The Story Trump's billionaire Iran dealmaker: who is Steve Witkoff?
Jun 25, 2025
Louise Callaghan, Senior US Correspondent for The Sunday Times, delves into the controversial role of Steve Witkoff, a former property developer thrust into the diplomatic spotlight under Trump. The conversation reveals Witkoff's unique approach to diplomacy, prioritizing personal relationships. Callaghan discusses his involvement in complex negotiations concerning Iran, Ukraine, and Gaza, highlighting the ethical dilemmas of intertwining business interests with national security. The episode critiques the effectiveness of such an unconventional diplomatic strategy.
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Origin of Witkoff-Trump Bond
- Steve Witkoff first met Donald Trump as a young property lawyer when he bought Trump a late-night sandwich.
- This small act led to a decades-long friendship and Witkoff's rise to a key diplomatic role.
Witkoff's Unusual Diplomatic Role
- Steve Witkoff is one of Donald Trump's few close friends, elevated to a major diplomatic role after Trump's re-election.
- He manages highly sensitive peace and nuclear negotiations that most officials handle separately.
Witkoff's Iran Nuclear Deal Effort
- Despite Trump withdrawing from the Iran nuclear deal, Witkoff attempted to negotiate a new deal which stalled.
- His role grew crucial after recent missile exchanges and the fragile ceasefire between Iran, Israel, and the US.
