Cambridge Civic Journal Forum

January 6, 2026

Cambridge InsideOut Episodes 657-658: January 6, 2026

Episode 657 – Cambridge InsideOut: Jan 6, 2026 (Part 1)

This episode was broadcast on Jan 6, 2026 at 6:00pm. Topics: 2026 City Council and School Committee Inaugurations; Election of Mayor Siddiqui, Vice Mayor Azeem, School Committee Chair David Weinstein and Vice Chair Caitlin Dube; Intrigue with the School Committee votes, adoption of the Rules, and the role of the Cambridge Education Association (CEA); personal note on the passing of friends – Robert Devaney and Andy Engelward; a few words on the local press, Cambridge Day, and Marc Levy. Host: Robert Winters [On YouTube] [audio]


Episode 658 – Cambridge InsideOut: Jan 6, 2026 (Part 2)

This episode was broadcast on Jan 6, 2026 at 6:30pm. Topics: Inclusionary Zoning – 1998 vs. today, legal challenge, nexus study, the politics, ramifications of the multi-family zoning changes to the Zoning Ordinance; public – Inclusionary – subsidized -government – affordable housing and now “social housing” – it’s really all the same except for eligibility; what is the “sweet spot” for percentage of subsidized housing that is fiscally sustainable? (currently at 15.3%); changes in voter turnout by age from 2023 to 2025; campaign finance facts and figures for the 2025 municipal election; upzoning along N. Mass. Ave., Cambridge Street, and what may be coming next for Central Square and elsewhere. Host: Robert Winters [On YouTube] [audio]

[Materials used in these episodes]

October 24, 2025

Intrigue on the Campaign Trail

Filed under: 2025 election,Cambridge,campaign finance,School Committee — Tags: , , , — Robert Winters @ 10:14 pm

Intrigue on the Campaign Trail

Oct 24 – As editor of the Cambridge Civic Journal, I occasionally receive mail and phone calls of the “drop a dime” nature informing me of some impropriety or scandal about which the sender feels very strongly or which he or she feels needs to be thrust into the public eye. For example, several election cycles ago there was a minor City Council candidate who had once been arrested for running guns from Georgia to the streets of Boston. I promised to only report on this if the candidate rose to the level of electability (which never happened), so I just let it go. Earlier this year a police report fell into my lap about a former city councillor who had recently been arrested on kidnapping and assault charges. I did (quietly) run that story without much fanfare.

Today I received a mystery in the mail – postmarked in Boston with no return address – containing in ransom letter format the suggestion that the Cambridge Education Association (CEA, i.e. the Cambridge Teachers Union) had violated state election laws in undertaking a large mail drop. The CEA is one of the “allies” of the recently cobbled together “Cambridge Progressive Electoral Collaboration” that consists of barely distinguishable left-wing activist groups such the Cambridge Residents Alliance, Our Revolution Cambridge, the Cambridge chapter of the Democratic Socialists of America (DSA), and several other “progressive” clubs such as the “Solidarity Squad”. I don’t actually know what, if any, laws were violated nor do I know what mail drop is referenced – though I suspect it may be the apparently citywide mailing paid for by the Massachusetts Teachers Association Independent Expenditure PAC funded by the Massachusetts Teachers Association. That mailing explicitly endorsed six Cambridge School Committee candidates – Caitlin Dube, Jess Goetz, Lilly Havstad, Jane Hirschi, Arjun Jaikumar, and Luisa de Paula Santos. The connection here appears to be with the Solidarity Squad group and Missy Page, a member of that group and the same person who unsuccessfully challenged incumbent School Committee member Caroline Hunter’s name being on this year’s School Committee ballot.

If anyone knows more about this, please contact me either by phone (617-661-9230), email, or ransom note.

CEA Ransom Note

September 17, 2025

Cambridge InsideOut Episodes 653-654: September 16, 2025

Episode 653 – Cambridge InsideOut: Sept 16, 2025 (Part 1)

This episode was broadcast on Sept 16, 2025 at 6:00pm. Topics: Candidates, Candidate Pages, campaign finance facts and figures, PACs and slates; importance of non-hostility; voting histories; pros and cons of candidacy; School Committee candidate forums, Cambridge Education Association (CEA) hostility; general impressions of School Committee candidates; respectful Cambridge Advanced Learners Association (CALA) candidate forum. Host: Robert Winters [On YouTube] [audio]


Episode 654 – Cambridge InsideOut: Sept 16, 2025 (Part 2)

