The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Sunday July 13, 2025
What’s Up with the Federated Settlement? Here’s Why It Matters (and Why It’s a Big Deal for Portland’s Future)
As someone who’s been working closely on housing policy and helped launch our new Social Housing Task Force, I want to offer some context on this week’s big news: the City of Portland is settling a 14-year legal battle with Federated, the Florida-based developer who never followed through on the Midtown project in Bayside.
So what happened?
Back in 2011, we sold valuable city-owned land to Federated, who promised a ton of housing, retail business space, and a parking garage. But despite having approvals, they never pulled permits, and the project expired. Portland taxpayers, meanwhile, kept paying interest on a federal loan for a garage that never got built. We eventually used eminent domain to take back one lot (Lot 6), and Federated sued us—for $15 million. Then we sued them too. It’s been tangled in court for years while Bayside sits there looking like Escape from New York—just overgrown weeds , busted concrete, and rusted-out fencing on some of the most valuable, transit-connected land in the city.
Now, the settlement: we’re paying Federated $15 million to get back all the Bayside land—not just Lot 6, but Lots 1, 3, and 7. This avoids a prolonged legal fight and gets the land back under public control.
Why does this matter?
Because Bayside is strategic. It’s downtown-adjacent, transit-connected, and newly zoned under ReCode to support dense, walkable development. This is exactly the kind of land where we could do something amazing—like build social housing that stays affordable and permanently off the speculative market. We’ve got the tools now: task force seated, policy momentum building, and a public hungry for real housing solutions.
But let’s not sidestep the truth here: Portland got burned on this deal a decade ago. Federated was an unknown developer, and they didn’t deliver. This is a cautionary tale about what happens when we hand over public land to private interests without safeguards. In this case, we’ve clawed back land that should never have been lost—and we did it before a drawn-out lawsuit could paralyze progress even longer.
I say we make sure we don’t waste this second chance. Let’s dream bigger for Bayside. Let’s invest in public land for public good—not more luxury units, not more empty promises.
What would you like to see built there?
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Tuesday June 24, 2025
The Power of Us: Investing in Portland’s Shared Future
Last night, the Council unanimously passed a budget for Fiscal Year 2026 that reflects our values and our commitment to one another—even in the face of growing disinvestment from the state and federal government.
This has been a difficult budget season. The Trump and Mills administrations have advanced austerity budgets that cut deeply into public services: health care, housing support, labor protections, and General Assistance among them. These are not savings. They are costs shifted downward and cities like ours are left to pick up the slack. The conservative agenda calls this “efficiency”; in practice, it redistributes wealth upward and pushes hardship down onto those with the least.
Despite these pressures, we held the line. We passed a zero-balance budget. We pulled from fund balance to meet our obligations. We made tough choices. But we did not give up on our values. And when the City retires its pension obligation bond debt in the years ahead, we’ll begin to recover more flexibility in future budgets.
But here’s what gives me hope: Portland is on the verge of transformation. Thanks to ReCode and a renewed demand for urban living, we are poised for a new wave of development. And this time, we’re prepared.
We’ve put strong protections in place—not just to prevent displacement, but to push back against the kind of cheap, extractive development that saddles working people with long-term heating and cooling costs and accelerates the climate crisis. Policies like rent control, inclusionary zoning, the Green building codes, Vision Zero, and transportation overlay districts are reshaping the rules. We’re not just building more—we’re building better: housing that’s efficient, affordable, connected, and climate-resilient.
We’re planning for growth, and we’re planning for the prosperity to be shared.
Social Housing Task Force Seated
Last night the Mayor announced the members of the newly seated Social Housing Task Force, a critical step forward for housing justice in Portland. This task force is grounded in values: care, community, and collective responsibility. I want to thank the Housing and Economic Development Committee for advancing this initiative with urgency; the Mayor and the selection team for assembling a thoughtful and diverse task force; and the many residents who stepped forward to serve. Your leadership is the heart of this work.
Quick Hits: Child Care, Housing, and Equity
Child Care Vouchers Extended Councilor Bullett’s budget amendment last night adds $100,000 to extend the Portland Child Care Voucher Collaborative through FY27. This ensures support for families who fall through the cracks of state subsidies.
Before & After Care Expanded Councilor Grant’s amendment funds four new Rec Programmer positions, opening up 64 new child care slots during critical out-of-school hours.
