Can a city require private property owners to pay for affordable housing? What protections do taxpayers have when they challenge their property assessments? And will the U.S. Supreme Court hear a Massachusetts school choice case?
In the first episode of In Brief, our new monthly podcast, Pioneer New England Legal Foundation President Frank J. Bailey walks through the cases behind these questions and why they matter beyond the courtroom. He also shares updates on the Legal Foundation’s education work and upcoming events, including the Cabot Award Dinner on November 19.
https://pioneerlegal.org/wp-content/uploads/In-Brief-Ep1-1600x900-2.webp9001600Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2026-11-02 09:33:132026-11-02 09:36:21Beyond the Courtroom: Housing, Taxes and School Choice
Pioneer New England Legal Foundation Joins Institute for Justice as Commonwealth Faces September 21st Deadline
BOSTON: In a significant move, the U.S. Supreme Court has ordered Massachusetts to respond to a case challenging a state rule that blocks children with disabilities from getting special education services at the private schools their parents chose for them.
The case, Hellman v. Craven, was brought on behalf of Massachusetts parents Ariella and David Hellman and Josh Harrison and Miriam Segura-Harrison by the Institute for Justice (IJ), with the Pioneer New England Legal Foundation (Legal Foundation) serving as consulting counsel. The petition names Katherine Craven, Chair of the Massachusetts Board of Elementary and Secondary Education, as respondent. Under state law, Attorney General Andrea Campbell represents Craven and the Board in their official capacities as state officials sued in the course of their public duties.
At the heart of the case is a Massachusetts regulation that bars children with disabilities from receiving legally required special education services at the private schools their parents chose for them, forcing them instead to leave school during the day to receive those services elsewhere. The U.S. Court of Appeals for the First Circuit upheld the regulation, prompting the petition asking the Supreme Court for relief. Demonstrating the importance of the case, seven amicus briefs were filed by fourteen attorneys general; civil rights, education, and religious groups; and a leading scholar from Boston University, at a stage when most such petitions receive none.
“Massachusetts guarantees special education services to all children. State regulators should not undermine that guarantee simply because parents exercise a constitutional right,” said Frank J. Bailey, President of the Pioneer New England Legal Foundation. “Special needs services should not be dictated by wealth, religion, or creed. We are heartened at the outpouring of support and compassion we are seeing across the nation for our clients.”
The caliber of the briefs is meritorious; one brief came from a coalition of fourteen states representing nearly 100 million Americans. Five of the seven briefs were authored by former law clerks to the Justices. All send a powerful signal that the petition should be taken seriously.
The seven amicus briefs include:
A coalition of fourteen state Attorneys General, led by South Carolina and West Virginia, together representing nearly 100 million Americans
The Alliance Defending Freedom (Washington, D.C.)
ExcelinEd, the Foundation for Excellence in Education (Tallahassee, FL), founded by former Florida Governor Jeb Bush
The New Civil Liberties Alliance (Arlington, VA)
The Council for American Private Education (Washington, D.C.) and Agudath Israel of America (New York, NY), on a joint brief
The Center for the Rights of Abused Children (Phoenix, AZ)
Professor Charles L. Glenn, professor emeritus of educational leadership and policy at Boston University and former director of urban education and equity efforts for the Massachusetts Department of Education, who led the desegregation of Boston Public Schools
These amici underscore the case’s broader constitutional stakes: the right of parents to direct their children’s education, and to ensure their children are not penalized, through loss of a statutory benefit, for exercising that right. As the fourteen-state coalition wrote in its brief, the Massachusetts regulation does not merely withhold a service; it uses a child’s guaranteed entitlement as leverage to pressure families back into the public school system.
The Commonwealth is expected to file its response by September 21, with petitioners’ reply to follow two weeks later. A decision on whether the Court will take up the case could come as early as this fall, though in some cases the timeline extends into the following year.
About the Pioneer New England Legal Foundation: The Legal Foundation is a national, nonpartisan think tank that defends and promotes educational options, accountable government, and economic opportunity. The Legal Foundation pursues its mission through legal research, amicus briefs, and litigation, and serves as consulting counsel in Hellman v. Craven.
