Problem #1. Democratic Socialism is almost certain to fail. The best example of this is what happened to President Allende of Chile in the 1970s, every time a socialist is elected there will be powers that cause their assassination and/or overthrow.
Problem #2. Democratic Socialism has ethical issues with maintaining the current system during reform. Many argue that as long as the institutions of liberal democracy remain the same, socialism and by extension communism will be impossible.
Problem #3. If you were to stabilize Democratic Socialism and if that Democratic Socialism were to actually establish socialism, then there would be the problem of maintaining bourgeoise crimes under socialism. There is no practical form of enforcement for right wing oppressors under Democratic Socialism.
Problem #4. This is primarily for liberal socialists such as anarkitties but it is still a problem that needs to be mentioned. Democratic Socialism is simultaneously too authoritarian for liberal socialists and too revisionist for MLs. It often makes temporary unity but that unity simply cannot last. Anarchists want pure communism right now and will fight other revolutionaries to get it, MLs are too closely associated with Nationalistic movements to try to maintain liberal democracy. DemSocs make enemies of the whole left but damnit we aint gonna let fash bash them tho. Just cause we dont like ya dont mean ya aint one of us.