These two amendments hint at something bigger: that we’re laying the groundwork for a universal early childhood education system. It’s ambitious, but possible. Quebec did it—and did it well. A recent Guardian article highlights how their universal child care system now serves as a model for equity, labor force participation, and long-term economic returns. Ironically, their system was inspired by U.S. research. It’s time we learned from their success.
Doubling Down on Rental Inspections The Council voted in favor of Councilor Grant’s amendment to add funding for a second rental housing inspector. This will allow better enforcement of housing safety and code compliance citywide. At our recent workshop on rent control enforcement, we heard clearly from tenants: enforcement is critical to the success of our policies.
Council Wages Adjusted for Equity Modest increases to Council and School Board pay will improve fairness and remove financial barriers to public service. Local government should be accessible to everyone.
Community Engagement Coordinator Funded Councilor Phillips’ amendment creates a new position to support deeper, more meaningful public engagement. This role will help connect residents to City decisions and ensure community voice is embedded in our work.
What’s Next?
This moment marks the halfway point of my Council term. I feel really good about what we’ve built together so far—and hopeful about where we’re going. Portland is evolving. We’re growing and changing, and that means we’re healthy.
I hear from a lot of people who think the only answer to our budget constraints is to cut, cut, cut. If you’re one of them, I want to say respectfully: I don’t agree. The idea that public services are wasteful and inefficient is everywhere—but it’s a misleading story, designed to erode trust in government until that story becomes a self-fulfilling prophecy. The truth is, public services are the foundation that make opportunity, safety, and dignity possible for all of us.
Taxes are how we participate in this shared project. They’re our membership fee in something bigger than ourselves—and what we pay into that system comes back to us in the form of strong schools, safe streets, clean water, public parks, and community care.
At the same time, if you’re on a fixed income and worried about whether you can afford to stay in Portland, I hear that, too. Taxes must be fair. That’s why I’m working to advance progressive revenue tools like the expansion of the P-STEP program and a Payment in Lieu of Taxes (PILOT) program.
Portland works best when it works for all of us. If you believe that too, let’s keep building it together.
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Tuesday June 3, 2025
Reading Toward a Better City
The City Council had a relatively light agenda this week, but we did pass a few meaningful items last night that I want to highlight:
We approved the Storefront Improvement Revolving Loan Program (Order 224-24/25), a Portland Development Corporation initiative that will help small businesses revitalize downtown. This program will complement the Vacancy Ordinance currently under review by the Housing & Economic Development Committee. It’s one of several tools we’re working on to bring energy and commerce back to the downtown core.
We formally appointed a new IT Director. Phil Doughty was confirmed to the role. While he’s already been serving in the department, I’m particularly interested in learning more about his vision for safeguarding public data. Cloud-based systems and outsourced platforms raise questions for me about who controls city data and what contracts we’re locking ourselves into.
We received the Rent Board’s annual report.This comes just in time for the Council workshop on Rent Control enforcement happening next Monday. That meeting will explore how well our policies are working and what enforcement gaps may still exist.
We also postponed the final city budget vote to June 23, which gives me a little space to share something else that’s been on my mind: how we think and talk about growth, government, and the role of public institutions in shaping our future.
I’ve been reading three books that are informing how I approach this moment of transformation for Portland. A constituent recommended The Architecture of Urbanity by Vishaan Chakrabarti, and I’m so glad he did! It’s a visually stunning, philosophically grounded book about the role of design in shaping human relationships—how public infrastructure can foster what Chakrabarti calls “positive social friction.” That is: buildings and neighborhoods that invite us to rub up against difference, meet people we might otherwise never meet, and grow more fully into our shared humanity.
Each book is part of a bigger conversation: about how we build, what we fear, and who we’re building for.
Abundance and the Seduction of Speed
Abundance makes the case for getting government out of its own way by streamlining approvals, clearing the path for new housing and clean energy projects, and reclaiming the spirit of Roosevelt-era building. It argues that our permitting and environmental review systems, while well intentioned, are now so cumbersome that they paralyze progress.
While I appreciate the urgency of that message, I also share the concerns of many on the Left who worry that this so-called “abundance agenda” is just neoliberalism in new clothes. If we build without equity, we build for gentrification. If we innovate without redistribution, we widen the wealth gap. Abundance skirts these hard truths. It gestures at justice, but avoids the structural analysis that real change demands. It’s an easy read. ( Perhaps too easy.) It packages ambition in the language of uplift, while sidestepping the politics of extraction, power, and ownership. That makes it palatable for a liberal moment desperate for hope but unwilling to confront its complicity. Maybe that’s why it’s so popular. It’s not fluff exactly, but it is politics with the rough edges sanded off.
