Episode at a glance: Eric O’Brien of Commercial Realty Solutions breaks down one of the most common questions business owners face: should you lease, buy, or move? He covers why most businesses start by leasing, what owning a building really involves, how the market is shifting, and how real estate ties into your exit strategy. The most useful takeaway: start with your business plan, not the building.
Listen to Episode 060 of Behind the Brand
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Episode chapters
- 00:00 Welcome to Behind the Brand
- 01:00 Meet Eric O’Brien
- 02:15 From Banking to Real Estate
- 04:10 Finance Meets Real Estate
- 06:00 Becoming a Partner
- 07:10 Market Changes After 2020
- 08:45 Commercial vs. Residential
- 09:50 What Agents Actually Do
- 11:15 Lease vs. Buy Basics
- 12:50 Planning for Growth
- 14:00 Leasing vs. Owning Example
- 16:00 The Cost of Ownership
- 17:30 Why Leasing Works
- 19:30 Real Estate and Exit Strategy
- 21:00 Understanding Value
- 22:15 Deals in Real Life
- 24:00 Why Your Plan Matters
- 26:00 Final Advice
When it comes to growing a business, few decisions carry as much weight as where you operate. Your space is more than just square footage. It influences your brand perception, your team’s experience, your financial health, and your long-term flexibility.
In this episode of Behind the Brand, Eric O’Brien of Commercial Realty Solutions breaks down one of the most common questions business owners face: Should I lease, buy, or move?
The answer is rarely simple, but understanding the strategy behind each option can help you make a more confident, informed decision.
Start With Your Business Plan, Not the Building
Before you even begin browsing listings or touring spaces, Eric emphasizes one critical step: revisit your business plan.
Too often, business owners make real estate decisions based on what feels right in the moment rather than what aligns with their long-term goals. But your space should support where your business is going, not just where it is today.
Ask yourself:
- What does growth look like over the next 5–10 years?
- Will you need more space, less space, or something different entirely?
- Does your location support your customer experience and brand?
Real estate is not a short-term decision. Whether you lease or buy, you are making a commitment that should reflect your future, not just your current needs.
Why do most businesses start by leasing?
For many businesses, leasing is the natural starting point. Early-stage companies often lack the predictable revenue or capital needed to purchase property, and leasing offers flexibility during periods of growth.
Eric explains that leasing allows businesses to:
- Test and refine their operations
- Adjust their footprint as they scale
- Preserve capital for hiring, marketing, and expansion
There is also a practical reality. A business that starts in a small or home-based setup may not be ready to jump from a few hundred dollars a month to several thousand in overhead. That transition takes planning and education.
Leasing is not a fallback option. It is a strategic choice that gives business owners room to grow without overextending themselves financially.
When should a business buy its building?
At some point, many business owners begin to consider purchasing real estate. The appeal is clear. Ownership can create long-term equity, stability, and potential resale value.
But Eric cautions that buying is not always the right move.
Owning a building does not just mean owning space. It means taking on an entirely new responsibility. You are no longer just running your business. You are also managing a property, handling maintenance, and potentially acting as a landlord.
One of the most important questions to ask is:
Do you want to be in the real estate business as well?
If the answer is no, buying may not be the best fit.
There is also the financial side to consider. Purchasing property typically requires a significant down payment. That capital often comes directly from your business, which can limit your ability to invest in growth.
In many cases, Eric has seen businesses benefit more from keeping their capital focused on operations rather than tying it up in real estate.
The Hidden Middle Ground: Strategic Leasing
What many business owners overlook is that leasing can be just as strategic as buying.
Long-term leases can provide stability while still avoiding the responsibilities of ownership. Renewal options can protect your space as your business grows. And strong landlord relationships can create flexibility when your needs change.
There are even hybrid approaches. Some businesses partner with investors who purchase the building and lease it back to them. This allows the business owner to secure a long-term location without taking on the burden of ownership.
The key is understanding that leasing is not one-size-fits-all. With the right structure, it can be a powerful tool for growth.
How is the commercial real estate market changing business decisions?
The commercial real estate landscape has shifted significantly in recent years. The impact of remote work, rising construction costs, and higher interest rates has reshaped how businesses think about space.
Many companies have realized they no longer need the same footprint they once did. Others are reconfiguring their space to better support collaboration rather than just housing employees.
At the same time, limited new construction has created a tighter inventory of available properties. That means businesses need to plan further ahead and be more intentional with their decisions.
Eric notes that commercial real estate moves on a different timeline than residential. Businesses often plan relocations months or even years in advance, making proactive strategy even more important.
When does moving make more sense than staying?
Sometimes the right decision is not whether to lease or buy, but whether to move at all.
Businesses outgrow their space. They pivot their services. They shift their target audience. All of these changes can create a mismatch between your operations and your location.
Signs it may be time to move include:
- Your space no longer supports your workflow
- You are paying for unused square footage
- Your location no longer aligns with your customers
- Expansion opportunities are limited
Moving is not always about growth. In some cases, it is about right-sizing your business to improve efficiency and profitability.
Thinking Beyond Today: The Second-Generation Mindset
One of the most valuable insights Eric shares is the importance of thinking about “second-generation” use.
If you buy a building, what happens if your needs change? Can you lease part of it to another tenant? Can the space be repurposed easily?
Businesses evolve. Your real estate should be able to evolve with you.
Planning for flexibility on the front end can save you from costly limitations later.
How does real estate affect your exit strategy?
Real estate decisions do not just impact your current operations. They also play a major role in your eventual exit.
When it comes time to sell your business, owning property can either add value or create complications. Buyers may not have the capital to purchase both the business and the real estate, which can affect the structure of the deal.
In many cases, Eric helps business owners separate the two by selling the business first and leasing the property to the new owner. This approach can make the transition smoother while preserving the value of both assets.
Make the Decision That Supports Your Business, Not Your Ego
There is no universal “right” answer when it comes to leasing, buying, or moving. Each option has its place depending on your goals, resources, and stage of growth.
The most important thing is to approach the decision with clarity and intention.
- Leasing offers flexibility and preserves capital
- Buying creates long-term equity but adds responsibility
- Moving can unlock growth or improve efficiency
As Eric puts it, the goal is not just to secure a space. It is to make a decision that supports your business plan and positions you for what comes next.
Tune In and Get Inspired
Real estate is one of the biggest decisions a business owner will make, and it is rarely as straightforward as it seems. If you are navigating growth, considering a move, or simply wondering what your next step should be, this conversation offers practical insight grounded in real experience.
Tune in to hear Eric O’Brien break down how to approach these decisions with confidence and strategy.
Frequently Asked Questions
Should a small business lease or buy commercial space?
Eric O’Brien of Commercial Realty Solutions says there is no universal right answer. Leasing offers flexibility and preserves capital, while buying creates long-term equity but adds responsibility. He suggests starting with your business plan and asking whether you want to be in the real estate business as well.
What is second-generation use in commercial real estate?
Eric O’Brien describes second-generation use as planning for what happens to a building if your needs change. Can you lease part of it to another tenant, or can the space be repurposed easily? Thinking about flexibility up front can save you from costly limitations later.
What are the signs a business should move to a new location?
According to Eric O’Brien, signs include a space that no longer supports your workflow, paying for unused square footage, a location that no longer aligns with your customers, and limited expansion opportunities. He notes that moving is not always about growth. Sometimes it is about right-sizing to improve efficiency and profitability.
Can a business lease a building from an investor instead of buying it?
Yes. Eric O’Brien explains that some businesses partner with investors who purchase the building and lease it back to them. That lets the business owner secure a long-term location without taking on the burden of ownership.



