As President Donald Trump tours the Middle East, the United States and Saudi Arabia signed a historic $142 billion arms deal that according to the White House was the largest defense sales agreement in history.

The Trump family’s business ties to the Middle East have more than tripled since the president’s first term in office, a CNN a tally of the deals has found – including a slew of new projects announced since he reclaimed the White House.

Investors eye more trade deals, updates from President Trump’s trip to the Middle East and fresh consumer inflation data after U.S. stocks soared Monday as investors celebrated major progress on U.S.-China trade talks.

A series of side deals by the U.S. administration is raising questions about how closely in sync the allies are over major challenges in the region.

President Donald Trump embarks Monday on the first major international trip of his second term – an opportunity to shore up relations with a trio of key Middle Eastern allies and prove his might as a dealmaker on the world stage.

Witkoff has embraced untraditional tactics and defied some conservatives as the administration seeks quick wins in the Middle East. Now his strategy is being put to the test.

Hamas says it will release an American-Israeli hostage held in Gaza later in the day. The Palestinian militant group said Edan Alexander would be freed on Monday as a goodwill gesture to the Trump administration.

The White House has called Trump’s visit a “historic return to the Middle East” but Israel is once again not on the itinerary.