Summary
In this episode of The New School for City Builders, host Seth Zeren talks with George Proakis, city manager of Watertown, Massachusetts, about the winding educational path that shaped his career — from a civil engineering degree at Northeastern, to a master’s in public administration at Syracuse’s Maxwell School, to a master’s in city planning at MIT. George traces his rise from associate planner in Lowell to planning director in Somerville to city manager in Watertown, reflecting along the way on what actually prepares someone to lead a planning department or run a city: budget and personnel management, patience, team-building, and — a theme he returns to again and again — the value of pairing policy training with real design education. He also talks about teaching Planning in the Built Environment at Northeastern, what he’d change about city-builder education if he could start from scratch, and the growing crop of planners-turned-city-managers reshaping local government.
Referenced Organizations
* Congress for the New Urbanism (CNU) — national organization mixing planners, architects, developers, and engineers
* CNU New England — the regional chapter George has been involved with since it started
* International City/County Management Association (ICMA) — professional association for city and county managers
* MIT Department of Urban Studies and Planning (DUSP) — where George earned his master’s in city planning
* Syracuse University Maxwell School of Citizenship and Public Affairs — where George earned his MPA
* Northeastern University — Urban Planning and Policy, MS — the program George now teaches in, alongside Northeastern’s civil engineering program where he did his undergrad
* City of Watertown, MA — where George currently serves as city manager
* City of Somerville, MA — where George spent 12 years, the last three and a half running the planning and development department
* City of Lowell, MA — George’s first planning job, and where he later served as chief planner
Referenced Books
* Marc J. Dunkelman, Why Nothing Works: Who Killed Progress—and How to Bring It Back (PublicAffairs, 2025)
* Ezra Klein and Derek Thompson, Abundance (Avid Reader Press, 2025)
Full Transcript
Seth: Hello and welcome to the New School for City Builders. I’m your host, Seth Zeren, a recovering city planner turned neighborhood developer in Providence, Rhode Island. This is a podcast about how we can transform the education of city builders. If we want to change how our cities and towns work, we need to change the people who run them. We need a new generation of city builders — architects, engineers, planners, developers, city managers, and civic leaders. We need a new school for city builders.
Today I am joined by my good friend George Proakis. I met George back when I was a zoning planner in the Boston area, and he was the planning director for Somerville, Massachusetts. We would get together with the zoning planner for Cambridge and commiserate at an Irish pub. George is one of the planners I respect most. He’s an expert at both the technical and political aspects of the job, and a true example of a city builder on the public side.
Today, George is the city manager for Watertown, Massachusetts, where he oversees all aspects of the city’s daily operations. He also teaches planning and the built environment at Northeastern University. Today, George and I talk about his education, his career trajectory, and glean some valuable nuggets of wisdom about how to become a great city builder. George, welcome to the New School for City Builders.
George Proakis: Thank you. Thanks, Seth, for having me — it’s great to be here.
Seth: It’s a real pleasure. So, George, how did you become a planner in the first place? What was your educational journey?
George Proakis: My educational journey meandered through a couple of steps that landed me in the spot where I probably should have known I’d end up from a very early age. But nonetheless — I first thought I wanted to be an engineer. I went to undergrad at Northeastern for civil engineering. Northeastern’s great: they have a co-op program that lets you work in the real world. I did a minor in political science alongside the engineering major, and I worked three different engineering jobs during my time in school.
The one clear lesson that came out of that whole experience was that I wasn’t supposed to be an engineer. I was always more interested in the policy questions behind the work. You learn transportation engineering as an engineering discipline, but I was the one in class pushing the social science questions.
Seth: What about it was a bad fit for you?
George Proakis: Well — what’s the policy that determines whether or not we build more bike lanes? What’s the real reason we’re doing this highway? Is it just because somebody ran the numbers, or did someone decide beforehand that this project was more important than another? Who’s that person, and what role are they playing?
Seth: I feel like there was a moment in your class where you kept using the word “should,” and the professor said, “In this class, we don’t talk about shoulds. We’re not making value judgments here, George.”
George Proakis: Yes. And the interesting thing was, I concentrated on the transportation side, and if you look across the engineering disciplines, transportation engineering is unique — you’re applying a lot more value judgment, even social-science-level questions, to your decision-making. It’s also the only engineering discipline where, once you get deep into the numbers, you’re actually trying to predict human behavior rather than something purely scientific.
If you specialize in structures, your focus is on how the concrete holds up — sure, there’s some judgment in how much weight it needs to bear, but it’s still concrete. When you move into transportation, it’s about how many people will take a right and cut down a side street if a light is too slow. Suddenly you’re predicting human behavior, and that’s a different world than the rest of the engineering skill set.
