The Grossman Companies operates two primary business lines: real estate investment and real estate private lending. We also provide brokerage and property management services for our portfolio properties as well as third parties.


If you have a property that meets our criteria or might be interested in partnering with us on an acquisition, please contact Jacob Grossman.


  • Jacob Grossman
  • P 617 472 2049


The Grossman Companies invests in retail, office, industrial, residential, land and self-storage properties throughout New England. We're always looking to acquire new commercial properties, either on our own or in joint venture.

We specialize in transforming underleased buildings into aesthetically pleasing, thriving spaces. While we mainly target value-added opportunities, we also acquire core and opportunistic properties.

Our overriding goals are to find opportunities where potential reward outweigh the risks and to work with people whom we respect and trust. We have the capital and vision to invest in properties on a short- or long-term basis.

Investment Parameters

Target Deal Size $2M - $25M
Anticipated Leverage 60 - 75% LTV
Risk Profile Core, Value-Added, or Opportunistic
Minimum Target Return 10 - 20%
Hold Period 3-20+ Years
Investment Structure Direct Investment or Joint Venture

Private Lending

All of our loans are originated, underwritten, managed and serviced by The Grossman Companies. For more information, please contact David Grossman or Ben Stillwell.


  • David Grossman
  • P 617 472 2028
  • Ben Stillwell
  • P 617-657-5784


  • Michael S. Basile
  • P 203 788 5659


First Boston Capital Partners, an affiliate of The Grossman Companies with offices in Quincy, MA and Southport, CT, extends private loans to builders, developers and real estate investors in Massachusetts, Connecticut, Rhode Island, New Hampshire and New York. We provide short-term bridge capital for acquisitions, ground-up construction or renovations secured by non-owner-occupied residential or commercial properties.

Our private lending solutions are tailored toward borrowers who are seeking alternatives to conventional bank loans and value a long-term relationship. We can close transactions in as few as five days.

Loan Parameters

Property TypesCommercial Properties and Non-Owner Occupied Residential Property including spec homes, subdivisions, condo conversions, etc.
Loan typeAcquisition, Ground-up Construction and Renovations, Land
Collateral TypeFirst Mortgage, Second Mortgage, Joint Venture Equity
Geographic AreasMassachusetts, Connecticut, Rhode Island, New Hampshire and New York
Loan Size$200,000 to $10,000,000
Loan Term6 to 18 months
Interest Rates12% to 14%
Loan to ValueUp to 75%
Origination Fee2% to 3%


To learn more about our brokerage services, please contact Richard McKinnon


  • Richard McKinnon
  • P 617 472 2000 ext. 144


What distinguishes The Grossman Companies in the area of brokerage services? It's our 35+ years of experience working with both tenants and landlords in commercial real estate leasing and sales. We understand both sides of a deal — and apply our expertise to help you make the right decision when the stakes are highest.

Tenant Services

  • Analyze and consult on current/future real estate needs.
  • Conduct a market analysis to identify suitable locations.
  • Research relocation costs.
  • Assemble a team to provide legal, architectural, construction and other services.
  • Manage lease and purchase negotiations.

Landlord Services

  • Provide marketing and consulting expertise to maximize property value.
  • Offer an informed opinion of value relative to competitive properties.
  • Create a strategic plan to successfully lease or sell your property.
  • Manage lease and sales negotiations.

Property Management


  • Lisa Johnson
  • P 617 472 2082


To excel in property management, it helps to think like an owner. The friendly, experienced Property Management team at The Grossman Companies oversees day-to-day operations of all our portfolio properties. We also offer these services to third-party landlord clients throughout Southern New England.

Our staff manages everything from cleaning and landscaping to any emergencies that may arise. We're available to tenants and landlords 24 hours a day, seven days a week.

In addition to our in-house maintenance staff, we have longstanding relationships with local contractors who also provide prompt, professional service. Regularly bidding routine work such as waste management and awarding annual contracts for all services helps us contain prices.

The bottom line: We run every property like we own it — and you'll see the difference. Contact us to learn more about our property management services.