Boopear A large part of why Hillary lost was threefold: 1- Democratic voter apathy (no one thought Scrotus had a ghost of a chance), 2- the failure of another candidate (cough, Bernie, cough) to swiftly and strongly urge his supporters to rally behind her when he lost the nomination, and 3- Hillary's failure to recognize the importance of the Mid-western 'swing state' voters. She didn't cultivate them as she should have and Scrotus made a huge point of visiting them.
Any of the 3 (or all of them) could easily happen again. So it's not so much about Scrotus expanding his base as it is about keeping them all corralled and not losing any of them. If any of the 3 reasons Hillary lost are repeated we could unfortunately end up with 4 more year of disaster.
Oh, and 4-Russian hacking.