Self-storage may look like a simple business from the outside. A customer rents a unit, stores their belongings, and pays every month. Behind the scenes, though, the work is much more complex. Operators have to manage pricing, occupancy, online rentals, payments, calls, customer questions, move-ins, move-outs, reporting, and multiple facility tasks that can quickly become messy when the software is outdated.
That is where Adam Fleming and Cubby Storage come into the story. As Co-Founder and CTO of Cubby, Fleming is helping build a modern software platform for an industry that has often relied on older tools and manual systems. Cubby is designed for self-storage operators who want a cleaner, smarter way to run their facilities without stitching together several disconnected products.
The company is not trying to make storage look flashy for the sake of it. Its goal is more practical. Cubby wants to help operators work faster, make better pricing decisions, improve online rentals, handle customer communication, and bring AI into the daily flow of self-storage operations.
Who is Adam Fleming
Adam Fleming is the Co-Founder and CTO of Cubby Storage, a software company focused on modernizing self-storage operations. His role is important because Cubby is not just a business idea. It is a technical product built for an industry with very real operational problems.
As CTO, Fleming helps shape the platform from the engineering side. That includes product architecture, software reliability, AI features, integrations, scalability, and the everyday usability of the system. In a market like self-storage, that balance matters. Operators do not want software that feels complicated. They want something that works smoothly, saves time, and helps them make better decisions.
Fleming’s achievement is tied to his ability to bring a stronger technology mindset into a traditional industry. Self-storage has grown into a major real estate and services category, but many operators still deal with systems that were not built for the way customers behave today. More renters expect online checkout, quick answers, transparent pricing, and easy account management. Cubby is built around that shift.
What Cubby Storage does
Cubby Storage, often referred to simply as Cubby, is an AI-native software platform built for self-storage operators. It brings several important parts of facility management into one system, including operations, pricing, e-commerce, calls, and Voice AI.
Instead of forcing operators to rely on separate tools for every task, Cubby aims to give them one connected platform. A storage operator can use it to manage facility workflows, improve online rentals, support revenue management, handle customer calls, and get better visibility into the business.
This makes Cubby more than a basic property management system. It is closer to an operating platform for self-storage businesses. The idea is to help operators manage both the front-end customer experience and the back-end business workflows in a more modern way.
For independent operators and growing storage groups, this can be especially valuable. Larger companies often have more resources, stronger technology stacks, and bigger teams. Smaller and mid-sized operators need tools that help them compete without adding unnecessary complexity. Cubby is trying to meet that need.
Why self-storage needed a modern software shift
The self-storage industry has changed a lot. Customers are more digital. Competition is stronger. Operators are managing more data. Pricing changes faster. Online rental journeys matter more than ever.
At the same time, many storage businesses have still been working with old software, manual processes, and disconnected systems. That can create problems across the business. A missed call can become a lost renter. A slow online checkout can hurt conversions. Weak reporting can make pricing decisions harder. Poor integrations can force teams to repeat the same work in different places.
This is the kind of gap Cubby is trying to close.
Modern self-storage operations need more than a digital filing cabinet. Operators need software that can help them understand occupancy, move rates, answer renter questions, support online move-ins, manage customer interactions, and make smarter decisions across one or many locations.
That is why the work of Adam Fleming stands out. Cubby is being built for the real daily pressure of storage operations, not just for a clean sales pitch. The product has to deal with the messy details of facility management while still feeling simple enough for teams to use every day.
How Adam Fleming helped build Cubby from real operator pain points
One reason Cubby’s story feels different is that the team took time to understand the industry from the ground up. Instead of building software from a distance, the founders studied how self-storage facilities actually work.
That matters because the best vertical software usually comes from deep industry understanding. A self-storage platform cannot be copied from another real estate category and expected to work perfectly. Storage operators have their own workflows, customer habits, pricing challenges, unit types, call patterns, and facility needs.
For Fleming, the challenge was not only to build modern software. It was to build software that fits the rhythm of self-storage. That means understanding what slows operators down, what renters find frustrating, and where automation can remove repetitive work without making the experience feel cold or confusing.