This episode was broadcast on Sept 16, 2025 at 6:30pm. Topics: Hunter ballot challenge, illegitimacy of The Black Response; adopted Cantabrigian; Public Safety meeting on Aug 2 incident, extraordinary offerts of CPD to protect everyone, activist idiocy and HEART, police as social workers; CPA funds, voters have no say in their own taxation; City Charter updates; dissing Broadway residents; Bow St. pedestrianization; Harvard tunnel concept and fiscal constraints; proposed Mass. Ave. upzoning to 12 stories from Cambridge Common to the Arlington line, potential ABC political fallout, Inclusionary connection; Office of Tourism and the business associations; Radical Centrist. Host: Robert Winters [On YouTube] [audio]

[Materials used in these episodes]

August 31, 2025

Campaign Tales – August 31

Campaign Tales – August 31

Robert WintersAug 31 – While other candidates are spending their Labor Day weekend handing out campaign literature and promising whatever it takes to win a #1 vote, I was down in the basement yesterday clearing the collected dust and debris out of a dryer vent. In addition to hair clips and mini-Lego pieces from my previous 1st floor tenants (who were great, by the way), I was able to pocket $1.37 in loose change. I guess I’ll use that to supplement the cost of the 3rd floor front porch deck that I will likely be replacing next month. Owning a triple-decker is great – except when it isn’t.

Back in my computer saddle, I updated several Candidate Pages yesterday and I’m sure I’ll be doing many more soon. It’s relatively quick and easy to do and it gives me an opportunity to read about all the other candidates for City Council and School Committee. I am planning to attend some of the upcoming candidate events – especially the School Committee candidate forums, in part because the Council events conflict with my teaching. Most of the City Council candidate forums are exercises in repetition – bike lanes, empty promises of housing affordability, and the action-reaction to rezoning Cambridge to be more like the ever-exploding downtown Flushing in Queens, NY (where I went to high school). I’ll be interested to hear more about how the Mamdani-inspired candidates will plan to cover the cost of their promises during a time of limitations in municipal finance and how they plan to Defund The Police while carefully employing euphemisms to convey that sentiment.

Also from my computer saddle, I set up an email account yesterday for the Membership Secretary of the Middlesex Canal Association. (I’m a Board member, webmaster, walk leader, and publisher of our Towpath Topics newsletter.) [By the way, is “webmaster” now a verboten word?] I have also been hearing from a few people about a “Not secure” message some people have been getting when going to the rwinters.com and middlesexcanal.org (and possibly other domains and subdomains). There are zero financial transactions happening on any of my websites, so there’s not really a problem, but I’m looking into fixing this for those who get scared off by the warning messages. It’ll cost me a few bucks, but I’ll just tell myself that the ample Social Security payments I’m now receiving will cover it. Hey, it’s better than blowing it at the Encore casino or on a fast red car.

Starting next week, I’ll be back in the mathematics teaching saddle. After Harvard Summer School wrapped up several weeks ago, it’s been great having some time to just walk the Earth like Caine in Kung Fu. That said, Harvard Extension School is calling and I have an all-time record enrollment in one of my two courses – currently 222 students, about 50% more than ever before. I suppose I can chalk it up to my boyish good looks, but there may be some other things going on in the wider world. Even though there has been a “distance option” in my courses going back to Fall 2017, in the semester after Covid first hit (2020) we had large increases in enrollments – all online that year. We have been doing the courses hybrid (in person or online) since then, so that doesn’t explain the big increase this Fall. For the Summer School course, there were as many students who registered and dropped before the start of classes as there were students who attended. This was true for many of the Summer School courses, and my theory is that many were scared off by shifting federal policies and the targeting of Harvard by the Executive Branch. Perhaps the gigantic increase in my Multivariable Calculus course, especially students attending remotely, is also an unexpected consequence of federal policies. Or maybe, mathematics has become the Taylor Swift of academic disciplines.

Having partially buried the lede, let me say a few more words about the municipal election season.

Municipal election campaigns didn’t used to pick up until after Labor Day and, being an old school kinda guy, I’ve been sticking to that schedule. Perhaps I’ll put up a few yard signs this week and do an email blast. I have plenty of yard signs, bumper stickers, and buttons (hint, hint). I also have to update my candidate website – primarily simplification. I’m also thinking of making a few short videos on various topics.

The questionnaires keep on coming – not so much sincere inquiries about the opinions of a candidate on various relevant (or irrelevant) issues of the day, but more of the “Do you agree with our rigid and inflexible ideology on Topic X?” type. The latest one came from a heretofore unknown group calling itself “Cambridge for Palestine (C4P)”. As expected, no names were provided for this new mystery group. I won’t be responding to their little push poll on topics having zero relevance to Cambridge municipal government, but it was good for a chuckle. [That said, I’m sure at least several current candidates will be providing enthusiastic responses.] I suppose it’s only a matter of time before C4P gets included in the “Cambridge Progressive Electoral Collaboration” list of “allies”.

