The period from May 26 to June 2, 2025, marked a critical juncture for nonprofit organizations as they continued navigating unprecedented federal policy shifts and regulatory uncertainties. This analysis examines the ongoing impacts of Trump administration executive orders, emerging IRS compliance challenges, federal funding restrictions, and evolving human resources regulatory requirements. Key developments include continued federal funding freeze consequences, heightened scrutiny of diversity programs, new data privacy compliance obligations, and evolving employment law changes affecting nonprofit operations. Organizations face increasing challenges in maintaining operational stability while adapting to rapidly changing federal priorities that could fundamentally reshape the nonprofit sector’s relationship with government funding and regulatory oversight.