I expect this president to keep economic and diplomatic pressure on the elite and take advantage of the current situation to push for real real change, hopefully democratic elections monitored internationally and where multiple parties are allowed, not just the communist one like now, or , hopefully democratic elections monitored internationally and where multiple parties are allowed, not just the communist one like now, or (hopefully democratic elections monitored internationally and where multiple parties are allowed, not just the communist one like now) or a toppling of the dictatorship.
Unfortunately, Obama threw them a lifeline after the collapse of Venezuela and extended the regime's grasp on power for many years. Socialist Obama was the worse thing that could have happened to Cuba right during the perfect time when Venezuela, the only lifeline they had collapsed. Hopefully Trump will negociate real change from a position of power rather than give everything away for nothing in return like democracy traitor Obama did.