The Hidden Hand Held a Sign
On the Portland Mercury, organized labor, and the question the investigation did not ask.
On January 7, as Portland’s new City Council deliberated over its first presidential vote, a local real estate broker named Brian Owendoff sat in a private group chat with two associates from the Future Portland PAC and used racist, sexist, and homophobic tropes to characterize the elected officials of color in the room. A separate organization, Partnership for Progress, circulated a newsletter the following week describing the same meeting as one that had “devolved into personal attacks and the use of the race card.” Neither Owendoff, the PAC, nor the newsletter is the subject of “In the Shadows,” a March 2026 investigation by Portland Mercury reporter Jeremiah Hayden. They appear in it once, as background.
Hayden’s investigation is about a labor council executive who sent text messages to councilors.
The Record
A labor council executive communicated with elected officials during a contentious period of organizational conflict, specifically the selection of a Council president under a charter that left the process ambiguous and the political field divided. She offered legal opinions, relayed perspectives, and advocated for outcomes she preferred. She signed a text message. She left a voicemail. She attended a public meeting holding a sign that said “Labor For Elana.”
These are the facts the article presents. They are not in dispute. The sign was photographed.
Compared to What
The investigation proceeds as though the mere existence of communication between a labor leader and elected officials constitutes a problem requiring explanation. It does not ask the question that any rigorous political analysis must ask first: compared to what?
Portland’s new government has not operated in a vacuum of outside influence. Business associations, real estate interests, political action committees, neighborhood organizations, and ideological networks have all communicated with councilors, advocated for outcomes, and attempted to shape the Council’s organizational direction. The actors named at the opening of this essay were not peripheral to the Council president’s vote. Owendoff’s group chat took place on January 7, during the deliberations themselves. Partnership for Progress published its newsletter the following week specifically to frame the outcome of that vote. Both organizations were attempting to shape the same political question the labor executive was attempting to shape. The point is not moral equivalence between a racist group chat and a text message. The point is that this essay scrutinizes private attempts to influence a public vote only when the actor is a labor official. The Mercury does not investigate the others. It cites them once and moves on. The Mercury reported in January that Owendoff messaged councilors during live deliberations about city business. In March, covering the same council period, it treated that conduct as context and investigated a labor official's text messages instead.
When organized labor communicates with elected officials it helped elect, the article calls it a “hidden hand” and questions the adequacy of transparency laws. When real estate interests and their associated PACs operate on the same question through private texts, calls, and group chats, the article offers no equivalent scrutiny. Investigative energy is not distributed based on who was active in the room. It is distributed according to whose activity the publication has decided requires explanation.
The “Observer” Problem
The article makes much of a contradiction: the labor official said, immediately after a vote concluded, that the council’s business was “none of mine.” The records show she had communicated about that business beforehand. This is offered as evidence of concealment or dishonesty.
The strongest version of the charge is not that she misrepresented herself in that moment, but that the pattern of communication constitutes influence that never appears in any public record. Advocacy is legal. Advocacy conducted through unrecorded private channels may raise disclosure questions under Oregon lobbying law regardless of its democratic legitimacy. That is a legitimate legal concern, and the article is entitled to raise it. The problem is that the article raises it selectively. Every organized interest active in the council president proceedings communicated through private texts, calls, and meetings. The article applies the disclosure standard to one of them.
A casual remark made to a reporter in real time, at the close of a contentious proceeding, is not a sworn deposition. “This is their business” is a reasonable thing to say about a vote that has just been cast by elected officials over whom one has no legal authority. The article treats it as a lie. That treatment requires the prior assumption that any communication with an elected official creates a form of co-ownership over their decisions, an assumption that, applied consistently, would make every lobbyist, constituent, and civic advocate guilty of deception every time they do not publicly claim credit for an outcome.
Labor Advocacy Is Democratic Participation
There is a political tradition, honored across the ideological spectrum, that organized civic groups — labor councils, chambers of commerce, advocacy organizations, faith communities — communicate with elected officials as a core function of democratic governance. The labor movement did not invent this tradition. It inherited it, and in many periods of American history, fought to be included in it against the active resistance of those who preferred that workers remain outside the rooms where decisions were made.
