Mikhail Gorbachev has died

The United States didn't do enough to help Russia transition to democracy in the 1990s. There was no "Marshall Plan" after the Cold War like there was after World War II. This was a huge mistake, and we see the consequences now, with Russia having turned back toward totalitarianism and imperialism. Sadly, it seems that Gorbachev's efforts were mostly for naught. But it was courageous at the time to open up the Soviet Union to glasnost and perestroika.

Of course Yeltsin was a big part of the problem too.

If you study geopolitics and history, you might come to the conclusion that Russia was never going to be a democratic ally of the West regardless of how much economic aid they were given.

Russia at the end of the cold war had geopolitical imperatives such as a warm water ports, buffer states and desire for Russian hegemony that would have existed regardless of their economic state. They also have a long, long history of authoritarianism.