Why Nothing Works and the Slow Death of State Capacity
Why Nothing Works offers something deeper and more provocative. Dunkelman starts with a premise everyone can agree on: something in our country no longer works. Big, complex public projects that once took years now take decades, if they get built at all. Infrastructure is crumbling. Agencies are hamstrung by bureaucracy. Trust in institutions has collapsed. And despite the fact that most of us agree we want functional schools, safe housing, reliable transit, thriving neighborhoods, we remain stuck, unable to course-correct or rebuild the systems we need to make those things real.
Dunkelman traces this dysfunction to a political over-correction. Progressives, in an effort to hold power accountable, stripped it of its ability to act. We moved too far in the Jeffersonian direction, toward endless checks, veto points, and community input processes that prevent anything from being built at all.
He walks us through a dizzying number of examples: transmission lines blocked for years by lawsuits, a single public toilet in San Francisco that took ten years and $1.7 million to install. These aren’t just punchlines; they’re symptoms of a system that has over-corrected so far toward “saying no” that it’s forgotten how to say yes.
Dunkelman pushes us to confront a harder question: Who decides what gets built, what gets sacrificed, and according to whose values?
He argues that government has a responsibility to build—even when building causes discomfort. That progress always involves burdens. If government can’t ensure that people have access to affordable homes, then we have to question whether it’s doing its most basic job.
It’s a hard message for progressives to hear, but an essential one. As he puts it, progress requires “Hamiltonian means to achieve Jeffersonian ends,” or the hammer of centralized authority in service of universal freedom and opportunity.
The Architecture of Urbanity and the Moral Imagination of Design
That’s why Chakrabarti’s book is so refreshing. He doesn’t just theorize; he builds. Literally. His projects tackle climate collapse, xenophobia, war, and inequality. He offers not just design, but an ethic. One rooted in the belief that public infrastructure—mass transit, public housing, green space—is the social glue that holds diverse cities together.
And he doesn’t shy away from the political tension this work requires. As he puts it: “Rare is the leader who takes the risk of pointing it out when [community push-back] is wrong.”
That line stuck with me because the failure to build—housing, infrastructure, trust—often lies not in technical barriers, but in our political fear of making trade-offs, of offending, or acting. Sometimes, the loudest voices in a room don’t speak for the majority. And while we must always listen—especially when people raise concerns about safety, livability, or displacement—we also have to be brave enough to distinguish between resistance that protects the community and resistance that stalls progress for everyone.
The truth is that cities must grow or they calcify. If we want a Portland that’s alive, inclusive, and dynamic, we have to be willing to make some tradeoffs.
We Are Not Losers or Winners—We Are a Public
And that brings me to the the question that is top of mind for many Portland residents right now: how will the revaluation impact me? Last night during public comment, someone described the revaluation rollout in stark terms: if your property value increased above the 30th percentile, you’re a “loser” because your taxes will go up; if it increased less, you’re a “winner.” That framing misses something essential.
If your home value increased, it means your investment in Portland has grown. Yes, your tax bill may go up, but so has the value of your asset. And those tax dollars fund the infrastructure and services we all rely on and that allow us to grow: schools, roads, housing safety, emergency response. That’s not a loss—it’s a contribution to the public good.
We cannot solve our biggest problems through individual calculation alone. We need to move away from zero-sum thinking and think and act like a public. Because we’re not competitors in a game of winners and losers. We are co-investors in a city we share. The more we embrace that, the better chance we have of shaping a Portland that works—for all of us.
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Friday May 30, 2025
ONE BIG THING: Understanding Your Property Revaluation Notice
Many of you have received your new property assessment from the City and are understandably concerned. I’ve heard from constituents whose property values have gone up significantly, and they’re worried that this means their taxes will skyrocket.
Let me explain what’s actually happening.
When the city revalues all properties, it resets the estimated market value of every parcel of land in Portland. This year’s revaluation increased property values across the city to reflect current market conditions, but the overall amount of money the City needs to raise through property taxes doesn’t change because of revaluation. Instead, the mill rate (the tax per $1,000 of value) is adjusted downward, and what changes is how that burden is divided among property owners.