About the Institute for Justice: IJ is the nation’s leading law firm defending educational choice programs and expanding educational access and opportunity. Since its founding in 1991, IJ has represented parents in educational choice lawsuits in numerous state supreme courts, intermediate courts of appeal, and trial courts, as well as four times before the U.S. Supreme Court (Zelman v. Simmons-Harris, Arizona Christian School Tuition Organization v. Winn, Espinoza v. Montana Department of Revenue, Carson v. Makin). IJ serves as lead counsel in this case.
https://pioneerlegal.org/wp-content/uploads/Scotus-08282026-1.jpg7591600Amie O'Hearnhttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAmie O'Hearn2026-08-27 15:46:582026-08-28 16:12:24Massachusetts Families Draw Broad National Support in Supreme Court Bid Over Special Education Rights
BOSTON —Pioneer New England Legal Foundation has hand-delivered a fourth letter to Massachusetts Commissioner of Revenue Geoffrey E. Snyder, urging him to reopen an investigation into the City of Boston’s practice of raising the assessed value of commercial properties whose owners appeal their assessments, following the city’s initial disclosure of 150 properties affected by the retaliatory assessment increases.
The Legal Foundation began investigating the practice in 2024 and brought its findings to the attention of the Department of Revenue Commissioner Snyder more than a year ago, asking the DOR to exercise its oversight authority under G.L. c. 58, § 1A, which requires the commissioner to supervise local assessors and ensure proper valuation practices. On three separate occasions, the Legal Foundation provided DOR with its preliminary findings and offered to meet with the Department to review the evidence. In August 2025, Snyder responded that DOR was unable to substantiate the allegations and declined the Legal Foundation’s request to meet.
The city’s subsequent disclosures in litigation have now identified approximately 150 commercial properties potentially affected by the challenged assessment increases. Those disclosures are merely preliminary as more complete production is due in coming weeks.
The Legal Foundation alleges that Boston has systematically increased the assessed value of commercial properties owned by taxpayers who exercise their statutory right to appeal to the Commonwealth’s Appellate Tax Board, effectively penalizing owners for seeking relief and shifting a growing share of the tax burden onto the commercial sector and their tenants. According to the complaint, the practice has forced affected taxpayers to overpay millions of dollars to the city.
With no meaningful corrective action taken, the Legal Foundation filed a class action in December 2025 in Suffolk County Superior Court, HS 148SST, LLC v. City of Boston. On May 11, 2026, a Superior Court judge in substantial part denied the city’s motion to dismiss the class action, allowing the core claims to proceed.
“The Department of Revenue previously said it could not substantiate our findings,” said Frank J. Bailey, president of Pioneer New England Legal Foundation and a retired U.S. Bankruptcy Judge. “But the City of Boston itself has now identified substantially more properties than we had uncovered.”
To determine what steps DOR took in response to its earlier requests for an investigation, the Legal Foundation has also filed a public records request seeking all communications between DOR and city officials concerning the matter.
“We have written to the owners of the 150 properties identified by the city. That’s several times the number we had uncovered, and we expect the number to increase further since the initial disclosures only cover the largest potentially affected properties,” Bailey said. “The Legal Foundation continues to identify and represent affected owners. We encourage any who appealed a Boston assessment and subsequently saw the property’s valuation increase to contact the Foundation.”
Affected property owners may contact the Pioneer New England Legal Foundation at 617-657-6814 or paul.johnson@pioneerlegal.org.
An interactive map of identified properties is available to media on request.
About Pioneer New England Legal Foundation
Pioneer New England Legal Foundation is a public-interest law firm that defends and promotes educational options, accountable government and economic opportunity across the Northeast and around the country. Through legal action and public education, the Legal Foundation works to preserve and enhance liberties grounded in the constitutions and civil rights laws of the United States and the individual New England states.
https://pioneerlegal.org/wp-content/uploads/Downtown-Boston-08182026.webp9001600Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2026-08-18 14:54:542026-08-18 14:54:54Pioneer New England Legal Foundation Urges DOR to Reopen Tax Assessments Probe After Boston Makes Initial Disclosure of 150 Properties Affected by Retaliatory Assessment Increases
Pioneer New England Legal Foundation and Sullivan & Worcester are pleased with today’s decision, which allows this case to move forward and get to the truth. This case is about restoring fairness and accountability to the City of Boston’s tax system. The complaint alleges that the City of Boston systematically penalized commercial property owners for exercising their right to appeal their tax assessments, including by overriding valuations and adding back value after an appeal was filed.