Seth: Yeah.
George Proakis: It was fascinating, though. I had great professors and a strong engineering background. My conclusion at the end of that program was simply that I didn’t want to be an engineer. So I decided to get a master’s in public administration at Syracuse — a one-year, focused program where public management and that kind of engineering work come together.
I left there with a job in Syracuse, working for a research company doing alternative energy and environmental policy — really interesting stuff. I did that for about three years. By the end, we were focused on two things: bringing electric vehicle companies to upstate New York, where we were about twenty years ahead of our time since no one was really building EVs yet, and encouraging the growth of the corn ethanol industry to support upstate New York farms — a fascinating economic development challenge in its own right.
But rural economic development in farm country probably wasn’t the right fit for me. At some point I moved back to Boston, because it was home and where I wanted to be. I landed in the Fenway neighborhood, which is where my community-activist streak started. I got involved in some things there, got really interested in planning, and decided I wanted a master’s in planning. I did the program at MIT — which is how I ended up with two master’s degrees, one in public administration and one in planning.
Seth: Double threat — no, triple threat: engineer, public administrator, and planner. That’s a real superpower mix. So what was your first planning job, once you had the degree from MIT?
George Proakis: My first planning job out of MIT was associate planner for the city of Lowell. Half of that job was long-range planning — they were doing a comprehensive plan, a zoning overhaul, and neighborhood plan work. The other half was managing the projects coming before the planning board, which to this day I’ll tell people is the best first planning job anybody can have.
If you’re sitting there processing projects moving through the zoning code — site plans, special permits, variances — meeting with people who say, “I want to do this on my lot,” or “I want to tear this house down and build twenty-two units — can I do that? Do the rules allow it? Does the land allow it? Will the neighbors allow it? Will the board allow it?” — working through those problems is a genuinely challenging way to learn every aspect of planning. I’ve always said that from that job you can jump into almost any other planning role, which is exactly why it’s such a valuable first one. That’s what I did for my first two years out of MIT.
Seth: That’s what I did in my first planning job too, and then I jumped to the dark side and became a developer. So it’s a wide-ranging foundation for a lot of paths in city-building.
George Proakis: Right — you can do that job for a couple of years and then jump to becoming a developer. Or spend a couple of years and move into affordable housing. Or get more involved in urban design projects. Or jump to the private sector and help rewrite zoning, because you know how it works. Or, if you’ve got an MPA like me, you can get promoted fairly quickly into managing people — which is what happened to me.
Seth: So how did you get yourself promoted? You were a frontline planner in Lowell, and then at some point you became the director there, right?
George Proakis: Yeah. I ended up director of the planning and zoning team, and then took a deputy director role over the whole community development and planning department. So I got two promotions during my time there. The first was to run the team I’d already been a member of — I got it mainly because the people above me were promoted and a spot opened up, and I applied and had the chance to step into it. I do think one of my advantages at that moment was having both the public administration degree and the planning degree — that combination made it easier to step into managing people, managing budgets, and everything else that comes with it.
The second promotion came about because they were trying to carve out a role focused on long-range planning, and we designed it around what the department needed at that point in time.
Seth: Going back to your education — you had two master’s degrees, one in public administration and one in city planning. How were they different? Was there any overlap?
George Proakis: There actually was quite a bit of overlap in the two programs, most significantly in that both required backgrounds in economics and statistics — almost identical prerequisite classes in the first term. MIT was nice because they let you test out of those classes and take electives instead, which I was able to do since I’d taken the equivalent classes at Syracuse and retained enough of it over the four years in between to pass the placement tests.
I actually could have tried to test out of the intro classes at Syracuse too, since I’d taken a statistics class in undergrad, but I chose not to — I wanted the full range of the base program there. By the time I got to MIT, though, I was looking at all these interesting electives and didn’t want to redo material I already knew, so I tested out.
Seth: Yeah.
George Proakis: So that’s where the overlap is — that baseline background in economics, and in the kind of program design and statistical literacy that’s similar across both. But an MPA is largely about people management and budget management, while a planning degree goes much further into technical areas like housing, environmental planning, and design.
One of the interesting things about a planning degree is that you can do as much or as little urban design work as you want, depending on where you go and what the program offers — which is both something I find valuable and something I struggled with. I wanted more of that design background in my second master’s program, since I already had the other tools from the first one. So I took more studio design courses, and that’s really where I started to develop my biggest area of interest: the intersection between policy and design. Even though I don’t do that work day-to-day now, it’s still my core technical interest.
