The new trailer is working out great! It is much more stable and easy to load. Be sure to check out Tony’s Trailers if you haven’t already!
Here’s a picture of it loaded up it’s first week in use:

I’ve modified my route a bit now that I’m going through Santa Margarita again. I’m calling it Route 1a. I’ve made 1.5 trips with the new trailer so far, about 66 miles total. I made this handy graphic to help illustrate the epicness of the journey:

Coming soon: an electric motor kit for my bike! I’m very excited, hopefully it will make this project much more feasible. Also they are ridiculously fun, another item I strongly believe that everyone should own. More details to come, stay tuned!