I am an experienced cyclist. I once did a 4500 mile tour over many hills and mountains carrying 60-70 pounds of gear. It was extremely difficult at times. When you get into long steep climbs you will see. Perhaps you are being underestimated because you are a woman. Who knows. You might take those hills easily. In my general estimation, having no knowledge of your physical capabilities, I would say it is too much weight for the Transam. Can it be done? Yes it can be done carrying 90 to 100 pounds of gear. However, there is a difference between a nice, reasonably easy, transcontinental cycling tour, and a grueling, difficult, grinding, laborious, tendon-tearing task. Perhaps you can do it. You must be the judge of your own abilities. I would not want to grind that kind of weight over all those hills. That is a very hilly route. The Atlantic route is really better suited for that kind of a load. Take the stock front chain rings and put them away. Get smaller chain rings.
This is my opinion. I wish you the best on your journey.