Seth: Right — and you’re not doing zoning review day-to-day now either, but you’ve done it, and it makes it a lot easier to understand how an idea becomes a building, and the government’s role in that. So, in an MPA program, how do they teach you the people-management and budget-management side of things?
George Proakis: Right, I’ve done it.
I took a course in state and local budget management — you work to build and learn the elements of it, with a lot of case-study research. You read about a place that had a financial challenge and work as a class to figure out how to solve it. There’s also an executive leadership course in the MPA program at Syracuse with two capstone pieces.
One — and I don’t know if they still do this, but it was pretty incredible — had a significant portion of the class build the federal budget as a group exercise. Everyone became either a department advocating for a certain budget, or part of the team reviewing them. I ended up on the Office of Management and Budget team, reviewing everyone else’s work and deciding what we should or shouldn’t fund. The poor kid assigned to the Federal Highway Administration had a lot of problems with me, because I didn’t want to build more roads — I was still very much a planner at heart, with the engineering degree, always asking why we wanted to spend billions building more interstates that would just fill up with traffic. There was a lot of back and forth on that one.
The other capstone was a group project to really understand how a federal agency worked and produce recommendations for it. We studied a farm soil science program run by the federal government and had to write a report with recommendations on how it should change. Together, those two projects gave you that core combination of department leadership and budget-building.
The MPA program at Syracuse also lets you concentrate in areas like environmental science and tech policy, among others. What’s interesting is that when I was there in ‘95–’96, the majority of the class was headed into federal jobs — Syracuse’s Maxwell School had long been a pipeline into federal administrations, and still is. I was offered a job in D.C. working for a federal agency. It’s very easy to step into that world, or into something like the Presidential Management Fellowship, and stay in the federal bureaucracy for a whole career — and you can do very well doing that. I just got the itch to go deeper into local work instead. Now, more than half the students graduating from those programs are interested in local government.
Seth: Yeah.
George Proakis: It’s great going to the ICMA city managers’ conferences and talking to students from Syracuse now, because they’re all saying, “I don’t want an internship in some federal agency — I want to come work with you in local government and help build budgets.”
Seth: I had that same sense coming up — that MPA programs, in curriculum, faculty, and students, tended to be focused on the federal level. Do you have a sense of why that’s changed in the last couple of decades?
George Proakis: I think there’s more of a realization now that there’s real opportunity to make meaningful change at the local level, and more people working there — more mayors and local leaders interested in doing innovative things than there might have been twenty years ago. A lot of local governments in the ‘90s were run by mayors with a pretty insular team of people from that town. It was tough to break into that world.
Meanwhile, the relationships between the schools and federal leadership were strong. One of my professors at Syracuse had been Secretary of the Navy and had run NASA — that was the kind of path into federal service the program produced. He was honestly pretty disappointed I didn’t take that federal job. I don’t know what my career would look like if I’d started as a budget analyst for the National Weather Service instead of working on environmental policy in Syracuse and eventually coming back to Boston. I know that path probably would have led toward the Senior Executive Service in the federal government eventually — a perfectly good career path in a lot of ways. I just found I could have more immediate impact at the local level. Maybe I was also too impatient at that age to wait through the promotions it would have taken to get there.
Take a job like the planning role in Lowell — you can see the physical impact of your work on day one.
Seth: Yeah, that’s one of the appealing things about working as a developer too, and really at any local scale — the work is immediate. There are plenty of annoying, slow, painful parts, but when you finish something, it’s not just a white paper on a shelf. There’s a rebuilt street, a new building — a physical object people can use. So you transitioned from staff planner to planning director. Obviously you drew on the budget, people, and policy expertise you might not have gotten from a pure planning degree. So what’s actually different about being a planning director versus a staff planner, day to day?
George Proakis: I think the biggest difference is that you’re immediately dealing with personnel and budget issues, from day one. The team I inherited as chief planner in Lowell included the conservation agent, a neighborhood planner who handled neighborhood plans, the planning-board associate planner — the position I used to hold — the city’s traffic engineer and his assistant, and two positions called Design Planner, one focused on parks and open space, the other a part-timer handling a catch-all of design work. A great little team of really capable people.
The first thing I got to do after being promoted to chief planner was backfill my old position — read resumes, interview candidates, and pick someone. I hired a kid straight out of grad school named Jamie Erickson, who’s now the town administrator in Natick, Massachusetts. His first job was backfilling my old role in Lowell.
From there, you mentor, train, and assist — but you’re still doing planning too. My colleagues call these “working manager” jobs: you’re not just managing, you’re deep in the middle of the planning decisions, helping guide where things go. It’s just that more of your day-to-day becomes staff and budget management. That’s the best way I can describe it.
