November 2024. Our team of dedicated attorneys provided strategic counsel on complex transactions, including banking and finance, mergers and acquisitions, workouts and receiverships, and public securities, showcasing our commitment to delivering exceptional results for our clients. These achievements underscore the strong partnerships we have with our clients, as well as our firm’s extensive experience and collaborative approach to navigating intricate legal and business landscapes while servicing major market leaders in the cannabis industry.