Good morning. From Venezuela to Iran, demonstration and dissent reign. More on that below, as well as revisiting the WE Charity scandal and the weekend’s trips to outer space. Let’s get to it.

The latest: U.S. President Donald Trump said on the weekend that no more Venezuelan oil or money will go to Cuba. He suggested the long-time U.S. nemesis should strike a deal with Washington but provided no details. Cuban President Miguel Diaz-Canel rejected the threat, suggesting the U.S. had no moral authority to force a deal on Cuba.

What’s next: Venezuela’s regime remains in place, but those who are part of an exiled opposition are assessing how they can work their way back and laying plans for how they can reshape the country.

Analysis: The nation of Simon Bolívar once believed oil would be its new liberator. Instead, it ruined them. Venezuelan exceptionalism has met its long-expected demise, writes Doug Saunders.

On business: Trump’s manoeuvres in Venezuela are creating a heightened geopolitical risk for Canadian businesses in the region.

On the ground: From the mountain metropolis of Bogotá, Colombians and Venezuelans reflect on Maduro’s fall in Caracas and worry what will come next.

The latest: Protesters flooded the streets in Iran’s capital and its second-largest city over the weekend. A crackdown on the countrywide demonstrations has killed at least 490 people and even more are feared dead, activists said. With the internet down and phone lines cut off, gauging the protests from abroad has grown more difficult.

What’s next: Tehran warned that the U.S. military and Israel would be “legitimate targets” if America uses force to protect demonstrators. Trump and his national security team have been weighing a range of potential responses against Iran including cyberattacks and direct strikes by either U.S. or Israel, according to two people familiar with internal White House discussions.

At home: Demonstrations were also held in several Canadian cities yesterday as Iranian Canadians speak out.

Timeline: What started as voicing frustration in an economic crisis has turned into anti-government anger. Read about the protests in Iran and how they grew.

The latest: After long opposition, the dynamic between the recorded-music industry and AI companies has started to warm up. The sector’s biggest companies have been settling legal battles with AI services and have even begun licensing their recording and publishing catalogues to them – yet many musicians continue to see AI as an existential threat to human expression.

What’s next: Canada’s songwriting royalty-collection organization, SOCAN, is in the early stages of wrangling with the messy output that AI generates, and the extent to which humans are involved. “We did this with digital. We’ve seen this with every single new tech. Things start slow; they start experimental,” said Jennifer Brown, SOCAN’s chief executive.