At this stage, the court has recognized that these claims deserve to be heard on the merits. We look forward to proving that the City of Boston violated its commercial taxpayers’ fundamental constitutional protections, including the right to petition the government, which the Court described as “one of the most precious of the liberties safeguarded by the Bill of Rights”. The Court also expressed concern that any violation of the right to petition “chills all commercial property owners from exercising their right to seek an abatement.”
Hon. Frank J. Bailey
President
Pioneer New England Legal Foundation
For further information on the case, please watch our video below:
https://pioneerlegal.org/wp-content/uploads/kaylyn-mok-d_yXqIPXFpk-unsplash-scaled.jpg17072560Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2026-05-12 15:31:172026-05-13 09:16:59Court Allows Boston Commercial Taxpayer Lawsuit to Move Forward
Pioneer New England Legal Foundation recently submitted a public comment to the U.S. Department of the Treasury and the Internal Revenue Service (IRS) regarding a new federal scholarship tax credit. As the agencies begin drafting regulations to determine how the new program will operate, public interest has been high—over 3,400 comments have already been submitted.
This new federal policy is designed to encourage charitable giving that supports educational opportunity. Beginning in 2027, individuals will be able to claim a federal tax credit of up to $1,700 for donations made to nonprofit Scholarship Granting Organizations (SGOs). These organizations raise private donations and use them to provide scholarships for K–12 students, particularly those from low- and middle-income families. Unlike a tax deduction, which reduces taxable income, a tax credit directly reduces the amount of taxes someone owes. That makes it a powerful incentive for donors who want to support students and families seeking additional educational opportunities.
For the program to operate in a particular state, its governor must first choose to opt into it. Once a state elects to participate, it must provide the IRS with a list of SGO’s in that state that meet the requirements established in federal law. Donations to organizations on that list are then eligible for the federal tax credit.
Massachusetts has not yet decided whether it will opt into the program, a decision that will rest with Governor Maura Healey.
As a New England-based public interest legal organization, Pioneer Legal Foundation is closely watching how these rules are written because the details could determine whether families in our state are able to fully benefit from the program. Our comment focuses on a critical issue: whether states should be allowed to impose additional requirements on scholarship organizations beyond those already established in federal law.
Congress created this credit as a national federal tax policy, and the statute already sets out the criteria that scholarship organizations must meet. If individual states were allowed to add their own conditions, the result could be a patchwork system where eligibility rules vary depending on geography. That could undermine the purpose of a national tax credit and potentially limit scholarship opportunities for families in some states, including here in Massachusetts.
There are also constitutional considerations. In recent years, the Supreme Court of the United States has made clear that governments may not exclude religious institutions from available public benefit programs simply because they are religious. Allowing states to add eligibility restrictions could increase the risk that certain schools, organizations, or families are excluded from a federal program in ways that conflict with those precedents.
Pioneer Legal Foundation’s comment recommends a straightforward approach: states that opt into the program should be limited to verifying that SGO’s meet the federal requirements and submitting their list to the IRS. They should not be able to impose additional eligibility rules that Congress did not include in the statute.
With thousands of public comments submitted, Treasury and the IRS are now reviewing feedback before issuing proposed regulations.
https://pioneerlegal.org/wp-content/uploads/Scholarship-blog.png7041049Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2026-03-12 16:33:002026-03-12 16:33:00A New Federal Scholarship Tax Credit Could Open Doors for Families, Pioneer New England Legal Foundation Weighs In
Class action challenges city’s unlawful penalties against commercial taxpayers who exercised their right to appeal; seeks court intervention to end this retaliatory scheme in next fiscal year
BOSTON, MA — Pioneer New England Legal Foundation (the Legal Foundation) and Sullivan & Worcester LLP today filed on behalf of their client 148 State Street a class action lawsuit against the City of Boston, alleging that the Assessor’s Office has illegally retaliated against commercial taxpayers for exercising their constitutional right to appeal property tax assessments before the Appellate Tax Board (ATB) since 2024.
“This case is about the rule of law,” said Frank J. Bailey, President of Pioneer New England Legal Foundation and a former federal judge. “Boston’s Assessor’s Office has decided that when citizens exercise their right to appeal an unjust tax, they deserve to be punished. That is not how a lawful government behaves. Both our federal and state constitutions give citizens a right to petition the government, including unfettered access to the courts. Boston has made commercial landowners pay a heavy price for exercising that right.”
