Because of that, you need to be very familiar and comfortable with the command line. Or you can install a desktop environment. In my opinion, this is the single easiest way to make Ubuntu Server easier, especially if you're relatively new to Linux. Having a GUI desktop will strip away the fear of having to use the command line, because you'll have plenty of apps to use (such as the file manager, user manager, GUI app store, and much more).
Leave it to the Linux community to come up with something that no other operating system can do. It happens all the time, and the creativity and ingenuity of these developers never cease to amaze me. Such is the case with a new desktop environment called Orbitiny. The goal of this new desktop, which has been built from scratch using Qt and C++, is to be both familiar and unique.