Cubby’s platform reflects that practical focus. It brings together facility management, digital rentals, revenue tools, and call support in a way that is meant to reduce friction for operators. The goal is not to overwhelm teams with features. The goal is to make the business easier to run.
Building an AI-native platform for self-storage
Cubby describes itself as an AI-native platform. In simple terms, that means AI is not treated as a small add-on. It is built into the way the product supports operators.
For self-storage businesses, AI can be useful in several ways. It can help with customer calls, routine questions, pricing recommendations, demand patterns, workflows, and operational insights. These are areas where operators often spend a lot of time, especially when they manage multiple locations or run lean teams.
Voice AI is one of the most important examples. Many storage customers still call before renting a unit. They may want to ask about size, pricing, availability, access hours, security, payment options, or move-in details. If no one answers, that lead may go to a competitor. AI-powered call tools can help storage businesses respond faster and capture more opportunities.
AI can also support better decision-making. Self-storage pricing depends on occupancy, demand, location, competition, and customer behavior. A smarter platform can help operators see patterns more clearly and make decisions with better context.
The key is that AI has to be useful, not decorative. Cubby’s approach is built around practical operator needs. For Fleming and the engineering team, the value comes from making AI part of the daily workflow in a way that feels natural and helpful.
How Cubby helps operators improve daily operations
Daily operations are where self-storage software proves its value. Operators need to know what is happening at each facility, which units are available, which tenants need support, which payments are due, which leads came in, and how the business is performing.
Cubby helps by bringing these workflows into a more unified platform. That can reduce the need to jump between systems or manually track information across different tools.
For operators, this can support tasks such as:
- Managing move-ins and move-outs
- Tracking unit availability
- Handling renter communication
- Managing payments and account details
- Supporting online rentals
- Reviewing calls and customer inquiries
- Monitoring facility performance
- Improving team visibility across locations
The benefit is not just saving time. Better operations can also improve the customer experience. When renters can complete tasks online, get faster answers, and move through the rental process smoothly, the business feels more professional and easier to trust.
For multi-site operators, the value becomes even stronger. A connected system can help leadership understand what is happening across different facilities without relying on scattered reports or delayed updates.
Why revenue management is a key part of Cubby’s growth story
Revenue management is a major part of modern self-storage. Operators have to balance occupancy and rental rates carefully. If prices are too high, units may sit empty. If prices are too low, the business may leave money on the table.
This is not always easy to manage manually. Demand can change by market, season, unit size, facility type, customer behavior, and competitor pricing. A strong revenue management tool can help operators understand these changes and adjust pricing with more confidence.
Cubby’s focus on revenue management makes the platform more valuable than a basic operations tool. It helps operators think about growth, not just administration.
For a self-storage business, even small improvements in pricing strategy can matter. Better pricing decisions can support stronger revenue, healthier occupancy, and a more competitive position in the market. This is one reason Cubby’s platform has attracted attention from operators and investors.
Adam Fleming’s technical leadership matters here because revenue management depends on data, machine learning, product design, and trust. Operators need recommendations they can understand and use. The software has to make complex data feel clear, not intimidating.
The role of e-commerce in modern self-storage
Online rental experience is now a serious part of self-storage growth. Customers often search for storage units online before they ever speak with a manager. They compare prices, check availability, look at reviews, and expect a simple path to rent.
If the website or checkout flow is slow, confusing, or outdated, the operator can lose that customer. That is why e-commerce has become an important part of self-storage technology.
Cubby helps operators create a smoother digital rental journey. This includes the ability to support online move-ins, guide renters through the booking process, and make the customer experience feel more modern.
The connection between e-commerce and operations is important. A rental is not just a website action. It affects unit availability, payments, customer records, facility access, and future communication. When e-commerce is connected to the rest of the platform, operators can reduce errors and create a cleaner experience from first click to move-in.
For Cubby Storage, this is part of the broader mission. Modernizing self-storage is not only about what happens inside the office. It is also about how customers discover, choose, and rent storage units in the first place.
How Cubby’s Voice AI and call tools support customer service
Calls still matter in self-storage. Even in a digital-first world, many renters want to talk through their options before making a decision. They may not know what unit size they need. They may ask about pricing, insurance, access, climate control, truck access, or promotions.
