With less than two weeks until Election Day, President Trump is escalating a strategy of conditional promises, offering a growing list of policy rewards and financial incentives to voters if Republicans capture Congress. The pledges range from a $5,000 “Trump dividend” check to every American adult to niche policy changes and disaster relief, all tied to GOP victories in key races.

At rallies, Trump has repeatedly linked specific outcomes to electoral success. In Kansas, he said he would allow year-round sales of E15 gasoline (a blend with 15% ethanol) if Republican Senator Roger Marshall wins reelection. In North Carolina, he tied the long-delayed Camp Lejeune toxic water settlements to GOP victories, warning, “If we don’t win, there’s no money.” In Kentucky, he promised a $100 million investment in pharmaceutical firm Antheia to revitalize a facility. In Ohio, he dangled “very strong” consideration for a Space Force Academy if Republican Jon Husted defeats Democrat Sherrod Brown.

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The promises have drawn sharp criticism from Democrats and some Republicans, who question both their legality and their effectiveness. A former White House official said, “The problem that Trump faces right now is that no one believes him on ending the war, on lowering prices, on giving away money. None of it. I’m not sure if it is hurting Republican candidates, but it certainly isn’t helping.”

A Republican strategist expressed similar concerns, noting, “There’s a fine line with promoting what you’ve done for a district versus having it appear as a quid pro quo or worse.” The strategist added, “Personally, for me, I don’t like it.”

Legal experts, however, say the promises are not vote buying. Michael Kang, a law professor at Northwestern Pritzker School of Law, explained, “There’s no vote buying problem with that. That’s just like saying, if you vote for us, we’re going to pass tax cuts and everyone’s going to get money back.”

The White House dismissed criticism. Spokesman Davis Ingle said in a statement, “The doomers and naysayers have consistently doubted President Trump: when he pledged to create the historic Trump Accounts, lowered prescription prices with Most Favored Nations, secured the border with no crossings, cleaned up our streets, ended taxes on tips, grew real wages, renegotiated broken trade deals, and reshored key manufacturing back to the United States.”

Trump unveiled the $5,000 dividend plan last month at the Republican Midterm Convention in Dallas, making it contingent on GOP wins and requiring the money be spent domestically. Senator Bernie Moreno (R-Ohio) said he would introduce legislation to implement it immediately after the election.

Democrats have seized on the conditional nature of these offers. Wisconsin Governor Tony Evers wrote on X, “Wisconsinites will believe it when we see it,” after Trump promised disaster aid to the state if Republican Tom Tiffany wins. Evers called the move “Complete and Total Bulls—.”

Trump’s approval rating has tumbled to a record low of 33% in a recent Washington Post-ABC News-Ipsos poll, with 66% disapproving. High costs and the Iran war have weighed on the GOP, making these promises a gamble. Elaine Kamarck, a senior fellow at the Brookings Institute, said, “We’re facing an extraordinarily cynical electorate, so it’s hard to imagine that any of this works.”

As the midterms approach, Trump’s strategy of transactional politics is being tested. Whether these promises will mobilize voters or backfire remains uncertain, but they have become a defining feature of the final stretch. Meanwhile, internal GOP tensions over campaign tactics and GOP midterm anxieties continue to simmer. Trump’s fuel policy moves and his defense of controversial ads have added to the electoral drama.