Seth: So if you’re a younger planner who aspires to be a director someday, what should you be doing or learning to get there?
George Proakis: Most people coming into the planning world — especially with a planning degree rather than an MPA — need to really watch and learn how their director handles those things. There’s also a certain amount of patience required. Honestly, I think I would have appreciated spending another year as a staff planner before stepping up. Looking back now, I find it interesting that I’m twenty-four years into a public-sector career, of which I spent only two as a staffer and twenty-two managing staff.
I think the key is really watching and understanding how to be a good supervisor, and focusing on training. Throughout my career, I’ve had the chance to promote individual contributors into management roles, and I’ve always been careful, first, to make sure they’re genuinely good at those management skills, and second, to make sure they get the support they need to get better at it. The best manager isn’t always the best individual contributor. If you have a team of six or seven great planners, the one who should lead the team may be the best planner — or it may be the one best able to manage the outrageous personalities in the group and get the best work out of them. Sometimes the best planning mind is best used as an individual contributor, and that may be their real strength. You have to figure out which is which.
Seth: What kind of training and support do you give people as you bring them into a managerial role?
George Proakis: There’s a lot out there — online training, course training. Even places like the Harvard Kennedy School and Business School offer training classes and programs for people managing staff for the first time. A good HR office for local government will know where to find those resources. Through my career, and even now, when you get to promote an individual contributor into a director role for the first time, you need to make sure they have the skill set — and the training — to make that step successfully.
Seth: So you were a planning director, and then you took the leap to city manager. How did you navigate that transition?
George Proakis: I left Lowell for Somerville and spent twelve years there — the last three and a half running the entire planning and development team, about a 65-to-70-person group. At that point I realized my skill set and my time were being spent more on managing teams and getting great outcomes from them than on individual-contributor work.
I started looking around, wondering if there was something next for me, though I wasn’t actively searching. The way I actually got the city manager job was that the former manager in Lowell I’d worked for — who now does recruitment for city managers, and who’d honestly been telling me for years I should go into management — called and asked if I was interested in a job in Watertown. I thought it sounded interesting, so I applied.
It was a very public interview process — the city council interviewed the three finalists in a public session. I thought I wasn’t going to get it, because the other two finalists had been city managers in Massachusetts communities for years, and I’d only run a smaller team. But it became clear the council’s real interest at the time was in someone with a planning mindset in the manager’s seat.
Traditionally, most managers come up through the finance side of city government, but more and more planners are becoming managers now — there’s a handful of us in Massachusetts, and I think across the country you’re seeing more people with certified planning backgrounds stepping into the city manager role. There’s a strategic value in long-range planning and big-picture thinking. If a community is struggling financially, they probably still want someone with a finance background as their core skill set. But it does shift.
Seth: I’m curious — what was the specific reason they wanted someone with a planning background in that job at that time?
George Proakis: At that moment, the council had gotten the city’s finances to a stable place. They were in growth mode, both as an organization and as a community, and were in the middle of a comprehensive citywide plan. They wanted someone who could focus more on who we are and what we want to be, rather than just making sure the next budget number lines up. They’d seen me build teams — I’d added a whole division to the department in Somerville and gotten a lot accomplished there — and I think that’s essentially what they were looking for.
Seth: I can imagine the personality and skill-set differences are pretty significant between a typical city finance director and a typical planning director coming up — or a law director, which I guess is another path to city manager. Have you noticed distinctions there?
George Proakis: I have noticed distinctions, but at the same time, when I spend time with my fellow city managers, I think we’re all struggling with the same challenges now. Some are financial, and the rest are about communities that don’t quite know what they want to be or where they want to go, and need collaborative discussion to figure out their path.
I do think there’s a particular skill set around town and city center community-building that’s hard to find in a lot of small towns and small cities. One nice thing about being a planner-turned-manager is that I can put real energy into our downtown challenges — but that’s far from my only day-to-day responsibility.
Seth: Right — you’ve got to run the whole city. So are you hands-on with the budget yourself, or do you have a finance director helping run that, and you provide guidance?
George Proakis: I don’t actually have a finance director position. I directly supervise the city treasurer, the city assessor, and the procurement director. The auditor reports directly to the council, but she and I work very closely together. My internal team includes the deputy manager, the auditor, the treasurer, and myself, plus a budget analyst — early in his career, but really good, and the one who’s at every meeting putting the book together. Between him and the auditor, they run most of the numbers and bring me drafts.