For operators, those calls are valuable. They are often high-intent leads. But they can also be hard to manage, especially for smaller teams or facilities with limited office hours.
Cubby’s call tools and Voice AI are designed to help operators capture more of that demand. AI can help answer common questions, support lead handling, and reduce the pressure on staff. Call management features can also help operators review conversations, understand customer needs, and improve follow-up.
This is especially useful for unattended facilities, lean teams, and multi-location operators. Instead of relying only on staff availability, operators can use technology to give customers faster support.
The strongest customer service tools are not the ones that remove people from the business completely. They are the ones that help teams spend more time on the conversations and decisions that actually need human attention. Cubby’s Voice AI fits into that idea.
Cubby’s growth and the Goldman Sachs Series A
Cubby’s growth has become a major part of the company’s story. In January 2026, the company announced a $63 million Series A led by Growth Equity at Goldman Sachs Alternatives. That round gave Cubby more resources to invest in product development, AI tools, customer success, hiring, and its broader platform.
The funding also showed that self-storage software is becoming a more serious technology category. For years, many people outside the industry may have viewed storage as a simple real estate business. But the rise of platforms like Cubby shows that operators need modern systems to compete, scale, and serve customers better.
Cubby has also reported strong operator adoption, with hundreds of operators using the platform. That kind of traction suggests that the market is ready for better software and that operators are actively looking for alternatives to older systems.
For Adam Fleming, this growth reflects the impact of building technology for a market that was ready for change. The Series A is not only a funding milestone. It is a sign that Cubby’s product direction is connecting with a real industry need.
Why Adam Fleming’s technical leadership matters
Technical leadership is especially important when a company is trying to replace legacy software in a traditional industry. It is not enough to build a product that looks modern. The platform has to be reliable, secure, scalable, and easy to use.
Self-storage operators rely on their software every day. If the system is slow, confusing, or disconnected, it can affect revenue and customer experience. That puts real pressure on the engineering side of the business.
As CTO, Adam Fleming’s work sits at the center of that challenge. Cubby has to bring together many moving parts, including facility operations, payments, pricing, e-commerce, calls, AI workflows, reporting, and integrations. Each part needs to work well on its own, but the bigger value comes from how they work together.
This is where Fleming’s achievement becomes clearer. He is helping build software that makes a complex business feel more manageable. For operators, that can mean fewer manual tasks, better customer support, cleaner data, and more confidence in daily decisions.
How Cubby is creating a stronger ecosystem for storage operators
Modern operators do not want to be locked into rigid systems that limit growth. They need software that can connect with the tools and partners they use across payments, marketing, insurance, communication, reporting, and facility operations.
Cubby’s platform is part of a wider self-storage technology ecosystem. This matters because operators often need flexibility. A growing storage business may start with one facility and later expand into several locations. As the business grows, its software needs become more complex.
A stronger ecosystem can help operators avoid the pain of disconnected tools. It can also make it easier for new technology partners to support the industry. When platforms are easier to connect and extend, the whole market can move faster.
For Cubby Storage, this ecosystem approach supports its position as more than a single-purpose tool. It becomes part of the operating backbone for storage businesses that want to modernize.
What Cubby’s rise says about the future of self-storage
Cubby’s rise says something important about where self-storage is heading. The industry is becoming more digital, more data-driven, and more competitive. Operators are no longer only thinking about gates, units, and monthly rent. They are thinking about conversion rates, customer experience, automation, revenue management, and technology advantage.
That shift creates room for builders like Adam Fleming. His work with Cubby shows how a technical founder can help modernize a market that many people overlooked. The self-storage industry may not have the same public attention as other tech categories, but it has real operational complexity and a clear need for better tools.
Cubby is growing because it is solving practical problems. It helps operators manage facilities, support customers, improve digital rentals, make smarter pricing decisions, and use AI in ways that connect to daily work.
For self-storage operators, the future will likely belong to businesses that can combine strong local operations with better technology. Cubby Storage is building for that future, and Adam Fleming’s role as Co-Founder and CTO places him at the center of one of the more interesting modernization stories in property technology.
