Skip to main content
Politics & Policy

Steakhouses, liquor, first-class flights: Nonprofit expenses ‘difficult to defend’

The image features restaurant receipts overlaid on a cityscape with the text, "Both Sides of the Conversation" and a "Collective Impact" logo surrounded by U.S. currency.
Mayor London Breed’s Dream Keeper Initiative has been under fire over allegations of misspending. | Source: Photo illustration by Jesse Rogala/The Standard

A nonprofit tied to an evolving City Hall scandal failed to inform state officials about its close ties to a former San Francisco department head and sponsored a separate organization that spent money on steakhouse dinners, liquor, and first-class flights, The Standard has learned. 

James Spingola’s Collective Impact, an organization that has received $7.5 million from Mayor London Breed’s flagship Dream Keeper Initiative, has said since 2021 in nonprofit renewal forms required by the California attorney general’s office that it had no conflicts of interest.

However, records show that Spingola shared a home with the Dream Keeper Initiative’s key decision-maker, Sheryl Davis, since at least 2021. Davis, who resigned last week as head of the city’s Human Rights Commission and personally signed off on $1.5 million in contracts to Spingola’s organization, also did not disclose her relationship with the nonprofit executive to City Hall officials, a Standard investigation found.

“It’s a very big deal,” said Joan Harrington, a nonprofit ethics expert at Santa Clara University, of Collective Impact’s filings with the state. “I don’t think there is a way to answer ‘no’ with what was going on. … That is significant that the staff answered that question in a way that appears to be untruthful.”

A man speaks into a microphone, standing in front of black, white, and yellow balloons with a calm facial expression, wearing a checkered jacket and a cross necklace.
James Spingola's nonprofit Collective Impact told the California attorney general's office its organization did not have conflicts of interest. | Source: Courtesy Photo

Breed said she knew about Davis and Spingola’s relationship but remains committed to the Dream Keeper Initiative, which directs millions of dollars annually to support the city’s underserved Black communities. Board of Supervisors President Aaron Peskin, a candidate in the mayoral race to unseat Breed, has requested hearings about the scandal. Others have called for the FBI to investigate.

After auditing a random sample of transactions from the Human Rights Commission, the city controller’s office concluded in July that Collective Impact “is not properly monitored” by Davis’ department.

In a statement to The Standard, the mayor’s office said the Dream Keeper Initiative is “actively under independent review by the Controller,” and new program spending has been paused.

‘It is very difficult to defend this’

Conceived in 2020 after the murder of George Floyd, Breed and Supervisor Shamann Walton pushed for the Dream Keeper Initiative as a way to boost economic opportunities among the city’s Black community, whose population has dwindled for decades. The city has budgeted nearly $300 million for the program. Advocates say it has increased Black homeownership, helped small businesses, and created opportunities for students at historically Black colleges and universities.

Yet there were signs that some Dream Keeper funds have not been managed effectively. In February, San Francisco moved to bar Dream Keeper recipient J&J Community Resource Center from doing business with the city after officials accused the nonprofit of trying to fraudulently bill some $100,000 in charges, including ineligible expenses like alcohol, cigars, and motorcycle rentals.

The Standard has found that another nonprofit, Both Sides of the Conversation, submitted invoices for Dream Keeper Initiative funds spent on expensive meals, liquor, and travel. 

Led by Jon Henry, Both Sides of the Conversation says its mission is to “increase mobilization of advancement in Black and Brown communities by providing a safe space for conscious dialogue concerning the needs, systemic barriers, resources, and remedies.” Formed in 2020, the organization has a podcast and provides mentorship to juveniles in the justice system. 

A smiling man in a light blue shirt raises his fist in a friendly gesture against a vibrant, colorful flower wall background.
Jon Henry, who leads the nonprofit Both Sides of the Conversation, invoiced Collective Impact for steakhouse dinners, liquor, and luxury travel. | Source: Obtained by The San Francisco Standard

In its 2021 contract with the city, Both Sides of the Conversation committed to convening “one-on-one conversations” to talk about race, provide a media outlet for local organizations to promote themselves, and host educational workshops with Dream Keeper Initiative organizations.

The Standard obtained invoices from Henry that were addressed to Spingola over a two-month period in fall 2023 as part of Both Sides of the Conversation’s project with the Dream Keeper Initiative called “Narrative Shift,” which intends to create “storytelling narratives for minority residents in the most underserved and underrepresented communities in San Francisco.” 

The city signed a $900,000 contract for the project using a fiscal sponsorship model, with money flowing from the Dream Keeper Initiative to Collective Impact to Both Sides of the Conversation. 

