According to Michael Wolff's book "Siege: Trump Under Fire," Sean Hannity's net worth is estimated to be between $300 million and $400 million. Hannity has built his wealth through various ventures, primarily by investing in rental properties across the United States. This investment strategy has been a key element of his financial success since he became a top earner at his network.

Wolff recounts a lighthearted remark from Roger Ailes about Hannity potentially owning a significant amount of subpar real estate. Steve Bannon also joked about the demographics of Hannity's rental properties, highlighting the comedic banter surrounding Hannity's business endeavors. These anecdotes reflect both Hannity's financial acumen and the humorous perspective of his colleagues in the media industry.