The lawsuit, which was filed today in Suffolk Superior Court, seeks to prohibit the city from retaliating against taxpayers who appeal their assessments, to declare the city’s policy unlawful, and to order repayment of excess taxes collected for fiscal years 2024 and 2025.
The named plaintiff in this class action is the owner of 148 State Street which represents all commercial property owners, large and small, that have been victimized by this unlawful scheme.
City’s Conduct and Legal Violations
According to the complaint, the City of Boston’s Assessor’s Office deliberately and systematically violated state and federal law by overriding its own determinations of fair market value for taxpayers who filed appeals.
Even when the assessors agreed that a property’s value had declined (e.g. from $120 million to $100 million) it allegedly overrode the CAMS software system and added back value under a “discretionary adjustment” box. In FY2024, those adjustments were labeled “ATB Appeal” or “ATB Dispute.” In FY2025, the labels disappeared, but the practice seemingly continued: roughly half the decline in value was added back to every appealed property. The pattern produced a consistent penalty ratio across the board but the scheme was hidden from taxpayers because it was not visible on the tax bills that the city issued.
The impact was clear and unlawful: commercial taxpayers who appealed their assessments were charged higher taxes than comparable properties that did not appeal. The lawsuit states that the City of Boston thereby violated the very laws that govern assessors’ duties and the constitutional rights of citizens who petition their government for relief.
The lawsuit asserts four independent legal violations by the city:
It breached Massachusetts General Laws Chapter 59, Section 2A(a) by failing to determine “fair cash value” as required;
It violated the First Amendment of the U.S. Constitution by penalizing taxpayers for exercising their right to petition;
It violated Articles XI and XVI of the Massachusetts Constitution by denying free access to the courts;
And, it violated Amendment Article CXII of the Massachusetts Constitution, which requires that all property within a class be taxed proportionally and equally.
“At a time when commercial properties are declining in value after the pandemic, property owners are already facing challenging times,” said Patrick P. Dinardo of Sullivan & Worcester. “For Boston to further penalize property owners in an apparent effort to intimidate them from seeking review at the ATB is unconscionable. It discourages investment in the city which hurts every Boston citizen.”
Why a Class Action
The lawsuit seeks class certification because the city’s unlawful practice applies uniformly to affected taxpayers. Virtually all commercial property owners who appealed to the ATB in prior years saw a comparable “discretionary add-back” applied to their FY2024 or FY2025 assessments. A class action allows the court to decide one central question—whether the city may retaliate against taxpayers for appealing—without forcing hundreds of nearly identical lawsuits through the system.
The Legal Foundation began its investigation earlier this year and gave written notice to the city and the Department of Revenue at least three times since June. The Legal Foundation’s research at City Hall uncovered dozens of examples of the retaliatory tax scheme. After the city failed to offer any meaningful response on how to remedy the impact of its assessment practices, 148 State Street and the class of affected owners were left with no choice but to resort to litigation.
“The sooner the city steps up and addresses its unlawful practices, the better for the city and for every taxpayer who plays by the rules,” added Bailey.
About Pioneer New England Legal Foundation
Pioneer New England Legal Foundation is a public-interest law firm that defends and promotes educational options, accountable government and economic opportunity across the Northeast and around the country. Through legal action and public education, the Legal Foundation works to preserve and enhance liberties grounded in the constitutions and civil rights laws of the United States and the individual New England states.
About Sullivan & Worcester LLP
Sullivan & Worcester (Sullivan) is a global, mid-sized law firm with lawyers in Boston, London, New York, Tel Aviv and Washington, D.C. Sullivan’s clients, including Fortune 500 companies, leading financial services firms and asset managers, boards of directors, real estate companies, and emerging businesses, rely on Sullivan’s ability to navigate complex legal and operational landscapes, the impeccable judgment of its lawyers, and its commitment to best in class client service.
https://pioneerlegal.org/wp-content/uploads/Legal-Foundation-ATB-12172025-scaled.jpg17082560Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2025-12-17 15:22:022025-12-17 16:00:01Pioneer New England Legal Foundation and Sullivan & Worcester Sue Boston Over Retaliatory Tax Scheme
Requirement that 20 percent of a housing project remain permanently affordable places burden on developers that should be borne by the public as a whole
Cambridge – Pioneer New England Legal Foundation filed a lawsuit in state Land Court against the City of Cambridge on behalf of developer Columbia St, LLC, challenging the City’s inclusionary zoning ordinance. The ordinance requires any property owner seeking a building permit for a project of 10 units or more to permanently set aside 20 percent of the square footage for affordable housing.
