We cannot build every variable into a set of buttons. The tool cannot see the shape the siding is in, or the three coats of something unknown a previous owner left behind, and those change a price. Some of it comes down to which button you pick.
So when you are between two, take the one that costs more. Needs repairs rather than good, the larger room rather than the smaller.
Guessing high is the safer direction to be wrong in, and safer for you rather than for us. If the number comes out higher than the house needs, you can ask us to look at it before you approve anything. If it comes out too low, the correction turns up later, after you have already made your decision on it.
Then ask us to check it. Tell us which ones you were unsure about and we will come and look. We are happy to revise, and that goes both ways.
Photos do not change the number the tool works out. They are for us: a photo is what somebody here looks at when we go through your proposal, so it is the quickest way for us to confirm the price is right, or to catch that it is not.
On an exterior they matter most. An exterior is the hardest job to describe with a set of buttons and the easiest one to get wrong from the answers alone. If you are going to add photos anywhere, add them there, and it is worth walking round with your phone before you start rather than in the middle of it.