Jennings is a Fellow in the Orton-Gillingham Academy (OGA) and has served as the Fellow of Record for Training and Instruction at Greengate at The Randolph School since 2021. At Greengate, she oversees therapists and develops curriculum to help reinforce the Science of Reading throughout the school day for a neurodiverse population. Jennings trains teachers in the Orton Gillingham Approach and creates dynamic trainings for classroom teachers in the Science of Reading, and is also trained in RAVE-O and Lindamood-Bell Visualizing and Verbalizing.

After graduating from Vanderbilt with a Masters in Special Education in 2005, Jennings worked for ten years as a classroom teacher working with children with special needs. She worked at The Marcus Autism Center and The Schenck School. In her private dyslexia therapy practice, Jennings works with students ages 5-18 of all abilities to develop reading, math, written expression, and language skills. She has also coached students with language-based learning disabilities who are preparing for the ACT/SAT. 

As a teacher trainer, Jennings leads workshops and Academy Accredited trainings in the traditional Orton-Gillingham approach to reading and writing, Orton-Gillingham based Multi-Sensory Math and extending traditional reading and language instruction to reach a diverse population. Jennings has presented on various topics at OGA Annual Conferences, Georgia Independent Schools Association Conference, and the International Dyslexia Association Southern Regional Conferences, and she offers prescriptively tailored trainings for various unique learning communities.