The invoices submitted by Both Sides of the Conversation include:

  • $3,443 for first-class flights: a round-trip ticket from Chicago to San Francisco, a one-way ticket from Chicago to San Francisco, and a flight from San Francisco to Washington, D.C.
  • $218 for a Blacklane “luxury chauffeur service” ride in Washington, D.C.
  • $281 at San Francisco’s Old Clam House for crab cakes, pan-roasted salmon, and wine. Only one person is noted on the receipt.
  • $1,420 at Kaliwa, a Southeast Asian restaurant in Washington, D.C. Tequila, bourbon, and wine account for $108 of the bill. 
  • $532 at Ruth’s Chris Steakhouse in Walnut Creek for three guests ordering $50 plates of seabass, lobster macaroni and cheese, crab cakes, and barbecued shrimp. The bill includes $74 for cognac. The invoice is labeled as an “event consultant dinner” but the physical receipt says “Boyd Birthday.” 
  • $307 at Chicago-based steakhouse STK.
  • $88 for one person at Afro-Caribbean restaurant Salamander in Washington. The bill includes tequila.
  • $256 for tickets to “Soul Train” in San Francisco. A Facebook photo of Henry that was reviewed by The Standard shows he attended the event. 

“From an ethical perspective, it is very difficult to defend this,” Santa Clara University’s Harrington said of Henry’s invoices. “Someone has to be responsible for that executive director.” 

A spokesperson from the controller’s office, which audits city spending, told The Standard that alcohol purchases are generally not reimbursable, and any exceptions must be approved by a department accountant. 

The image shows a receipt from Ruth's Chris Steak House totaling $442.46, listing food and drinks items, their quantities, and prices. Suggested gratuity rates are also present.
A bill obtained by The Standard shows that Henry invoiced for liquor on a bill totaling $532 after tip. | Source: Obtained by The San Francisco Standard

The Standard asked whether the Human Rights Commission made an exception allowing Both Sides of the Conversation to invoice alcohol. The department declined to answer that question or any others regarding the invoices for travel and dining, citing ongoing investigations of the department and its former director.

Business and first-class airfare also are not reimbursable by the city, according to its accounting policies, which allow for economy or coach fare.

When reached for comment, Henry told The Standard, “I don’t need to answer any questions” and hung up after being asked about the restaurant charges. In a Facebook post Saturday, Henry wrote, “We stand united against the Nazi media outlets that perpetuate hatred and political mudslinging targeted at our community and leaders. This coordinated attack on Black people is both real and prevalent, causing our community to suffer even more from marginalization, lack of access, and equity.”

Harrington explained that the fiscal sponsorship model means Collective Impact is likely responsible for overseeing the funding it provides to Both Sides of the Conversation and ensuring it’s spent in responsible ways. Collective Impact also benefited from the arrangement; the city allocated the group nearly $50,000 as a fiscal sponsorship fee to cover the cost of ensuring financial oversight of Both Sides of the Conversation.

Collective Impact under the microscope

Collective Impact’s board members did not respond to a list of questions about its disclosures with the state and Both Sides of the Conversation’s spending. A press inquiry with the California attorney general’s office went unanswered. Spingola, who declined an interview Tuesday when approached by a Standard reporter, is listed as the organization’s executive director.

Tony Brass, the attorney representing Davis, said in a statement to The Standard that the former city department head “has been placed under great scrutiny with many important facts being left out.”

“The parameters of her work and the criteria for approval of funds were truly left open ended and up to her own judgment,” Brass wrote. “This was precisely the situation she did not want, asking for a CFO to create those parameters and criteria year after year, with that request going unheard until very recently.”

A smiling man in a black puffer jacket and jeans stands next to a smiling woman in a green coat in an ornately decorated room with arched doorways in the background.
The Standard found that Spingola and former Human Rights Commission Executive Director Sheryl Davis shared a house. | Source: Courtesy Photo

Since the revelations of Spingola and Davis’ relationship, supporters of the Dream Keeper Initiative have protested what they perceive as unwarranted criticism against a program that has helped uplift the Black community. On Tuesday, about 40 people gathered to conduct a “silent protest” at the Board of Supervisors meeting, with some claiming the Dream Keeper Initiative scandals were being used to stir up unfair controversy against Breed during an election season.

In a speech made outside the Board of Supervisors chambers, Spingola described recent events as “political warfare” against the community.

Karen Clopton, who served as the chair of the Human Rights Commission until December, shared a similar sentiment with The Standard.

“I think what’s going on is that an anti-Black bias is very deep,” she said, adding that, in her view, there is an ongoing “effort to malign the current mayoral administration in this blanket, underhanded way [to] impact the elections.”

Reporting contributed by Joe Fitzgerald Rodriguez.

Gabe Greschler can be reached at ggreschler@sfstandard.com
Noah Baustin can be reached at nbaustin@sfstandard.com
Jonah Owen Lamb can be reached at jonah@sfstandard.com