They do the first round with the departments — meeting with them, spending time with them — and then bring me the iterations, refining the budget sheets down until it becomes a balanced budget.
What I really appreciate — and I think this is a very planning-centered strategy — is that our town has an organized annual process. We run a July 1 fiscal year, and starting in November, the council writes budget policy guidelines for the following year, giving me policy direction on what they want included. That lets me tie the budget back to council priorities directly. It’s a system that predates me, and I appreciate it because it keeps the council-manager roles very clear.
Seth: That’s an important distinction. If you’re a planner coming up — and I think this has already started to change — a lot of planning departments can end up with a fairly limited scope. You’re hemmed in by the engineers on one side, police and fire on the other, the budget director somewhere else. George is a super-planner, so he’s never had that limited scope, but —
George Proakis: I’ll add — even as city manager, it’s easy to assume, “Well, everyone works for me, I can just tell them what to do.” It’s actually not like that. You’re still negotiating between personalities and departments with particular needs and priorities as you do this work, even at the top.
Seth: That’s fair. What I experienced in the planning department is that usually only at the director level are you in a position to participate in that negotiation. As a staff planner, you often have to go up the chain to get things done — but a lot of planning work touches things well outside the planning department’s own bailiwick, so you need other people on board to actually get anything done.
And at least for me, I think it would be really beneficial to have more people with that planning perspective — both the technical experience and the broader sense of what a city is trying to do — positioned to negotiate with other departments, or even embedded within them, so that planning-minded people are spread across City Hall instead of all stuck in one department.
George Proakis: One thing I liked about Lowell was that the transportation engineer, despite the engineering background and title, sat under the chief planner’s team — right there with us every day. But yeah, you’ve captured the challenge: you’ve got to climb the org chart to build those relationships. It’s tricky, and tougher to build staff-to-staff relationships with the departments you need to work with. It can be done, and should be done, but it can be difficult and a little strange — and then you add the layers of the political situation on top of that.
The one piece of advice I’d give new planners coming into a community is to be patient enough to observe — ask a lot of questions. Go meet with the fire prevention officer, the building and zoning person, the traffic and transportation engineer, and just ask: what worries you? What concerns are out there? You may find common ground, or you may find the transportation engineer is afraid to authorize anything new or creative — or maybe they’re eager to. It really depends. It’s difficult to manage the culture of an organization from a staff-level position; you have to work through it carefully to figure out what you can and can’t do.
Seth: I think you’re pointing at something I’ve observed too, from my time as a planner and since. School gives you this impression that you’ll do rational analysis, arrive at the correct answer, advocate for it with good communication, and then pass a bill. What I discovered is that it’s all much more political than that — and we don’t tend to teach the skills of a political operative when we’re training planners. Maybe the MPA program was a bit more aware of that. What was your experience?
George Proakis: You’re right — life is a thousand times more complicated than that. I’ll give an example. I worked for two city managers in Lowell. The first came up through the political world — he’d been in the state legislature before becoming city manager. The second came up through professional management. In both cases, I never worked directly for them; there was always someone in the org chart between me and the manager.
But I spent a lot of time observing how each of them operated and what they were able to accomplish. Both got the job because the city council chose them to run the city. The first manager had a very intense political relationship — he’d grown up in Lowell, knew the individuals, and had a striking rapport with the council. For a period, the council essentially voted in lockstep with what he wanted. We passed an incredibly progressive, innovative zoning overhaul under his tenure, mainly because he was fully on board with it, and the council generally trusted the staff, so they didn’t spend much time diving into the details. It took Somerville seven years to do its zoning overhaul; we did Lowell’s —
I swear, to some extent, my boss got up that night, and I was sitting in the audience, and he basically said to the council, “George is here if you have any questions.” They knew that if I got up, I’d probably go on and on about how great the ordinance was, and they were almost afraid to hear me talk about it — so they just passed it unanimously without much discussion.
Seth: So this is where the legend of George begins — the rapid passage of the Lowell zoning ordinance.
George Proakis: It was one of those things where, deep down, I knew part of the reason the political culture in Lowell was willing to adopt such a progressive code was that the old-boy culture there still controlled a lot of what happened at the zoning board of appeals — so, to some extent, people could still get a variance for almost anything. I was aware that wouldn’t last forever, but I also believed that if we built a really good code, it would stand the test of time.
Twenty-four years later, Lowell is now reviewing that code. For twenty-four years it’s held — that’s a long run. I’ve told the person doing the current review that I’m genuinely thrilled to see it getting an upgrade, because even though I’m proud of what we wrote back then, it was twenty-four years ago. It’s time to look at it again and ask: is this still right? Does it still work for us? How have we changed? The basic core of the code has held up well, and I think its structure will largely survive this next amendment too — but it’s a good chance to see what still works.