“The ordinance requires property owners to surrender fundamental property rights protected by the U.S. and Massachusetts Constitutions,” said Pioneer New England Legal Foundation attorney Paul Johnson. “These requirements constitute unlawful land-use conditions under settled U.S. Supreme Court precedent.”
Under the Cambridge ordinance, a developer who builds and sells condominium units must agree to sell 20 percent of the square footage at roughly 75 percent below market price. For a rental project, the rent on 20 percent of the square footage cannot exceed 30 percent of the tenant’s income, and the tenant must meet maximum income-eligibility requirements.
The ordinance violates the long-standing legal principle that government cannot force a small subset of the population to shoulder public burdens that fairness dictates should be borne by the public as a whole.
“Cambridge is unfairly singling out real estate developers to bear the cost of solving the city’s affordable housing problem,” said Frank J. Bailey, President of the Pioneer New England Legal Foundation. “Real estate developers did not create the housing shortage. It is a result of a lot of factors – primarily not building enough new housing to keep up with population growth.”
Recent U.S. Supreme Court decisions have confirmed that a city may, in some circumstances, require developers to pay money or even donate real estate as a condition of obtaining a building permit. But those same decisions make clear that a municipality may impose such conditions only if it can present solid evidence that the specific project will worsen the problem the municipality seeks to address.
For an ordinance designed to address the shortage of affordable housing, the city would have to show that this project will, in some way, make the shortage worse. In this case, Pioneer alleges in its complaint that the city cannot make that showing . To the contrary, the project will more than triple the amount of livable square footage on the property. It reduces the housing shortage; it does not exacerbate it.
“We recognize the importance of building affordable housing,” Johnson added. “But the cost should be shared equally by the community as a whole. We should not impose what is essentially a tax on new development to pay for affordable housing.”
The complaint was filed in Land Court late yesterday.
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https://pioneerlegal.org/wp-content/uploads/frames-for-your-heart-VoI2jd75M6Q-unsplash-scaled.jpg17072560Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2025-12-03 11:15:462025-12-03 12:18:52Pioneer New England Legal Foundation Files Lawsuit Challenging Cambridge Inclusionary Zoning Ordinance
The Pioneer New England Legal Foundation (PNELF) is calling out the Massachusetts Department of Revenue (DOR) for refusing to act on clear evidence that the City of Boston is penalizing commercial taxpayers for exercising their constitutional right to appeal overassessments.
In response to PNELF’s most recent letter detailing these illegal practices, the Commissioner of Revenue claimed his office could not substantiate the findings, asserted he could not discuss specific properties, and insisted he was not allowed to advocate for any individual taxpayer. He also declined PNELF’s repeated request to meet and review the evidence.
PNELF’s reply, sent today, specifically calls out the flaws in the Commissioner’s response:
– He offered no explanation of any steps taken to investigate the evidence PNELF provided.
– PNELF never requested a discussion of specific taxpayers.
– PNELF never asked him to advocate for an individual taxpayer.
“This is about fairness, transparency, and ensuring the City cannot punish those who exercise their rights,” Frank Bailey stated. “The Commissioner’s refusal to address the evidence is unacceptable.”
We encourage the public to review our third letter to the Commissioner here. If you have been affected by this issue, we want to hear from you. Please email Frank at frank.bailey@pioneerlegal.org.
https://pioneerlegal.org/wp-content/uploads/PNELF-COR-August-13-Letter-scaled.jpg18372560Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2025-08-14 17:21:182025-08-15 10:46:37PNELF Admonishes DOR for Inaction on Unauthorized and Unconstitutional Commercial Tax Overcharges
The Institute for Justice and PNELF filed a federal constitutional challenge to Massachusetts’s denial of special education services to children whose parents exercise their fundamental right to enroll them in private school. You can read the brief here:
As it says in the statement of the case-“…parents have a fundamental constitutional right to educate their children in private schools and a state may not deny or restrict an otherwise available benefit simply because the parent of the would-be recipient exercises a constitutional right.”
