Trump deal delivers $420 million windfall for wondering dealmaker

By Anirban Sen and Jessica DiNapoli (Reuters) – A merger with former U.S. President Donald Trump’s new social media venture has delivered a potential windfall of $420 million for a former finance executive who has been trying for a decade to reinvent himself as a serial dealmaker. Benessere Capital CEO Patrick Orlando’s stake in Digital World Acquisition Corp, the Miami-based blank-check acquisition firm he is leading, was worth $423 million on Thursday after his deal to merge Trump Media and Technology Group was announced, according to a regulatory filing and Reuters calculations. Orlando invested only $3 million in Digital World,