Seth: So how was it different under the second manager, who wasn’t the political type?
George Proakis: I had a lot more split votes on the council. They’d hired him as a professional manager, but they wanted to flex their own muscles a bit more with him and his team. On one hand, I had to worry less about the politics of getting something to the council, because the internal administration was already in favor of getting good ideas in front of them. But I had to do a lot more work beyond that to actually get the council to vote the way we wanted.
We did the Hamilton Canal District under him — our big transit-oriented zoning district, the first form-based code I was involved in. We ran a massive public process to build a coalition of supporters behind us for each step of the council process, with a lot of community outreach and feedback shaping the code. That district should have been built out in about five years, but because of the economy in Lowell, it’s nineteen years later and it’s still being built — though the code is still there and still working.
Seth: So when you stepped into the city manager role yourself in Watertown — coming from Somerville, a strong-mayor city — and neither of those two Lowell examples quite matched what you followed — what was the most surprising thing about the job when you got there?
George Proakis: An interesting question. I think the most surprising thing has been how much team-building has become the key to being able to do what I want to do. Through attrition and changing circumstances, the vast majority of department head positions have turned over in the four years I’ve been there.
In each case, I’ve tried to be very careful about putting the right person in the role — whether an internal promotion or an outside hire — to make that department stronger, make things work better, and make everything tie together. The Watertown I inherited was a very well-run city, but it was also a place where department heads were very much the leaders of their own individual worlds, without a lot of interaction between them. The planning team could put together a comprehensive plan, and the fire department or public works might not even be fully aware of what was going on. When I did the Watertown Square plan, I brought the police traffic people into a meeting and said, “This is what we’re going to do — are you okay with this? Give me feedback, tell me what you want to see improved” — that kind of conversation was important to me, because I wanted to build the team as a whole organization, not just department by department, pulling together to implement the goals the city council hired me to accomplish.
Seth: That’s great. Looking back on your career — not that it’s over, you’re still doing great work — what was the best part of your educational experience, the part that’s informed and supported your career the most?
George Proakis: I’ll split that into two answers. The planner in me really appreciates the urban design background — I’m not an architect, so I’m not amazing at drawing, but being able to take design courses and really learn that side of the work has been an important part of my planning background. I may not be the world’s best designer, but I understand what pieces are necessary for good placemaking, and that matters a lot to me.
That said — in the arc of my career, where I spent eight years total in school between the five-year undergrad co-op program and two master’s degrees, the one year I spent at Syracuse getting the MPA is, without question, the skill set I use most in my day-to-day job right now.
Seth: If you could go back — knowing what you know now — and change anything about those programs, what would it be?
George Proakis: I probably should have done the two master’s degrees in the opposite order, but that’s beside the point. For me, honestly, it worked out really well — the path worked out.
Let me think about it a bit more. I don’t think there’s much I’d change. Inside those two programs, I got what I needed out of both. They complemented each other particularly well, and together they got me to where I am now — which I really believe is the right place to do the long-range, big-picture work that I do.
If I can speak about planning programs in general — those two programs were substantially different, but that’s partly how I built my own path through them. I structured my planning coursework as someone who already had an MPA, so any course I could have taken again from the first degree, I skipped in the second, which let me dive deeper into specific policy areas and into the design side of planning.
I need more planners with a design background — I don’t know how else to say it. It’s very easy to get a planning degree where you spend a substantial portion of your time doing what I did in the MPA program — great for me as a manager, but we need more planners who also have the design chops. There aren’t a lot of them in the field right now.
Seth: That’s really interesting — feedback for anyone who wants George’s job: go get a design background alongside your planning education. Outside of academics, what non-academic preparation has been most helpful for you as you’ve grown into being a city manager?
George Proakis: I think there’s real value in collaborative conferences and interactions between professionals in this field. I’ve been involved with the Congress for the New Urbanism, and its New England chapter, since it started, and I’ve been to every one of CNU’s national congresses since 2002 — do the math, that’s a lot of them.
I like working with that organization not because they build cute little places like Seaside — though I do find those interesting to visit — but because it’s one of the only national organizations that mixes disciplines together in a professional conference setting. You end up with planners, architects, developers, and engineers all together. Conferences of planners or of city managers alone are interesting and you can learn a lot there too, but I learn even more in a session or in a hallway at CNU, exchanging ideas with people who approach the built environment from very different backgrounds than mine. Listening and learning from them has helped a lot.
