The "energy" graph has two tabs: The first tab tracks you energy usage (or generation if going downhill) over your past 5, 15 and 30 miles. It also displays your consumption in wh/mile over the distance that you select. Don't flip when you start a long ascent and the graph shows an estimate of 65 miles left, this is just contemporaneous information and will soon increase as you reach the summit or the climb levels off.
The tab next to the energy graph is the trip estimator. It only works when you activate your next destination on the navigation screen. You can activate the destination after plugging in, or after you return but before resuming your journey. (I do it both times to give me a feel for how long I need to charge.) The navigation screen will show a miniature battery at the bottom of the navigation pane to the estimated battery reserve. Red means <7% battery reserve; yellow means 8-20%, and green means >20%. It also reflects the percentage as a whole number. You can then switch to the trip tab on the energy screen to see a graph of estimated consumption to reach your next stop.
It is important to realize that as of today's software, the estimated battery reserve only takes into effect elevation gains and losses and average driving speeds for the roads selected. It does not factor in current weather or highway conditions. If the roads are clear and there is little wind and no precipitation and your driving habits are "average," then the estimated reserve is pretty darn accurate. However, it does factor in current conditions and driving habits once you are underway. Because you are going to be new to all of this, I suggest that you audit your reserve periodically by viewing the the estimated reserve graph and compare the updated information to the initial calculation. You can then adjust your speed up or down to reflect this contemporaneous data.
My true story had me driving west across Kansas in May. It was 143 miles from Hays to Goodland. I left Hays with 94% battery, and the trip tab indicated that I would arrive with about 32%. There is a 1600-foot elevation gain that the software included in this calculation. However, the wind was blowing up to 35-40MPH from the northwest, so I figured that I would start out on the interstate at 62 instead of 70. After 15 miles, the estimated reserve was already down to 18%. I kept reducing my speed every 5 miles until it flattened out when I was going 48MPH! I kept my speed at 48 until I was 12 miles from the Supercharger, and I had a 12% reserve estimate. Then, I ramped it back up to 75, and made it with 7%.