Here’s an example:
Before revaluation: Your home was valued at $350,000 and the mill rate was $20 per $1,000. → Your tax bill was $7,000.
After revaluation: Your home is now valued at $500,000—but the new citywide mill rate drops to $14. → Your tax bill is still $7,000.
This means that even though your assessed value went up, your tax bill might stay the same—or even go down—depending on how your home’s increase compares to the citywide average.
If your property went up less than the citywide average, your taxes could go down. If it went up more than average, they could go up—but not necessarily by the same percentage. We won’t know final tax bills until the new mill rate is set in August, after the City Council passes the FY26 budget.
I want to be clear that I’m committed to tax fairness and balancing the city budget—but not on the backs of working families, seniors, and people living paycheck to paycheck.
That’s why I’m working to:
Expand Portland’s Senior Tax Equity Program (P-STEP) to more residents, regardless of age.
Launch a PILOT program asking large nonprofits to contribute their fair share.
Strengthen financial oversight of city spending to ensure transparency and accountability.
I’ll be advocating for these ideas in the Finance Committee. In the meantime, if you have questions about your revaluation notice, you can contact Tyler Technologies at 1-844-651-3398 or visit tylertech.com/portland.
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Wednesday May 21, 2025
ONE BIG THING: Shaping UNE’s Growth in District 5
This week, the Council approved the University of New England Institutional Overlay Zone (IOZ), granting UNE long-term development rights over more than 70 acres in the Deering neighborhood. The zone creates a cohesive plan for UNE’s Portland campus and opens the door for projects like student housing for the medical school, transforming what has long been a commuter campus into a vibrant residential hub. It ensures that future development happens within a shared vision, not parcel by parcel.
Councilor Bullett and I also introduced an amendment—passed unanimously—to expand environmental protections along Capisic Brook, permanently safeguarding water quality and green space in one of Portland’s most climate-vulnerable watersheds.
At the same meeting, I introduced a resolution urging the Council’s Finance Committee to finalize a long-overdue PILOT (Payment in Lieu of Taxes) policy to address the growing footprint of Portland’s tax-exempt institutions.
Why It Matters
The UNE IOZ marks the third major zoning entitlement on tax-exempt land in recent years, following approvals for MaineHealth and the Roux Institute. These institutions now occupy vast sections of the city but are exempt from paying property taxes toward the infrastructure and services that sustain them. They benefit from zoning approvals, public infrastructure, emergency response, and long-term planning, but the cost is shifted onto working people, renters, and small businesses.
Meanwhile, property taxes are climbing. School budgets are growing. State reimbursements are uncertain. We are asking more from Portlanders while allowing some of the city’s largest landholders to grow without giving back.
A PILOT program offers another way, one that treats growth as a shared civic responsibility. It’s a model where prosperity is reinvested in the communities that make it possible, and it works in other cities.
Boston’s PILOT program generates over $30 million annually, using a fair formula based on property value and municipal service use, with credits for real community benefit. Portland has drafted a similar framework, but has yet to enact it.
It’s time to move forward with a model that matches our values and invests in our shared future.
Four Quick Hits
School Budget Passed: We protected vital school programming under fiscal pressure. A win for stability and equity.
Brighton Ave RFP Approved: The Council advanced affordable housing on city-owned land near the Barron Center. The debate, whether to prioritize family or elder housing, revealed how austerity forces us to choose between needs. I look forward to exploring new tools to build public equity in housing through the Social Housing task force so we can build housing for everyone.
Cannabis Loopholes Fixed: Retailers can now prepare non-alcoholic beverages onsite. A simple change that helps small businesses thrive on equal terms.
Minimum Wage Ballot Initiative Moves Forward: The Housing & Economic Development Committee approved a ballot measure that would finally include City workers, ending their exclusion from the 2020 wage hike and taking a stand for wage equity across sectors.
What Comes Next
The minimum wage initiative is a step toward fairness. But already, we’re seeing calls to carve out nonprofit employers, a move that would recreate the very inequity we’re trying to correct.
Let’s be clear: under that amendment, someone washing dishes in a non-profit senior home could be paid less than someone doing the same job in a restaurant—same work, same hours, less pay—just because of who signs the paycheck.
This is the logic of austerity: divide workers by sector, business size, or job title, and ask them to fight over what’s left.
But we know another way.
