Tom Trento and The United West have faced IRS scrutiny and investigations regarding their tax-exempt status as a 501(c)(3) nonprofit, including allegations of political activity and improper use of funds that could jeopardize the organization's status. While no formal legal action has been taken, Trento has publicly disputed these claims, accused the IRS of political bias and targeting conservative groups—particularly those focused on counter-jihad efforts—and challenged the agency over its probes into their nonprofit activities.

In 2012, the Clarion Project faced complaints to the IRS alleging that its activities violated the terms of its tax-exempt status as a 501(c)(3) organization. Critics argued that Clarion's political advocacy and distribution of partisan materials during elections constituted prohibited campaign intervention. The IRS did not take public action on the complaints.

Barre Seid's $1.6 billion transfer to Marble Freedom Trust may have triggered an IRS review or challenge to determine whether the transaction complies with tax-exempt status requirements for 501(c)(4) organizations, particularly regarding political activity and private benefit rules. The IRS received complaints alleging that the trust, funded by this donation, violated tax laws by operating as a political entity rather than a legitimate 501(c)(4) nonprofit, with the complaints specifically arguing that its activities constituted illegal campaign intervention.

Leonard Leo and his affiliated organizations, including his network of nonprofits such as Marble Freedom Trust and The 85 Fund, have repeatedly challenged IRS investigations into their tax-exempt status, alleging political bias and overreach. The IRS has scrutinized these networks for potential violations of rules governing political activity by nonprofits, particularly with respect to regulations for 501(c)(3) and 501(c)(4) entities. Watchdog groups and congressional investigators have raised concerns that these organizations may be operating in violation of IRS regulations, especially regarding political activity and donor transparency.

IRS-CI agents specifically tracked the flow of physical currency and the 1.5% to 3% fees charged by Pollack's unlicensed business.

IRS-CI agents worked alongside the FBI to trace the untraceable cash and the 1.5% fee structure used by Weiss to move hundreds of thousands of dollars.