Speaking of the Lefties, 7 Council candidates are now on the record saying they’ll support a Home Rule petition to bring back rent control to Cambridge (Al-Zubi, McGovern, Nolan, Rivkin, Siddiqui, Sobrinho-Wheeler, and Wilson). There may be others. Of course, barring a change in state law, that’s really just a hollow gesture. Besides, what exactly is the value in freezing rents at stratospheric levels? Perhaps that’s not really the point. It’s just the politics of promising something you can’t actually deliver – kinda like when “A Better Cambridge” promises affordable housing as they do every election. My personal platform may include free Internet, free ice cream (w/vegan option, of course), and free ponies for everyone!

Though I am spending less time on it than previous years, I have been watching the campaign finance reports for the municipal election. Perhaps most noteworthy is the (currently) $83,550 in receipts for new candidate Tim Flaherty who is apparently the candidate being backed by the players who have mobilized in the wake of Paul Toner’s decision to not seek reelection. I like Tim and consider him a friend, but there is something very unsettling about this. I’m also a bit puzzled about the criteria used by the various organizations who will be promoting candidate slates this year. Some of them seem primarily focused on ensuring the reelection of their favored incumbents with a few feeder candidates thrown in for insurance. I just wish there was a Reasonable Cambridge slate. I might request inclusion in that slate, but that’s just wishful thinking at this point. I think that’s the candidate slate most Cambridge residents would prefer. Unfortunately, the single-issue advocates are all that we hear from.

By the way, if you want to talk, give me a call (617-661-9230), send me email, or ring my doorbell. I have beer.

Robert Winters (in my role as a candidate)

August 19, 2025

Cambridge InsideOut Episodes 651-652: August 19, 2025

Episode 651 – Cambridge InsideOut: August 19, 2025 (Part 1)

This episode was broadcast on August 19, 2025 at 6:00pm. Topics: A Teacher’s Life – Harvard Summer School and Harvard Extension School; 31st Annual Oldtime Baseball Game; Significant Passings; 2025 Municipal Election – nomination papers, signatures, getting on the ballot (or not), political action committees, City Council and School Committee candidates; Cambridge Candidate Pages; campaign finance – receipts, expenditures, unions and incumbents. Host: Robert Winters [On YouTube] [audio]


Episode 652 – Cambridge InsideOut: August 19, 2025 (Part 2)

This episode was broadcast on August 19, 2025 at 6:30pm. Topics: Slates, factions, history, endorsements; candidate questionnaires; the self-anointed, self-appointed; housing vs. densification; alarm stemming from “multi-family housing” upzoning, loss of setbacks, loss of standing to object; even greater heights coming; radicals coalescing; East End House, contract zoning, community benefits, and Solomonic wisdom; Welcoming City vs. The Feds; Resolving the Vail Court eminent domain taking; Riverview condo expenditure/demolition. Host: Robert Winters [On YouTube] [audio]

[Materials used in these episodes]

June 13, 2025

Will Reason Prevail? – June 16, 2025 Cambridge City Council meeting

Will Reason Prevail? – June 16, 2025 Cambridge City Council meeting

Penny FarthingThis week’s agenda is dominated by several City Council Orders meant to address (or navigate around) the contentious issue of whether the proposed separated bicycle lanes, removal of most of the existing parking, and loss of curb access should proceed on Broadway as currently mandated by the Cycling Safety Ordinance. This is not really a matter of safety so much as political clout. Some straightforward analysis using the current registered voter list indicates that those who want the street reconfiguration to proceed as planned are approximately 25 years younger than those who have signed the petition opposing the reconfiguration. It is also anecdotally clear that there is also a large gap in socioeconomic status. Basically, young professionals are well-represented among those wanting to remove the parking, and those in opposition include far more seniors, people with mobility issues, and people who need their motor vehicles for work and chores.

Those objecting to the loss of parking and curb access tend to be less tech-savvy and more working-class than those who insist that there be no modifications to the current language of the Cycling Safety Ordinance. These are not just people who live on Broadway. Many people on the streets near Broadway also want a change to the current plan. Many people in The Port neighborhood have signed the petition opposing the current plan. Very few people were aware of the plans when the Cycling Safety Ordinance was amended in 2020.

The underlying question right now for city councillors is basically: “Who do you actually represent?”