One other thing I’ll say has been genuinely helpful is board-review-type work — understanding what makes developers do what they do really helps when you’re figuring out how to actually do permitting well. You can write whatever you want into zoning, but if the finance markets won’t fund a project that does X, Y, or Z, it’s not going to get built. You can bring the greatest project in the world through a board review and get it approved, and the plans will look great to look at ten years later — if it never actually gets built, that’s not a win. The goal is to get the project built: to say, “We approved this because it’s consistent with our community’s goals — now go build it.” If you set up that structure wrong, it just doesn’t work. Understanding those interactions really matters.
Seth: Absolutely — CNU has been great for me too, for the same reason: a lot of different perspectives, and a conference where people are generally willing to disagree. It’s not a place where everyone’s just selling their services or riding the current fad, and that disagreement is really where I feel like I learn the most.
George Proakis: I went to CNU New England’s social event this week, and within five minutes I was in a debate about state policy around site plan review with someone there — a housing advocate. There was real friction, but we both —
Seth: Excellent — that’s the friction that generates heat.
George Proakis: — believe deeply in the importance of what we’re doing, even though we think some things should be different. We were really diving right into it, and that’s genuinely useful — to be able to have those conversations.
Seth: Right, but you actually learn something that way. If you already agreed with each other, there wouldn’t be much to learn. So — you also teach on the side at Northeastern, your alma mater. What course do you teach, and what are your students learning?
George Proakis: The course is called Planning in the Built Environment. It’s a great class because, ideally, about half the students are in the planning master’s program Northeastern started a few years back, which just got accreditation — a wonderfully flexible program that you can do part-time, which works well for people already in the workforce. They come in with really good work experience and a clear sense of where they want to go, and either a planning background or one they’re building, though they’re usually early in their planning curriculum.
The other half of the class is architecture students, usually fourth- or fifth-year, who have a great design background but haven’t been exposed to much of the planning side before. The class — with credit to Tim Love, the professor who taught it before me and laid a lot of the groundwork I still build on — is essentially the place where students from both programs get exposed to the interaction between planning policy and urban design: why do cities look the way they do? Why are places built the way they are? Why is Paris Paris, and why can’t Boston be just like it?
We dive deep into that, starting around the 1800s and coming forward to the modern tools of zoning, finance, and city-building. In the last week of the course, I’ve turned a big lecture section into a discussion I call “Managing the Modern City” — how a city manager can and can’t shape the built environment, and craft a place around where people work. I really enjoy it — the students give me new energy.
Seth: So you’ve been running Tim Love’s class for a few years now — what kinds of changes have you made as you’ve worked through it?
George Proakis: Tim comes from an architecture background, so he could dive very deep into the architectural side. I have enough urban design background to talk about that too, but I’ve spent most of my career on the policy side and on where those worlds interact, particularly around zoning. So I’ve added sections on economic development strategy, and I go a bit deeper into the impacts of zoning and land-use regulation on cities. I also added that section on city management as it relates to the built environment, and I’ve brought in a few guest speakers — some Tim used to bring in, and a few I’ve added myself.
We talk about what made certain projects work, about doing zoning reform, and about how local housing policy interacts with the housing crisis — that kind of thing.
Seth: What lessons or techniques have you found most effective in your teaching? What do students respond to, and get the most out of?
George Proakis: I teach a Monday night class, three hours long. I’ll tell you what doesn’t work: lecturing at them for three hours straight. I’ve gotten more and more convinced that a three-hour block can’t just be three hours of lecture. So I use a few tools in the toolkit that I think are genuinely helpful.
We put together a list of questions on the previous week’s reading, and I’ll have them break into small groups to work through them, then have each group present one question’s answer to the rest of the class, so they can dig in more. I also have them submit a short reading reflection memo for each reading — a page or two — often with a specific question meant to get them to take a position rather than just summarize.
One of my favorite readings, which I kept from Tim’s version of the class, is an intense economics-based argument that sprawl is actually good. I assign it and ask, “Do you agree or disagree with this author?” — it generates a lot of discussion.
The other thing I do, which I learned from a Lowell colleague and works really well, is pass out a note card at the end of every class and have everyone write down whatever’s on their mind. Then, anonymously — because I don’t want to put anyone on the spot — I’ll put some of those notes up at the start of the next class and talk through unanswered questions, lingering issues, or interesting thoughts that came out of the previous session. That gives students a feedback loop — a way to tell me “this is working,” “this isn’t,” or “we should have gone deeper here.” If five people write that they still don’t understand something, I’ll go back and spend more time on it the next class.