We can build a city where no one is carved out. Where wages are dignified, housing is abundant, and growth is shared. The work continues, and we’ll keep doing it together.
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Wednesday May 7, 2025
ONE BIG THING: Council Agrees to Public Workshop on Rent Control Enforcement
At Monday’s City Council meeting, we heard directly from the Portland Tenants Union and community members about rent control enforcement. Their audit of March rental listings suggests staggering noncompliance: over 60% of advertised units appear to be in violation of the Rent Stabilization Ordinance. That includes units not registered, listed at unlawful rents, or inaccurately reported in the City’s own public data. In response, the Council will convene a public workshop in June to examine the findings. This will be a chance for the public, City departments, and our Rent Board to come together and workshop our enforcement infrastructure with transparency and accountability.
Why It Matters: Rent control is not optional—it’s the law. And it is an indispensable tool for keeping people housed at a time when federal and state cuts are slashing Portland’s capacity to respond to the housing crisis.
What Comes Next: The workshop on June 9th will include presentations from Permitting & Inspections, Corporation Counsel, PTU, and the Rent Board. I am pushing to ensure this becomes not just a data presentation, but a collaborative reset that re-centers tenants as key stakeholders in policy enforcement.
Two More Quick Hits:
Hotel Moratorium Extended
The Council voted to extend the moratorium on new hotel development to allow time for revisions to the Hotel Inclusionary Zoning ordinance. The current linkage fee of $4,831 per room vastly underestimates the public cost. New data shows it may be as high as $13,700 per room. This pause gives us space to align hotel growth with Portland’s housing needs and labor market realities.
UNE Overlay Zone Vote Coming May 19: What’s at Stake
The proposed Institutional Overlay Zone (IOZ) for the University of New England is headed for a final Council vote this month. This zoning change would consolidate UNE’s control over approximately 72 acres in Deering Center, permitting by-right, tax-exempt development across the site. While UNE has outlined future growth plans, the current proposal raises serious concerns:
Erosion of the Tax Base: The rezoning could green-light future removal of multiple parcels from Portland’s property tax rolls. No fiscal impact assessment has been provided to offset this loss. The public would continue to fund municipal services—like police, fire, and infrastructure—without a clear return from UNE.
Lack of Public Benefit Agreement: Unlike similar proposals in Portland and other cities, there is no community benefits package attached to this rezoning. UNE cites clinical programs like “Give Kids A Smile” as community benefits, but these are primarily student training opportunities. Real benefits require community input and enforceable commitments.
As currently written, this overlay zone would enable institutional expansion without clear protections for Portland’s fiscal sustainability or its natural environment. I’m working to ensure the Council addresses these gaps so our neighborhoods, tax base, and ecological assets are not left behind.
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Saturday May 3, 2025
ONE BIG THING: Trolley Park Ribbon Cutting & Community Cleanup
On Tuesday, May 14th at 4 PM, we’ll cut the ribbon on Portland’s newest community gem: the Trolley Park Bike Skills Park. This new space reflects our shared commitment to outdoor recreation, youth empowerment, and neighborhood vibrancy. Please join us to celebrate!
And don’t miss today’s community trash pickup at 10 AM in Trolley Park. Meet in the parking lot by the sign at 822 Riverside Street. Supplies will be provided by the City and Coffee and donuts will be on hand to fuel the good work.
What Happened: The Trolley Park Skills Park has been years in the making, designed in collaboration with community partners and youth advocates. Simultaneously, this morning’s cleanup effort brings volunteers together to care for one of our most visible public spaces.
Why It Matters: Whether it’s a park opening or a trash pickup, these moments highlight the power of direct civic action. They also speak to our broader efforts to create spaces—both literal and metaphorical—where everyone belongs and feels safe.
What Comes Next: We are actively investing in more spaces like Trolley Park, and strengthening our Public Works partnerships for regular community-driven cleanup events.
VACANCY ORDINANCE: Monument Square and Beyond
The Housing and Economic Development Committee (HEDC) is currently reviewing a proposed commercial vacancy ordinance aimed at bringing more life to empty storefronts downtown. This ordinance specifically targets properties within the Pedestrian Activities District, including Monument Square, with a focus on bringing in more art installations, local partnerships, and economic revitalization.
What Happened: Concerns about safety and disinvestment in Monument Square have grown louder in recent months. The vacancy ordinance is a thoughtful policy response: rather than criminalizing poverty, it seeks to activate unused spaces and bring beauty and foot traffic back into our public squares.