According to the most recently available campaign finance reports, the Cambridge Bike Safety Independent Expenditure PAC had $15,426.53 (end of 2024), and they have been actively fundraising since then. They even advertised that donations would be matched by an unnamed source. During the 2023 Municipal Election cycle, they raised $36,501.13 and spent $29,519.41. I expect similar receipts and expenditures this year. In comparison, those opposing the current plans for Broadway have no formal organization and no bank account.

Here are the items I found interesting on this week’s agenda:

Federal Updates and Budget Impacts

Manager’s Agenda #1. A communication transmitted from Yi-An Huang, City Manager, relative to a Federal update.
Placed on File 9-0


Bicycles, Parking, Curb Access

Manager’s Agenda #2. A communication transmitted from Yi-An Huang, City Manager, relative to the 5th Annual Cycling Safety Ordinance Report and Awaiting Report Item Number 25-3, regarding update on the status and timeline for the completion of the Grand Junction Multiuse Path. [text of report]
Placed on File 9-0

Manager’s Agenda #4. A communication transmitted from Yi-An Huang, City Manager, relative to the submission of the Parking Impact Report. [text of report]
Placed on File 9-0

Order #1. That the City Manager is requested to require the Department of Transportation to study parking utilization of the broader neighborhood & provide parking alternatives before building Broadway bike lanes.   Councillor Zusy, Councillor Toner
Amended Order Failed of Adoption 4-5 (Toner, Wilson, Zusy, Simmons – Yes; Azeem, McGovern, Nolan, Siddiqui, Sobrinho-Wheeler – No)

Order #2. That the City Manager is requested to suspend implementation of Broadway bike lanes.   Councillor Toner, Councillor Wilson, Mayor Simmons
Amended Order Failed of Adoption 3-6 (Toner, Wilson, Simmons – Yes; Azeem, McGovern, Nolan, Siddiqui, Sobrinho-Wheeler, Zusy – No)

Order #5. That the City Manager is requested to work with the Department of Transportation to evaluate adjustments to meter enforcement hours on Broadway Segment A, designating 25 spaces as residential permit parking overnight to increase overnight parking access for residents.   Councillor Siddiqui, Vice Mayor McGovern, Councillor Nolan, Councillor Sobrinho-Wheeler
Order Adopted 9-0

Order #6. That the City Manager be and hereby is requested to work with the Cambridge Department of Transportation to study the feasibility of modifying non-resident parking permit fees for households in within the Broadway Segment A project area, including offering a discounted rate structure for permits that are requested by residents with low- income residents.   Councillor Siddiqui, Councillor Nolan, Vice Mayor McGovern, Councillor Azeem
Order Adopted 9-0

177 Communications – most in opposition to the plans to remove most of the parking and curb access along Broadway.

I will simply note that Orders #5 and #6 seem like pure evasion of the real issues raised by residents in The Port neighborhood.


Zoning, Housing

Manager’s Agenda #5. A communication transmitted from Yi-An Huang, City Manager, relative to PO25#25 regarding a zoning petition on maximum unit size. [text of report]
Referred to NLTP Committee, Placed on File 9-0

Manager’s Agenda #6. Transmitting Communication from Yi-An Huang, City Manager, relative to the appropriation of $1,000,000, from the Federal Grant Stabilization Fund to the Grant Fund Housing Department Other Ordinary Maintenance account to support a municipal housing voucher grant program which will fund rental housing vouchers to be offered by the Cambridge Housing Authority (CHA). This appropriation will allow for City staff to work with CHA in FY26 to transition these households to a City-funded voucher as soon as possible. The program is anticipated to cost approximately $1,000,000 annually. [text of report]
Order Adopted 9-0


Boards, Commissions, Control Freaks

Charter Right #1. A communication transmitted from Yi-An Huang, City Manager, relative to the appointments of Sarah Holt, Emily Oldshue, and Ruth Webb and the reappointments of Marie-Pierre Dillenseger, Donna Marcantonio, and Peter Schur to the Half Crown-Marsh Neighborhood Conservation District Commission. [Charter Right – Nolan, June 9, 2025] (CM25#146)
Referred to Gov’t. Ops. Committee 9-0

Charter Right #2. A communication transmitted from Yi-An Huang, City Manager, relative to the appointment of Nondita Mehrotra, and the reappointments of Constantin von Wentzel, Heli Meltsner, McKelden Smith, Theresa Hamacher, and Freweyni Gebrehiwet to the Avon Hill Neighborhood Conservation District Commission. [Charter Right – Nolan, June 9, 2025] (CM25#147)
Referred to Gov’t. Ops. Committee 9-0