There’s also a group project that they present, and guest speakers who take a session — about four classes’ worth — so it breaks things up quite a bit.
Seth: I found the same thing when I was teaching — bringing in guest speakers really helps surface other perspectives. Sometimes I can say something, but it doesn’t sink in until someone else says it too.
George Proakis: What’s surprised me most is, first, how little exposure the architecture students have had to the regulatory and zoning side of their work before this class — it’s genuinely not on their radar until they take it, and then they’re like, “Whoa, there’s a lot of regulatory stuff here.” And second, how much the planning students learn when I put a private developer in front of them.
It’s easy for planning students to be development critics — to look at any private project and say it shouldn’t have been built that way, or it should have been all affordable housing, or there are too many parking spaces, whatever it might be. Then you bring in a developer and have them respond to those critiques directly: “This was the finance market, this was my company’s board, this was the limitation on my permits” — and suddenly there’s this whole other layer of context that, if you don’t know it, you don’t understand why a project turned out the way it did.
Seth: Right — but you’re not necessarily exposed to any of that otherwise. One of my critiques has been that developers are trained in the business school, planners in the planning program, architects in the architecture school, and activists in the sociology department — and nobody really learns how to talk to each other. They don’t spend much time together, and neither do their faculties. It’s not something we systematically ensure — the cross-training or the connections happen, but only occasionally.
George Proakis: I feel very lucky, as an outside professional adjunct, to be able to expose these students to topics and concepts they wouldn’t otherwise see in their other classes. I’ve gotten better over time at learning what’s actually in the rest of their curriculum, so I know where I overlap — a little on housing policy, but that’s about it. Most of the rest of the class is pretty unique to this course.
Seth: Right — you don’t want to duplicate what they’re already getting elsewhere. Given both your personal experience and your teaching experience — if you could start city-builder education over from scratch, what would you want it to look like?
George Proakis: I think spending more time on the design side, more time on the policy side, and more time on where the two come together would help. I still have twice as much material as I have class time for, even now.
There’s actually a second class I haven’t taught since 2019 — an economic development planning course I created and taught at Harvard for a couple of years, and would love to teach again somewhere. Economic development is a field almost nobody fully understands, and I think it’s a necessary link — connecting how people think about economic development with how they think about planning isn’t something students are exposed to in any real way.
Consider this: Harvard, as an institution, offers classes in almost anything — but during the two years I taught that course, it was the only course in the entire university focused specifically on urban domestic economic development. You could take a class on economic development in a rural community somewhere in Asia, but if you wanted a course on economic development in an American city, that class was it — there was nowhere else it was covered.
There’s been some movement on that front since — one of the program leaders at the Kennedy School tried to push a similar course, and I used to bring him in as a guest speaker; we talked about that gap. But I think it’s a gap in a lot of places. You go in thinking, “I’m going to be an economic development planner, I’m going to help bring in business,” and there’s no clear definition of what that actually is or how the programs work. Left to its own devices, economic development becomes “let’s give someone two hundred million dollars to build a new baseball park” — probably one of the worst ways to invest public money if you actually dig into the analysis. But I spent a little too much time as an activist in the Fenway in the ‘90s, so I have a few opinions on that topic.
Seth: You have some feelings about that, huh? All right — George, this has been fantastic, thank you so much for taking the time. One last question: is there a book you’d recommend to the audience — something you’ve read recently, or ever, that you think would be really helpful for people?
George Proakis: I’m constantly reading, and there’s always something new on my horizon. Lately I’ve been really interested in the places where people are starting to look at how bureaucratic process is creating obstacles to doing big things.
Marc Dunkelman’s Why Nothing Works is something I’ve read recently, which gets at how big projects seem unable to get off the ground. Ezra Klein and Derek Thompson’s Abundance came out around the same time and touches on a lot of the same themes — the challenges we face making big things happen. I think that’s one of the most interesting spaces to be in right now, because if you care about city-building and place-building, those of us in government have to acknowledge that we’ve been layering regulation on top of regulation for the past twenty-plus years, to the point where systems are starting to break. We need to figure out what we really want and prioritize it — the answer to every problem can’t just be another rule layered on top.
That’s a place I want to spend more time on, on the education side — encouraging people to look at the whole system and what they actually want to happen. Why Nothing Works is a great book — an interesting perspective on the push and pull, particularly within the progressive movement, over what it is and who it’s for. The more we conclude that more government regulation is the answer to our problems, the more we find we actually can’t solve them. I’ll leave it there.
Seth: That’s a great place to leave it. Thank you, George, so much for coming on the podcast.
George Proakis: My pleasure.
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