Thursday, October 29, 2026

Boston Property Insurers Report Operating-Cost Surge Driven by Insurance and Labor

Insurance now ranks as the second-largest expense for rental-property owners after debt service, according to a Massachusetts commercial-real-estate specialist.

By the Family Office Real Estate Daily Desk·Thursday, October 29, 2026·1 min read
Editorial summary of reporting byIA MagazineOur editorial standards →
The answer · checked against IA Magazine

What is driving commercial real estate operating costs higher for property owners in Greater Boston?

Michael Kovalev, agency owner of Kovalev Insurance Agency in Newton, Massachusetts, reports that insurance has become the second-largest operating expense for rental-property owners after debt service. Kovalev identifies a hard insurance market, rising labor costs, aging infrastructure, and COVID-19-era rent freezes as key drivers pushing operating expenses significantly higher for Greater Boston commercial real estate owners.

Key facts
  • Insurance is often the second-largest operating expense for a property owner after debt service, according to Michael Kovalev, agency owner of Kovalev Insurance Agency in Newton, Massachusetts.
  • Michael Kovalev said the hard insurance market, increasing maintenance costs, recalled electrical panels, aging infrastructure, higher labor costs, COVID-19-era rent freezes, proposed rent control initiatives and constantly increasing tenant expectations have all driven operating expenses significantly higher.
  • Short-term rentals have gone from booming to being heavily restricted in many communities, while commercial vacancies remain elevated, according to Michael Kovalev of Kovalev Insurance Agency.
  • Michael Kovalev said most of the landlords and investors he works with are local business owners, not massive institutional owners, dealing with rising insurance costs, taxes, labor and maintenance expenses.
  • Michael Kovalev identified long-term solutions for Greater Boston as loosening zoning restrictions, converting underutilized office space where it makes sense, and creating incentives for builders to increase housing supply.
  • Kovalev Insurance Agency expanded from a two-person operation to a 20-person team, according to agency owner Michael Kovalev.
Boston Property Insurers Report Operating-Cost Surge Driven by Insurance and Labor
Image: editorial illustration · Story sourced from IA Magazine

Insurance has become the second-largest operating expense for property owners after debt service, according to Michael Kovalev, owner of Kovalev Insurance Agency in Newton, Massachusetts. Kovalev, who specializes in commercial real estate coverage, said the hard insurance market and a series of compounding cost pressures have driven operating expenses significantly higher across rental properties.

Kovalev's firm works with condominium associations, apartment buildings, office buildings, warehouses and mixed-use properties. The agency has grown from a two-person operation to a 20-person team.

Among the factors raising costs are increasing maintenance expenses, recalled electrical panels, aging infrastructure, higher labor costs, COVID-era rent freezes, proposed rent control initiatives and rising tenant expectations, Kovalev said. Short-term rentals have gone from booming to being heavily restricted in many communities, while commercial vacancies remain elevated.

These factors affect insurance costs, insurance eligibility and long-term risk management strategies, he said.

Most of the landlords and investors Kovalev works with are not massive institutional owners. They are local business owners trying to maintain safe, well-run buildings while dealing with rising insurance costs, taxes, labor and maintenance expenses, he said.

In Greater Boston, conversations around housing supply, zoning restrictions, office vacancies and affordability are not going away anytime soon, Kovalev said. He said the long-term solution has to include loosening zoning restrictions, converting underutilized office space where it makes sense and creating incentives for builders to increase the housing supply.

The Deployment Angle

Family Office Real Estate Daily Desk · our analysis, not the source's

The operating-expense squeeze described by Kovalev creates a narrow window for family offices to acquire rental stock from over-levered local owners at below-replacement cost. When insurance and labor push net operating income below debt-service coverage, smaller operators often sell rather than recapitalize. A well-capitalized buyer with no refinancing pressure can absorb two to three years of margin compression and still achieve mid-teens levered returns once rent growth resumes.

Direct ownership via a programmatic joint venture with a regional operator is the clearest route. Co-GP structures alongside institutional sponsors rarely give you the pricing control needed to exploit distress. An LP commitment to a value-add fund will catch some of this dislocation, but the manager's carry dilutes the upside and you have no say on hold period.

Underwrite insurance at 15 to 18 percent above the trailing twelve months and model deferred maintenance as a capital event, not an operating line item. Price in two years of flat or negative same-store NOI growth. The opportunity is buying below replacement cost in supply-constrained markets where zoning reform remains years away. Avoid properties with material short-term rental exposure or near-term lease roll in soft office submarkets.

The risk is that rent control passes before you can mark rents to market. If a municipality is debating rent stabilization, the deployment case weakens materially. Focus on jurisdictions where zoning loosening is politically viable and where the electorate skews toward housing supply rather than tenant protection.

Questions this story answers

01Where does insurance rank as an operating expense for Boston rental property owners?

According to Michael Kovalev, agency owner of Kovalev Insurance Agency in Newton, Massachusetts, insurance is often the second-largest operating expense for a property owner after debt service, making it a constant top-of-mind concern for rental property owners.

02What factors are driving operating costs higher for Greater Boston commercial real estate owners?

Michael Kovalev of Kovalev Insurance Agency cited the hard insurance market, increasing maintenance costs, recalled electrical panels, aging infrastructure, higher labor costs, COVID-19-era rent freezes, proposed rent control initiatives, and constantly increasing tenant expectations as factors that have all driven operating expenses significantly higher.

03How has the short-term rental market changed in Greater Boston?

Michael Kovalev of Kovalev Insurance Agency said short-term rentals have gone from booming to being heavily restricted in many communities, a shift that affects insurance costs, insurance eligibility and long-term risk management strategies alongside elevated commercial vacancies.

04What does Michael Kovalev think will solve Greater Boston's housing and office vacancy problems?

Michael Kovalev said the long-term solution has to include loosening zoning restrictions, converting underutilized office space where it makes sense, and creating incentives for builders to increase the housing supply. Kovalev noted those conversations around housing supply, zoning restrictions, office vacancies and affordability are not going away anytime soon.

05Who are the typical property owners facing rising insurance costs in Greater Boston according to this source?

Michael Kovalev of Kovalev Insurance Agency said most of the landlords and investors he works with are not massive institutional owners but local business owners trying to maintain safe, well-run buildings while dealing with rising insurance costs, taxes, labor and maintenance expenses.

Original reporting
IA Magazine
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