Charter Right #3. A communication transmitted from Yi-An Huang, City Manager, relative to the appointments of Florrie Darwin, Scott Kyle, and Michael Rogove and the reappointments of Chandra Harrington, Joseph Ferrara, Elizabeth Lyster, Yuting Zhang, Gavin Kleespies, Paula Paris, and Kyle Sheffield to the Cambridge Historical Commission. [Charter Right – Sobrinho-Wheeler, June 9, 2025] (CM25#145)
Referred to Gov’t. Ops. Committee 9-0

On the Table #6. That the City Manager is requested to explore with the Government Operations Committee whether the functions of the Peace Commission may be improved and enhanced by bringing them within another City Commission or Department, such as the Human Rights Commission, and report back in a timely manner. [Charter Right – Simmons, May 19, 2025; Tabled June 2, 2025]
No Action Taken, Nolan Amendment Proposed

It will be interesting to hear the basis for the objections by Councillors Nolan and Sobrinho-Wheeler to these otherwise routine City Board appointments and reappointments.


Infrastructure – Doing what you can within the bounds of what is physically possible

Charter Right #4. Policy Order urging Governor Healey, the MBTA Board of Directors and General Manager Phillip Eng to amend the MBTA Alewife Station Complex redevelopment RFP to include as a priority eliminating untreated Combined Sewer Overflow (CSO) sewage in our neighborhoods by incorporating green and gray infrastructure as central components of the project. The order further calls on the MBTA to collaborate with the MWRA, DCR, DPH, the City of Cambridge, and the community to address this public health threat. [Charter Right – Simmons, June 9, 2025]
Order Adopted as Amended 6-3 (MM,PN,SS,JSW,AW,CZ – Yes; BA,PT,DS – No)

January 6, 2025

Cambridge 2025 Municipal Election – Campaign Finance Reports

War Chests – 2025 City Council Candidates (and Political Action Committees)

OCPF Bank Reports - Jan 6, 2026
These are end-of-month Bank Reports. Some of the very large mailing expenses may not yet be included.

Total Receipts: Jan 1, 2024 – Jan 6, 2026
Total Receipts - Jan 6

Percent Cambridge Receipts: Jan 1, 2024 – Jan 6, 2026
Cambridge Percent - Jan 6

Percent Union Receipts: Jan 1, 2024 – Jan 6, 2026
Union Percent - Dec 24

Total Expenditures: Jan 1, 2024 – Jan 6, 2026
Total Expenditures - Dec 24

Cost Per $1 Vote – 2025 Cambridge City Council Election

Cost Per #1 Votes - Cambridge City Council Election

 
Union Donations - Jan 6
 
Unions-Candidates - Jan 6

School Committee Campaign Finance Reports – Jan 2024 through October 2025 (more at end of year)

School Committee Campaign Finance

April 16, 2024

Cambridge InsideOut Episodes 615-616: April 16, 2024

Episode 615 – Cambridge InsideOut: Apr 16, 2024 (Part 1)

This episode was recorded on Apr 16, 2024 at 6:00pm. Topics: Tax Day, StuffSwap, compost giveaway, community meetings, C-Port Neighbors Assn. meeting w/CARE and the Cent. Sq. BID; CSBID background, actions, reauthorization, coming attractions, World’s Fair, Dance Party, resident survey; Eclipse; Multivariable Calculus at CRLS; mathematics in Cambridge schools; the $6100 April Fool; Crimson article on Supt. Greer being asked to resign – true? violation of Executive Session?; the importance of not violating confidence; Graham & Parks principal controversy; ward committees and notion of wards as a better alternative to proposed “citizen assemblies” in charter reform. Host: Robert Winters [On YouTube] [audio]


Episode 614 – Cambridge InsideOut: Mar 19, 2024 (Part 2)

This episode was recorded on Apr 16, 2024 at 6:30pm. Topics: Repairing the Cycling Safety Ordinance – original and 2020 revised, problematic implementations, impact of local businesses, political third rail, PTDM and alternate parking arrangements; Cambridge political and civic life should not be dominated by bike lanes; upcoming Budget Hearings in era of fiscal limitations; paradox of tenant protections – need not be warfare; payments-in-lieu-of-taxes (PILOT) legislation; Ronayne Petition, simplifying ADUs, allowing multi-family buildings in all zones, reasonably adjusting FAR; crossing the RR tracks and then some; supervoters down to 77. Host: Robert Winters [On YouTube] [audio]

[Materials used in these episodes]

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