There is no substitute of height, clear line-of-site and size does matter. The higher the frequency, the higher the loss. Amplifiers do not give you something that you didn't have already!
The first key to any reception is to get above obstructions that exist between you and your target, as radio frequency reception of any kind (satellite, microwave, Radio and TV) are for the most part "Line-of-Sight" dependent. The fact that some receptions occur without line of sight is due to phenomenon not applicable in this discussion. As you increase your target distance, you increase the territory you must account for in maintaining line-of-sight.
What tall building and air traffic exist in this corridor, no one can account for. Aircraft are very good at messing up reception for a number of reasons, even when flying way above the path, again removed for clarity in this discussion. Height, is therefore key in optimizing your ability to capture the best line-of-sight possible to your target. The Roof of any Building of Home provides a Logical Platform of Height in which Line-of-Sight is more likely to occur, or from which, more height can easily be obtained.
Roof Base Mounts for Antenna Mast Poles are not centered upon a stake or fixated solely by the Down Guy Wires (keeping in mind there is no wall to bracket to) and therefore require a mechanical connection through the shingles, tiles, etc., past the vapor and weatherproof barriers to the structural load-bearing components that lay beneath. This attachment is usually made by means of lag screws and the watertight barrier is sealed with a pitch-pad between the base and shingle in which the lag screw will perforate and fixate.
Most Roof Mounts for Antenna Mast Poles these days are flexible enough to accommodate mounting on a Flat, Pitched or Peaked Roof location. Imagine a cup with two double jointed hinged feet with one on each side and you get the idea. This allows for the Antenna, Antenna Mast and Down Guy Wires to all be lowered and raised together even after the base mount being secured to the roof. The Universal style Cups may actually be a clam with two pieces squeezing the bottom of the mast pole via screws that draw to two pieces together. The cup style may come in a variety of diameters to accommodate a specific range of mast sizes then secured by set screws. It is important to note that as in the case of the Ground Base Mounts, No Base is "Freestanding" or "Self-Supporting" and rely on a combination of brackets and down guy wires to keep the mast pole in place and the antenna on target. The down guy wires then have to attach to another structural load-bearing component of the roof at several locations by means of round-eye lags, bolts and screws. The Pattern of down guys is 3 or 4 way. 3 way mostly used on the ground with 4 way mostly used on home roofs with a guy going to each corner.