When Real Estate Complicates the Deal,
We Provide the

We help Ontario’s owner-operated and lower-middle-market businesses use their real estate intelligently, whether that means refinancing, restructuring, or selling and leasing back.

Quiet, strategic real-estate execution for transitions, growth, and succession: ensuring nothing stalls on the property side when it matters most.

Get In Touch
OUR Role

Real-Estate Strategy for Business Owners in Transition

Stillwater Advisory helps Ontario business owners and their advisors, particularly in the lower-middle-market (LMM), align the real-estate side of major business decisions such as growth, refinancing, or succession.
We act as the Real-Estate Integrator for owner-operators and deal teams, ensuring the property never slows the plan.

We work alongside owners, accountants, lenders, and lawyers to prepare the property and lease structure for whatever comes next — whether that’s securing financing, bringing in a partner, or selling the company. Advisory team with backgrounds in commercial real estate, finance, and private-market transactions.

Coordinating Sale-Leasebacks
Helping owners unlock capital tied up in real estate while keeping full control of operations.
A picture of a team coordinating a real estate transaction, showing communication between legal, financial, and real estate professionals.
Preparing for Financing
Reviewing property documentation and lease terms so lenders can underwrite quickly and with fewer surprises.
Supporting Succession
Helping business owners organize property ownership and lease terms so retirement, estate, or partner-buyout plans move forward smoothly
An image depicting a consultant solving a complex real estate problem with a business owner, highlighting strategic thinking and problem-solving skills.
Solving Strategic Challenges
Aligning the lease, rent, and property documents early so the business is “buyer-ready” when the time comes.
Who We Help

Providing Execution Clarity for LMM Deal Teams

We support the professionals and principals shaping Ontario’s lower-middle-market transactions. 

M&A Advisors & Fractional CFOs

We serve as your dedicated real-estate specialist, coordinating the property component of transactions so you can focus on financial and operational execution.

Owner-Operators of SMEs

We help you position your property as a value driver, not a liability—ensuring your real estate supports the strongest possible exit outcome.

Private Equity & Consolidators

We provide repeatable, on-the-ground execution for real-estate integration, portfolio optimization, and the disposition of non-core assets.

Family Offices & Investors

We coordinate real-estate strategy alongside operating companies to ensure both asset classes align with your long-term investment objectives.

Our approach

Real Results

  • We help business owners and deal teams navigate the real-estate side of business sales—ensuring the property component supports, rather than slows, the transaction.
  • We coordinate the property component of complex transactions—aligning real estate, finance, and legal teams so deals move forward cleanly. Our work is quiet, strategic, and focused on momentum.

Latest Insights

Navigating the intersection of real estate and business transitions requires experience and precision. Our insights highlight practical, often-overlooked issues that influence lower-middle-market outcomes.

Read More

Get in Touch

All inquiries are reviewed directly by our advisory team and handled confidentially. If you’d like strategic guidance on a transition, refinancing question, or sale leaseback planning, reach out below.