US President Donald Trump administration’s decision to engage in direct dialogue with Hamas in Doha marks a significant departure from decades of U.S. diplomatic precedent. For years, the United States has adhered to a strict policy of refusing to negotiate with terrorist organizations, recognizing that doing so risks legitimizing violent actors, incentivizing future hostage-taking, and undermining broader counterterrorism efforts. Yet, in an unprecedented move, Presidential Hostage Envoy Adam Boehler is now sitting across from Hamas representatives, engaging in discussions with a group responsible for some of the most heinous acts of terrorism in recent history.
Sources in the US have told this journalist that Trump administration consulted with Israel about the possibility of engaging with Hamas, but the truth is that according to informed sources in Israeli intelligence, Israel only learned about aspects of the talks through other back channels. This suggests a degree of caution, if not skepticism, on Israel’s part regarding the negotiations. Given Israel’s long-standing policy of refusing to recognize or negotiate directly with Hamas, the revelation that it was not fully informed about certain aspects of the talks highlights the sensitive nature of the U.S. decision.
This engagement is not just a tactical maneuver but a stark reflection of the complexities of modern geopolitics. The paradox of negotiating with terrorists is well known: the immediate imperative to save lives must be weighed against the long-term consequences of emboldening those who would take more lives in the future. Nowhere is this dilemma more apparent than in the case of Yahya Sinwar, the Hamas leader who orchestrated the October 7, 2023, massacre in Israel. Sinwar himself was released by Israel in 2011 as part of a prisoner exchange—one Israeli soldier in return for over 1,000 Palestinian prisoners, many of them convicted terrorists. His release did not lead to peace or reconciliation; instead, it reinforced the effectiveness of Hamas’s tactics, ultimately culminating in one of the deadliest attacks against Israeli civilians in history.
Historically, democratic governments have faced difficult choices when dealing with terrorist groups that take hostages. The immediate instinct is to secure the safe return of their citizens, but past examples show that concessions often come at a heavy cost. The 2011 Gilad Shalit prisoner swap, which led to the release of Sinwar, is a cautionary tale. While it brought a kidnapped Israeli soldier home, it also freed a key Hamas leader who would later mastermind an attack that left over 1,200 Israelis dead.
Other examples reinforce this pattern. In the 1980s, the Reagan administration was caught in the Iran-Contra affair, secretly negotiating with Iran—another U.S.-designated terrorist state—to secure the release of American hostages in Lebanon. The deal not only damaged U.S. credibility but also failed to prevent further kidnappings. Similarly, European nations that have paid ransoms to terrorist groups such as al-Qaeda and ISIS have inadvertently funded further violence.
The fundamental issue is that terrorist organizations view hostage-taking as a strategic tool. Every successful negotiation, whether it involves the exchange of prisoners or the payment of ransom, reinforces the effectiveness of their tactics. For groups like Hamas, which thrive on asymmetric warfare and psychological leverage, each concession strengthens their position.
Hamas’s strategy is clear: by taking hostages, they force world powers to the negotiating table, extract concessions, and prolong their survival. If these negotiations lead to a substantial prisoner exchange, similar to 2011, it could set the stage for future kidnappings and terrorist attacks. Hamas will have every incentive to repeat the cycle, knowing that Western governments will ultimately engage when their citizens are at stake.
Additionally, engaging with Hamas risks undermining America’s closest allies in the region. Israel has made it clear that its primary objective is the complete defeat of Hamas, and any deal that allows the group to regroup or rearm could jeopardize Israeli security. Moreover, regional players such as Egypt and Saudi Arabia—both of whom view Hamas as a destabilizing force—may interpret U.S. engagement as a softening of its anti-terrorism stance, potentially straining diplomatic relations.
The Trump administration’s engagement with Hamas in Doha is a high-stakes gamble with profound implications. While the humanitarian imperative to save hostages is undeniable, history has shown that negotiating with terrorists carries long-term risks that cannot be ignored. Yahya Sinwar’s return to power after his 2011 release is a stark reminder of what happens when short-term concessions fuel future violence.
If the U.S. chooses to engage with Hamas, it must do so with a clear-eyed understanding that any agreement is a temporary necessity, not a shift in strategy. The ultimate goal must remain the complete defeat of Hamas and the dismantling of its terrorist infrastructure. Anything less risks repeating the mistakes of the past, ensuring that the cycle of terror, hostage-taking, and violence continues.