When a labor council executive communicates with city councilors about contract negotiations, organizational votes, or police union membership questions, she is doing precisely what labor councils exist to do. Whether those activities cross the threshold requiring formal lobbyist registration is a legitimate legal question. The article raises it. But the article conflates the legal question with a moral one and answers the moral question before the legal one is settled.
The DSA Subtext
The article quotes the labor official calling a caucus of progressive councilors “the MAGA of the left,” a phrase she used in a private message, obtained through public records, at a moment of acute frustration. The article presents this characterization without sustained critical examination, then proceeds to frame its narrative largely through the perspective of that same caucus, quoting its members, crediting their account of events, and treating their interpretation of the council president proceedings as the baseline against which the labor official’s conduct is measured.
This is a methodological choice, not a neutral one. A piece that takes one organized faction’s perspective as its implicit frame while treating another faction’s communications as a transparency crisis is not applying its scrutiny evenly. The article does not ask whether the progressive caucus coordinated its own position, communicated with its own allies, and worked the same rooms during the same proceedings. The absence of that question is not neutral. It reflects a prior decision about which political actors require scrutiny and which ones do politics.
Journalism that is selectively suspicious — that applies the “hidden hand” frame to some political actors and not others based on whose interests those actors represent — is not investigative journalism. It reads as advocacy journalism wearing investigative clothing.
The Charter Cannot Resolve This
Portland’s reformed charter was designed to increase accountability by creating clearer rules, increasing the number of councilors, and instituting ranked-choice elections. What it cannot do is eliminate the informal political economy that surrounds any government. Influence does not disappear when the transparency law improves. It migrates. It operates through text messages on personal phones, through conversations in parking lots after meetings, through social relationships that predate the charter and will outlast it.
The Mercury’s article discovers this and treats it as scandal. The appropriate response is to treat it as the condition of all politics, not the failure of this one. Every political decision in a city of Portland’s complexity is preceded by informal communication among interested parties. The question is not existence but character: whose communications, on behalf of whom, and to what effect on the public good. These are harder questions. They require comparative analysis, historical context, and scrutiny applied to the full field of actors, including those whose politics align with the publication’s priors.
A Final Observation
Oregon’s public records law, as the article notes, favors disclosure. Elected officials who receive texts on personal phones are the custodians of those records and have discretion over what they produce. The article raises this as a problem, and it may well be. But the implication is that the labor official’s communications are the communications that matter most to disclose.
Portland’s new government is eleven months old. Its rules of order are unsettled. Who holds power inside it is still being contested. In that environment, the press performs an essential function, but only if it applies its scrutiny to the full political field and not selectively to the actors it has already decided are the story.
A press that scrutinizes a labor official’s texts without asking who else was working the phones that week is not applying a principle. It is making a choice about whose politics require justification. That choice has a history. It is not a flattering one.
Academic Gadfly publishes at academicgadfly.substack.com.


Another example of the hypocrisy of Portland’s DSA/“Peacock” council bloc—and the media voices aligned with them.
When activists who support the DSA agenda lobby City Council, it’s celebrated as civic engagement. But when others try to communicate their views to council members, suddenly it’s portrayed as improper influence or something that should be restricted.
In other words: advocacy is fine—so long as it’s the right kind of advocacy.
It’s the oldest rule in politics: “good for me, but not for thee.”
Apparently, free speech and citizen advocacy are only virtues when they serve the approved DSA agenda.
You are missing a lot of material facts. I’ve delivered $1.5 billion of mixed use projects downtown portland since 2008 ($3.5 billion since 1995).
This was a coordinated hit job by Nick Caleb (adjunct professor at Lewis & Clark Law School who lives in a $2M lakefront house in Lake Oswego) the activist “journo” Hayden at Mercury who broke privacy laws and has ZERO journalistic integrity and the peacocks.
All DSA members
Meant to discredit me and defame Loretta Smith and Dan Ryan.
https://brianowendoff380627.substack.com/p/statement-regarding-portland-mercury?r=2cb4g3&utm_medium=ios