In July of 2018, as the National Rifle Association was in the throes of a financial crisis, a half-dozen of the organization’s accountants produced a document detailing what they believed to be the most egregious issues that needed to be addressed by its audit committee—a small group of N.R.A. board members tasked with conducting fiscal oversight.

The accountants’ one-and-a-half-page memo, titled “List of Top Concerns for the Audit Committee,” details a range of questionable transactions and business arrangements involving several top N.R.A. venders and executives. It offers new details on the financial mismanagement occurring inside the organization, which had been laid out in an earlier, handwritten memo, dated to July 12th and compiled by Emily Cummins, who was then the N.R.A.’s managing director of tax and risk management.

Last month, The Trace and The New Yorker reported on the July 12th memo’s damaging contents, along with a broad array of other revelations culled from public and internal records. Since then, Letitia James, the attorney general of New York, where the N.R.A. is chartered, has opened an investigation into the organization’s tax-exempt status.

As the depths of the gun group’s fiscal problems have become public, its leadership has attempted to blame Democratic politicians and overzealous regulators for throwing it into a dire financial state. Last month, the N.R.A. also blamed Ackerman McQueen, a public-relations firm that, for almost four decades, has meticulously crafted the organization’s identity and placed the N.R.A. at the vanguard of the culture wars. The N.R.A. filed a lawsuit accusing Ackerman—historically the gun group’s most expensive vender—of engaging in deceptive business practices. (Ackerman has disputed the lawsuit’s allegations, contending that it was transparent in providing the N.R.A. with “every single piece of information” that the organization requested.)

This story was published in partnership with The Trace, a nonprofit news organization covering guns in America.

The N.R.A.’s relationship with Ackerman seems to be the most prominent example of an organizational culture that is marked by secrecy, self-dealing, and greed, and has cost the N.R.A. hundreds of millions of dollars through bloated payments, lavish deals, and opaque financial arrangements. The memo to the audit committee appears to show that the N.R.A.’s troubles stretch beyond its dealings with Ackerman. It suggests new examples of unexplained spending, weak oversight, mismanagement, and conflicts of interest among members of the N.R.A.’s senior management.

“As previously stated, the N.R.A. has serious concerns about the accuracy of this reporting and The New Yorker’s sources,” William A. Brewer III, a lawyer who represents the N.R.A., wrote. “Of course, we cannot comment on privileged communications or personnel matters—especially in response to out-of-context assertions.” He added, “This ‘report’ is obsolete and misleading. The N.R.A. has a conflict-of-interest policy, and the audit committee reviews all related-party transactions, when appropriate.” The organization, he said, “strives to comply with all applicable regulations.”

One of the senior N.R.A. executives mentioned in the audit-committee memo is Woody Phillips, who served as the organization’s treasurer and chief financial officer for twenty-six years before retiring, in 2018. The document states, without explanation, that the N.R.A. had made “payments” to Phillips’s “significant other.” Brewer challenged the accuracy of the assertion. “Payments were not made to any ‘significant other’ of the N.R.A.’s former C.F.O.,” Brewer wrote. “The N.R.A. hired an I.T. consulting firm with links to a social friend of Mr. Phillips. That firm was interviewed and vetted by the N.R. A.’s I.T. department, and its engagement was reviewed and approved by the audit committee.”

The accountants described invoices submitted by several venders and paid by the N.R.A. as “vague and deceptive.” One questionable arrangement involved Associated Television International, a television-production company. From 1998 to 2014, A.T.I. produced a crime-reënactment show called “Crime Strike,” which featured the N.R.A.’s executive vice-president and C.E.O., Wayne LaPierre. According to the accountants, the N.R.A. paid A.T.I. “$1.8M for rental of a house” belonging to David McKenzie, A.T.I.’s president. The accountants do not say who rented the home, why the N.R.A. covered the rental at such an enormous cost, nor what, if anything, was “deceptive” about the bill.

Michael Donaldson, A.T.I.’s outside counsel, confirmed that the company sent the N.R.A. “seven invoices” concerning the house, which added up to “almost $1.8 million.” He went on, “The invoices in question were all for refurbishing episodes after completion of the original episodes of ‘Crime Strike,’ ” adding, “the invoiced amounts include not only the house but also various production-related items such as lights, props, and some crew.” Donaldson told me that A.T.I. has “stopped rendering services for the N.R.A. for some time.” “In fact,” he said, “they are now focussed on working on an independent documentary called ‘Inside the N.R.A.’ ”

Brewer, the lawyer representing the N.R.A., said that the audit committee is “addressing those issues” and that the N.R.A.’s “long relationship with A.T.I.” has “resulted in significant benefits for the Association and its members.” Brewer added, “As is true of all such relationships, it is a subject of ongoing review by the N.R.A.”

Other payments questioned in the memo involved Membership Marketing Partners, a fund-raising contractor. In 2017, the N.R.A. paid the firm nearly twelve million dollars. The Trace and The New Yorker previously reported that, in the same year, the N.R.A. paid almost eight hundred thousand dollars for “fundraising counsel” to a firm called Allegiance Creative Group. According to North Carolina state filings, at least ten of Allegiance’s fifteen employees and executives also work at Membership Marketing Partners; one such executive is Gurney Sloan, who serves as the president and C.E.O. of both companies. According to the accounting memo, “MMP bills violate contract stipulations,” though it does not specify which stipulations.

In addition, the memo drew attention to “senior management override of internal controls,” which led to violations of “accounts payable procedures” and “HR policy,” including “hiring of staff without HR knowledge.” It names four executives who, at the time, were receiving “reimbursement of expenses relating to apartments and living expenses beyond HR Policy Manual stipulations and on a permanent basis.” The N.R.A.’s accountants added that there was “no contract to support the reimbursement request,” which the four individuals continued to claim as a “relocation expense.” The executives named include Doug Hamlin, the N.R.A.’s executive director of publications; Eric Frohardt, the director of education and training; Joe DeBergalis, the executive director of general operations; and Josh Powell, LaPierre’s chief of staff.

Andrew Arulanandam, the N.R.A.’s managing director of public affairs, said that the organization “has, at times, made such accommodations for employees who travel extensively for their jobs.” He added, “The practice of providing such accommodations is approved by N.R.A. leadership and is not uncommon for an organization the size of the N.R.A.”

James Fishman, an expert on nonprofit law and a co-author of “New York Nonprofit Law and Practice: With Tax Analysis,” said that the housing payments, along with the other arrangements described in the memo, suggested “that senior people at the N.R.A. are using the organization for their own private benefit.” He said, “That is against the law. The nonprofit is supposed to serve a public purpose, not a private purpose.”

The N.R.A. hired Powell in 2016, after he ran two high-end clothing catalogues that catered to wealthy outdoorsmen. Businesses that had worked with Powell sued him on at least twenty occasions, alleging unpaid bills totalling more than four hundred thousand dollars. Powell served as the N.R.A.’s executive director of general operations for roughly two years, until this past December. The organization’s 2017 tax filings revealed that Powell had racked up more than a hundred thousand dollars in personal expenses—including a housing allowance—paid by the N.R.A. In December, 2018, Powell, who is not an attorney, was promoted to “senior strategist” on the N.R.A. legal team that sued Governor Andrew Cuomo and the New York Department of Financial Services that spring.