Why It Matters: Trump’s attacks on Maine, weren’t just rhetorical—they were economic. His stance toward Canada, including reckless tariffs and insults aimed at one of our closest neighbors and trading partners, directly harm Maine industries, including our tourism economy here in Portland. Fewer visitors means poverty and homeless are more visible in our public spaces. This ordinance gives us a way to balance compassion and revitalization, helping businesses thrive, while standing firm on public safety and community standards.
What Comes Next: Pending HEDC endorsement, the ordinance will proceed to the Planning Board, and ultimately the City Council, for review and possible adoption.
Rural-Urban Division Is a Distraction: Let’s Build Solidarity in Our Strengths
There’s something I hear more often than I’d like to admit: “Augusta hates Portland.” I was recently told by a fellow elected official that when Portland testifies in support of a bill at the State House, it can actually hurt the bill’s chances. Legislators from other regions don’t want what Portland wants—not because the policy is wrong, but because we are asking for it.
Let that sink in.
Some would rather see Portland lose than Maine win. And I have to ask: how does that serve any of us?
What We Know: Portland is not just a city—it’s a statewide engine. We generate significant sales and cannabis tax revenues that help fund programs in every corner of Maine. Our hospitals, universities, and shelters serve residents far beyond city limits. We provide public health programs, housing, and cultural experiences that benefit the whole state.
But Here’s the Truth: We also rely on rural Maine. We depend on rural labor, natural resources, food systems, and outdoor spaces. When people come to Portland, they’re not just coming for the cobblestones and the lobster rolls—they’re coming for the authenticity of Maine, which includes its farms, forests, fisheries, and families spread across every region.
Why It Matters: A house divided cannot stand. When we tear each other down, no one wins. We cannot afford to treat Portland’s policy work as toxic, simply because it originates here. Every time we pit rural and urban needs against one another, we miss the chance to build coalitions that could actually deliver results—from affordable housing, to healthcare, to clean energy.
What Comes Next: Let’s change the conversation. Let’s speak with appreciation for what our rural partners bring to the table and with pride in what Portland offers the state. If we want a strong Maine, we need every region at the table—celebrated, not scapegoated. We need to get back to basics: shared values, shared vision, and shared victories.
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Tuesday April 15, 2025
ONE BIG THING: Portland Adopts Vision Zero
Last night, the Council took a major step toward protecting all Portlanders by unanimously passing the Vision Zero resolution, a commitment to eliminate all traffic fatalities and serious injuries by 2045. This is a victory for anyone who walks, bikes, rides the bus, or simply crosses the street in our city.
What Happened
The Council unanimously approved a resolution endorsing the Greater Portland Council of Governments’ Vision Zero Action Plan. The plan prioritizes safety over speed; people over cars; and acknowledges that traffic deaths are preventable, not inevitable. It commits us to redesigning dangerous corridors, using crash data to target investments, and coordinating across departments to ensure every Portlander—regardless of age, income, ability, or neighborhood—can get around safely.
Why It Matters
We’ve seen a high number of recent pedestrian deaths in Portland—a tragic toll that reflects a transportation system designed for speed and convenience, not for human life. And let’s face it: the risks don’t fall on everyone equally. The less money you have, the more likely you are to walk, bike, or ride the bus. And the less protected you are in those modes, the higher your risk of injury or death. That’s not a coincidence; it’s a policy failure.
This resolution matters for the working-class people of Portland—for kids walking to school, for elders crossing Stevens Avenue, for transit riders navigating Forest Avenue before sunrise.
I’ve heard from many Portlanders who are ready for this change, including Erik in Deering Center:
“Our family gets around Portland by walking, biking, car and bus, and strongly supports Vision Zero… For me personally this means that my kids and I should be able to find a safe walking and biking route to any destination in the City.”
What Comes Next
The Sustainability and Transportation Committee will now begin work on a local implementation plan, identifying high-risk intersections, prioritizing low-speed street redesigns, and ensuring that vulnerable users are protected. Community members can and should stay involved to ensure this work keeps moving.