BOSTON—Today, the Institute for Justice (IJ) and the Pioneer New England Legal Foundation (PNELF) urged the U.S. Court of Appeals for the First Circuit to reverse a lower court ruling on behalf of clients Ariella and David Hellman and Josh Harrison and Miriam Segura-Harrison, two sets of parents with children who have special needs. The appeal seeks to reverse a dismissal of their lawsuit challenging a Massachusetts regulation that effectively bars children from receiving special education services to which they are statutorily entitled solely because those children attend private schools.
“Massachusetts guarantees all children with special needs that they can receive special education services,” said IJ Educational Choice Attorney David Hodges. “But Massachusetts regulators have made it almost impossible for a child whose parents enrolled her in private school to get the services the state says she needs. This regulation is an unconstitutional condition on parents who deign to exercise their century-old right to direct the education of their children.”
Massachusetts guarantees all students with special needs a statutory entitlement to special education services, no matter which schools they attend. These services can be as simple as classroom supplements and aids or involve intensive sessions with highly specialized behavioral therapists. The services are vital for children with special needs to help them overcome various learning challenges and properly educate them. Yet even though Massachusetts law entitles all children to the services, a Massachusetts regulation makes access to services practically unobtainable for children whose parents exercise their fundamental, constitutional right to enroll them in private schools.
The regulation does this by barring these children—and only these children—from receiving services in their schools. Unlike many other children with special needs, these children are required as a rule to leave their schools to get services, which effectively makes the services impossible to access. Massachusetts justifies this regulation with an interpretation of a state constitutional amendment that bars “aid” to private schools. This interpretation is erroneous, as special education services for disabled students are aid to children, not schools.
Moreover, the restriction makes many special education services impractical at best, or useless at worst. For many students, services are needed at the point of classroom learning and removing them from the classroom to access such services fails to help the children. Further, the restriction contravenes the Massachusetts special education statute, which says that the default for children is to receive services in their regular educational environment. Also, being removed from their school to access services is stigmatizing for these children and burdensome on working parents, who cannot spend time during the workday shuttling their children from location to location.
The restriction falls solely on parents who exercise their constitutional right to enroll their child in private school. If a child attends public school, she can receive services at the school. If the government enrolls a child in private school, which it often does with special needs children, the child can receive services in the private school. But a classmate who is enrolled in that very same private school by their parents isn’t allowed that option, even if the services they need are identical. In short, it is only parents who exercise their fundamental, federal constitutional right to send their children to a private school whose children are penalized by the Massachusetts regulation.
“Children with special needs are already among the most vulnerable people in society,” said Senior Attorney Renée Flaherty. “The last thing they need is for Massachusetts to discriminate against them because of how their parents exercised a constitutional right.”
# # #
IJ is the nation’s leading law firm defending educational choice programs and expanding educational access and opportunity. Since its founding in 1991, IJ has successfully represented parents in educational choice lawsuits in numerous state supreme courts, intermediate courts of appeal, and trial courts, as well as four times at the U.S. Supreme Court (Zelman v. Simmons-Harris, Arizona Christian School Tuition Organization v. Winn, Espinoza v. Montana Department of Revenue, Carson v. Makin). IJ is currently defending choice programs in Alaska, Ohio, Tennessee, Utah and Wyoming alongside EdChoice Legal Advocates as part of the Partnership for Educational Choice.
PNELF, which serves as consulting counsel in this case, is a nonpartisan, public interest law firm that defends and promotes educational options, accountable government and economic opportunity across the Northeast. PNELF achieves its mission through legal research, amicus briefs, and litigation.
https://pioneerlegal.org/wp-content/uploads/Unsplash-07092025-scaled-e1752075071626.jpg11482099Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2025-07-09 11:31:292025-07-10 15:11:57Massachusetts Families Urges Court to Reverse Ruling Over Unconstitutional Conditions for Special Education Services
Boston — June 24, 2025 — The Pioneer New England Legal Foundation (PNELF) has sent a formal notice to Massachusetts Department of Revenue Commissioner Geoffrey Snyder asserting that the City of Boston is unlawfully retaliating against commercial real estate owners who seek to challenge their tax assessments.
According to PNELF, the city’s Assessing Department has been quietly and systematically increasing property tax assessments on commercial properties that are under appeal at the Commonwealth’s Appellate Tax Board (ATB), imposing what amounts to a financial penalty on taxpayers who exercise their statutory rights under Massachusetts law.
