| 2019 | ||
| January 2 | TR Writing Services founded | |
| January 13 | Published Peggy Sheppard’s first book, Down by the Sea | |
| 2020 | ||
| February 19 | Publication of World of Jacob by R. Frederick Riddle | |
| February 21 | Publication of Haney Place Secrets by Tess Riddle | |
| June 25 | Launch of TR Writing Services Custom Plans | |
| August 31 | Pre-Launch of Trump An Outsiders View by R. Frederick Riddle | |
| September 1 | Launch of TR Writing Services newsletter Author Alerts | |
| September 12 | Client Terry Miller publishes his book The Learning Process Resolved | |
| September 19 | Publication of Trump An Outsiders view | |
| October 19 | Joined Parler (open speech social media platform) | |
| October 20 | Began posting Covid-19 response timeline |