The Budget Crisis and the Cost of Disinvestment
Last night, the City Manager submitted her FY26 budget proposal to the Council, which includes a 6.2% citywide tax increase, driven largely by the state’s refusal to fully reimburse us for General Assistance (GA) and shelter beds. These are services that Portland provides not only for our residents, but for people from across the region. We’ve built the Homeless Services Center (HSC)—a facility unmatched anywhere else in Maine—to meet a crisis head-on, with compassion and coordination. But now the state is walking away from its share of the cost.
Meanwhile, Cumberland County has not funded jail-based addiction treatment at the level we need it to, leaving our police and our community with no clear path from crisis to recovery. Officers arrest people in crisis only to see them back on the street days later, still suffering—not because anyone failed to do their job, but because the system stops short of care. That’s not on our police. That’s a failure of county investment.
The impacts of this disinvestment ripple far beyond GA. When we’re forced to fill the state’s gap, it comes out of our core services, like public safety, youth programs, parks and street repair. Already, we are falling behind regionally on police and fire department salaries, losing workers to neighboring towns, and watching morale decline. These are the broader costs of austerity that don’t make headlines.
A budget is not just a spreadsheet. It’s a statement about what kind of city we’re being asked to become—and who’s being asked to sacrifice. There will be opportunities to organize and push back. For now, let’s name the truth: Portland has stepped up again and again to do what’s right. But we cannot keep doing it alone.
HEDC Meets Tonight on Workers’ Rights and Housing Justice
The Housing and Economic Development Committee meets tonight to discuss a series of proposals that could reshape housing and labor protections in Portland:
Minimum Wage Referendum: A proposal to let voters decide whether to raise the minimum wage for Portland workers. With the cost of living soaring, a real living wage is a critical tool to prevent homelessness and economic displacement.
Hotel Inclusionary Zoning: A long-overdue policy revision to ensure hotel developments deliver affordable housing for their workforce—not just more corporate profits.
Vacancy Ordinance: A proposal to require owners of empty storefronts to register and maintain them, making it harder for speculators to sit on housing stock while people sleep outside.
PET OF THE WEEK: Meet Archie
We had a very special guest at last night’s meeting: Nine-week-old Archie, the Portland Police Department’s new comfort dog, stopped by City Hall and instantly became a crowd favorite.
Archie is part of a growing effort to bring trauma-informed practices into public safety. He’s here to support community members and first responders alike—and remind us all that a little softness can go a long way.
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Tuesday March 18, 2025
One Big (HUGE!) Thing: City Council Approves Social Housing Task Force
Last night, the Portland City Council voted unanimously to establish a Mayoral Task Force to study and recommend a public-led social housing program, a decisive and historic step toward building Portland’s future.
For me, this moment is deeply meaningful. When I ran for City Council in 2023, social housing was the central plank of my campaign platform. I heard from residents across the district who called for bold solutions to the housing crisis, and who understood that relying solely on private development and non-profits wasn’t enough to meet the scale of our need. Now, after a year of steady groundwork, we are moving forward.
Why This Matters
The truth is, Portland has very little power to control how much affordable housing actually gets built. In the past four years, the City Council has approved 16 applications for affordable housing developments using public subsidies. Only three of those projects have made it to construction, and just two have opened their doors. The rest are still waiting in line, often for years, for MaineHousing to fund them.
City staff and councilors spend significant meeting and staff time, and public resources and tax dollars reviewing and underwriting these applications, only for many to fall through due to delays, waitlists, and spiraling construction costs. This is not a criticism of the developers themselves; many are doing their best under a broken system, but we must recognize that this system is failing us.
That is why we need public leadership in housing. Social housing gives us the power to build at scale, to address the “missing middle,” to ensure long-term affordability, and to steward public funds more efficiently by keeping the value of what we build in the hands of the people. Social Housing is just like owning a home versus renting one: when you own, every dollar you invest in maintenance, improvements, or paying down the mortgage builds equity that stays with you and your family. When you rent, that value flows to someone else.
Right now, we are effectively renting housing from Wall Street, pouring public money into a system that transfers value to banks and corporate investors. With social housing, the public owns the asset, and the value it generates, which can be reinvested into more housing and stronger communities.
What’s Next
The Social Housing Task Force will begin its work as soon as members are appointed. The application process will move quickly and will follow the same process used to appoint members to city boards and committees, beginning with the City Clerk’s Office and landing on the agenda of the Legislative and Nominating Committee.