“This practice is unauthorized and unconstitutional,” said PNELF President Frank J. Bailey, PNELF President and retired judge of the U.S. Bankruptcy Court for the District of Massachusetts. “Targeting property owners for higher assessments simply because they filed an appeal, the city is punishing people for seeking redress through lawful channels. That’s retaliation—plain and simple—and a violation of fundamental constitutional protections.”
Appeals Secretly Trigger Substantial Tax Hikes
In its letter, PNELF describes how Boston has quietly overridden its own commercial property valuations, increasing assessments by in some cases millions of dollars in the fiscal year after a taxpayer files an appeal. These overrides are not disclosed on tax bills or public notices. Instead, internal property record cards obtained by affected taxpayers reveal notations such as “ATB dispute” or “override. open appeal.”
PNELF’s investigation also found instances in which the city has removed these internal references before releasing final public versions of the records—effectively concealing its actions.
“These added assessments are not based on market conditions or improvements to the properties,” Bailey explained. “They are based solely on the fact that the taxpayer is exercising their legal right to challenge an overvaluation. That is illegal under both state law and the federal and Massachusetts Constitutions.”
Legal Context: A Violation of Rights
Massachusetts law (G.L. c. 59, §§ 59, 64–65) allows taxpayers to appeal local tax assessments to the Appellate Tax Board. To do so, they must first pay the full assessed tax—even if they believe the valuation is inflated. As PNELF notes, the appeal process can take years to resolve. During that time, the City has been quietly increasing assessments on the same properties.
According to the letter, this practice violates:
Due process and the right to petition for redress of grievances under the First Amendment and Articles XI and XIX of the Massachusetts Declaration of Rights.
The constitutional requirement of proportional taxation (Article X of the Massachusetts Declaration of Rights and Article CXII of the Amendments).
The statutory requirement that property be taxed based on “fair cash value” (G.L. c. 59, §§ 2A, 38, 52), meaning its true market value—not an arbitrary increase related to litigation status.
“This is a deliberate abuse of governmental authority to suppress legitimate legal claims,” Bailey said.
Post-Pandemic Market Still in Decline
The timing of Boston’s punitive assessment strategy is especially troubling given the continued decline of commercial property values in the wake of the pandemic. Even after reducing some valuations by approximately 10 percent, the city’s assessed values remain significantly above actual fair market value, according to owners and market analysts.
PNELF Demands State Action—or Will Pursue Legal Relief
PNELF calls on the commissioner of revenue to immediately investigate the city’s conduct under his statutory authority (G.L. c. 58, § 1A) and to order Boston to cease the practice and refund affected taxpayers.
If the Department of Revenue or the city fail to act within 30 days, PNELF is prepared to seek judicial relief, including injunctive and declaratory actions under Massachusetts law (G.L. c. 249, § 5), as well as other constitutional remedies.
“This issue affects not only the rule of law, but the integrity of the Commonwealth’s tax system,” Bailey said. “Boston’s current conduct sets a dangerous precedent—one that could chill the willingness of taxpayers across Massachusetts to lawfully dispute unfair tax burdens.”
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About Pioneer New England Legal Foundation:
Pioneer New England Legal Foundation (PNELF) is a nonprofit, nonpartisan legal research and litigation entity, organized under Section 501(c)(3) of the Internal Revenue Code. PNELF is a public-interest law firm that defends and promotes educational options, accountable government and economic opportunity across the Northeast and around the country. Through legal action and public education, PNELF works to preserve and enhance liberties grounded in the constitutions and civil rights laws of the United States and the individual New England states.
https://pioneerlegal.org/wp-content/uploads/qusai-akoud-4c-S3I1IUUw-unsplash-scaled.jpg16962560Avonlea Cummingshttps://pioneerlegal.org/wp-content/uploads/PNELF-Logo-final-White-font-Color-icon-OL-1-300x76.pngAvonlea Cummings2025-06-24 14:51:142025-06-24 15:34:55PNELF: Boston Imposes Hidden Tax Penalty on Commercial Property Owners Who Appeal Assessments
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Pioneer New England Legal Foundation is a non-partisan, public interest law firm that defends and promotes educational options, accountable government and economic opportunity across the Northeast. Pioneer New England Legal Foundation achieves its mission through legal research, amicus briefs, and litigation.