NEWS

Contribution of the Week: $25,000

Online casinos give big to AG Dan Rayfield.

Dan Rayfield (WW Staff)

How much? $25,000 across two contributions

Who got it? Oregon Attorney General Dan Rayfield

Who gave it? LuckyLand ($10,000) and FanDuel ($15,000)

Why does it matter? You won’t see his name on the November ballot, but Rayfield continues to rake in campaign contributions, which total more than $601,000 for 2026.

Oregon campaign finance records show Rayfield received contributions on Sept. 25 from both LuckyLand, a sweepstakes-style online casino, and sports-betting prediction market FanDuel. The national mood on online gambling appears to be souring somewhat, with Republican and Democratic lawmakers across the country cracking down.

Gambling, online or otherwise, is illegal in Oregon unless sanctioned by the Oregon Lottery, with several exceptions. And neither LuckyLand nor FanDuel is authorized, according to an Oregon Lottery spokeswoman. (Currently, the state’s only authorized digital lotto game is a sports betting platform operated by DraftKings.)

States from coast to coast—including California, New Jersey and New York—have taken action against “sweepstakes”-style betting sites like LuckyLand, which skirt gambling laws through the use of virtual coins risked in place of actual currency. And states like Ohio, Maryland and Massachusetts have aggressively curbed sports betting sites FanDuel through higher taxes, legal rollbacks, and caps on maximum bets.

In August, WW reported online prediction market Kalshi had given Rayfield $12,500 as it hired two prominent Oregon lobbyists. The private financial market, which has been heavily targeted by state regulators around the country, followed that up last month with a further $12,500 contribution to Rayfield.

What Rayfield says: The AG is serving his first term and is up for reelection in 2028. In his brief time in office, he has emerged as a major legal foil to the second Trump administration, filing more than 80 pieces of litigation against the president’s executive orders and actions. Rayfield has not yet announced if he’ll seek reelection or possibly run for governor in 2030.

Through a spokesman, Rayfield declined to discuss plans for either reelection or a run for the governor’s office in 2030.

“The ’28 election is more than two years away, and AG Rayfield is focused on doing the critical work of being attorney general,” says spokesman Ben Unger, who added that campaign contributions don’t impact how Rayfield leads the Department of Justice.

Many of Rayfield’s recent donors are large out-of-state corporations like Pepsi ($13,000), DirectTV ($5,000) and Home Depot ($5,000).

Garrett Andrews

Garrett Andrews is WW’s general assignment reporter. Over two decades as a journalist, he’s covered a hodgepodge of content areas—crime in Bend, the Roseburg art scene, Oregon’s construction industry, among others. He’s an adjunct professor of political science at Portland Community College where he teaches courses on American Government. Go Cougs.

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