We are looking for residents from all walks of life who want to help shape Portland’s housing future. Members of the public will be chosen to represent backgrounds in housing development, architecture, public finance, labor, climate policy, legal services, and community advocacy. Per Councilor April Fournier’s amendment, which passed unanimously last night, the task force will also include at least two members from underserved populations with lived experience navigating Portland’s housing market. Seats will also include: two City Councilors; a representative from the Planning Board; a member of the Economic Development Committee; city staff with expertise in housing, finance, and planning.
This is an exciting opportunity for residents to engage in transformational work to help envision and design the kind of housing system that can support a thriving economy, a strong labor market, and a more equitable Portland for generations to come.
Portland First: The City Maine Needs to Lead
As Maine’s largest city, Portland has a responsibility to build the bulk of the housing our state desperately needs. We have the infrastructure, public services, transit, and walkability to support smart, sustainable growth. If we don’t build here, growth will spill into surrounding towns, leading to sprawl, traffic congestion, and environmental degradation—outcomes that make life harder for everyone.
The data is stark: Since 1970, Portland’s population has grown just 5%, while Cumberland County has grown 61%. If Portland had kept pace, we would be over 100,000 people today. Instead, growth has leapfrogged us, pushing working families and young people out of the city and straining our region’s resources.
Social housing gives us the tools to reverse this trend. By building the housing Portland needs—right here, where the infrastructure already exists—we can help protect Maine’s natural resources from sprawl and overdevelopment. Portland has always been the heart of Maine’s economy; by growing responsibly and equitably, we can support the entire state while preserving the landscapes and communities that make Maine special.
Let’s Build It Together
This is a moment for optimism and action. Portland’s spirit is captured in one word: Resurgam, “I shall rise again,” which is cast into the metalwork of the gates at City Hall, a lasting symbol of our city’s resilience after the Great Fire of 1866.
We are a city that knows how to rebuild, not just from fire, but from every challenge we’ve faced. We know the value of hard work, collective effort, and laying a strong foundation for future generations. Social housing is our opportunity to carry that legacy forward, to build not just homes, but a stronger, fairer city where everyone can thrive.
The task force application process will begin soon, and I’ll be keeping residents updated on its progress through this newsletter. If you’re interested in applying or want to learn more, reach out anytime. This is your chance to help shape Portland’s housing future, one that complements our zoning reforms, supports a strong labor market, and brings us into a new era of prosperity, livability, and resilience.
If you’re interested in applying, or if you have questions, reach out to me anytime. I’m happy to talk about the process and what the task force will entail.
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.
The District Five Insider is a newsletter about the big decisions making their way through the City Council, what they mean for District Five, and how you can get involved. Enter your email and click subscribe to receive this newsletter in your mailbox.
Monday February 24, 2025
Recent Pedestrian Fatality in District 5
I am deeply saddened to learn of another tragic pedestrian fatality in District 5. My heart goes out to the victim’s family and loved ones during this unimaginably difficult time. I also extend my compassion to the driver involved, who must now carry the emotional weight of this tragedy.
This latest incident is a heartbreaking reminder of the urgent need to improve safety on Portland’s streets. For too long, traffic crashes have been viewed as unavoidable accidents—tragic but inevitable. But we know that’s not true. Traffic fatalities are preventable, and there is so much we can do to create safer streets for everyone. This is the core principle of Vision Zero: the belief that no loss of life on our roads is acceptable and that through better street design, safer speeds, and equitable enforcement, we can eliminate traffic deaths and serious injuries.
As your District 5 Councilor, I am committed to advancing this mission. The Sustainability and Transportation Committee is working to develop a Vision Zero Action Plan that will identify high-risk areas, implement targeted safety improvements, and hold us accountable for measurable progress. We will align our local efforts with the Greater Portland Council of Governments’ regional Vision Zero initiative, ensuring that safety improvements are coordinated and effective.
The time for action is now. We must accelerate improvements to dangerous corridors like Forest Avenue and Riverside Street, strengthen collaboration with the Maine Department of Transportation, and empower our community with the tools and knowledge to make safer choices. Portland has the resources, partnerships, and determination to prevent these tragedies. We owe it to every resident to create a city where everyone—whether walking, biking, or driving—can move safely and confidently.
ksykes@portlandmaine.gov 207-558-5764
Notice: Under Maine law, documents – including e-mails and text messages – in the possession of public officials or city employees about government business may be classified as public records. There are very few exceptions. As a result, please be advised that what is written in a text message or e-mail could be released to the public and/or the media if requested.