Key Takeaways:
- President Trump is defending his special envoy, Steve Witkoff, after a leaked recording appeared to show him coaching a Russian official on how to sell Moscow’s terms to end the war with Ukraine to the U.S. president.
- Witkoff has a long friendship with Trump, dating back to a chance encounter at a New York deli, and has been involved in various roles, including handling sensitive matters and fundraising for Trump’s campaign.
- Witkoff’s approach to negotiations involves putting himself in the shoes of the other person and trying to find a deal that works for everyone, but experts question whether this approach is suitable for complex geopolitical issues like the war in Ukraine.
- The controversy has raised concerns about Witkoff’s lack of experience and potential bias towards Russia, with some critics arguing that he is not looking for a balanced deal but rather carrying water for Russia.
- Trump has dismissed concerns about Witkoff’s actions, saying that he is a "special guy" and a skilled dealmaker.
Introduction to the Controversy
President Trump is facing criticism over his special envoy, Steve Witkoff, after a leaked recording appeared to show him coaching a Russian official on how to sell Moscow’s terms to end the war with Ukraine to the U.S. president. The recording, which was obtained by Bloomberg, has sparked concerns about Witkoff’s role in the negotiations and his potential bias towards Russia. Trump has defended Witkoff, saying that he is a "special guy" and a skilled dealmaker who is simply doing his job.
The Friendship Between Trump and Witkoff
The relationship between Trump and Witkoff dates back to a chance encounter at a New York deli in the early 1980s. Witkoff has said that he was impressed by Trump’s confidence and business acumen, and the two men have remained close friends ever since. Witkoff has been involved in various roles, including handling sensitive matters and fundraising for Trump’s campaign. He has also been a vocal supporter of Trump, speaking at the Republican National Convention and defending him in the media.
Witkoff’s Approach to Negotiations
Witkoff’s approach to negotiations involves putting himself in the shoes of the other person and trying to find a deal that works for everyone. He has said that he believes in finding common ground and building relationships, rather than relying on confrontation or aggression. However, some experts have questioned whether this approach is suitable for complex geopolitical issues like the war in Ukraine. Don Peebles, a real estate entrepreneur who has dealt with Witkoff in the past, has said that Witkoff is a skilled negotiator who is able to find creative solutions to complex problems.
The Challenges of Negotiating with Putin
Negotiating with Russian President Vladimir Putin is a notoriously difficult task, and even experienced diplomats like Henry Kissinger and James Baker have struggled to make progress. Aaron David Miller, a former negotiator and analyst, has said that negotiating with Putin requires a combination of incentives and disincentives, as well as a deep understanding of the complex geopolitical dynamics at play. Miller has expressed skepticism about Witkoff’s ability to succeed in this role, given his lack of experience and potential bias towards Russia.
The Implications of the Controversy
The controversy surrounding Witkoff has raised concerns about the Trump administration’s approach to foreign policy and its relationships with key allies and adversaries. The leaked recording has sparked criticism from lawmakers and experts, who argue that Witkoff’s actions are not in the best interests of the United States or its allies. The controversy has also highlighted the challenges of negotiating with Putin, who is known for his tough and unpredictable approach to diplomacy. As the situation in Ukraine continues to unfold, it remains to be seen whether Witkoff will be able to succeed in his role and find a peaceful resolution to the conflict.

