Caitlyn waxay ku biirtay VLP Oktoobar 2021 sidii CELHP Xeer Ilaaliyaha Guriyeynta waxayna u gudubtay Qareenka Guriyeynta HILA Janaayo 2022. Maajo 2022, Caitlyn waxaa loo shaqaaleysiiyay sidii VLP Housing iyo Appeals Attorney. Bishii Juun 2023, Caitlyn waxay ka guurtay Qaybta Guryaha una gudubtay Qaybta Macmiilka oo hadda waa Qareenka Shaqaalaha VLP Macmiilka iyo Racfaanka. Caitlyn waxay JD ka heshay 2021 Dugsiga Sharciga ee Jaamacadda Suffolk. Waxay xubin ka ahayd Suffolk's Accelerator to Practice Program Housing Clinic, iyada oo diiradda saaraysa shaqadeeda ku aaddan takoorka guryeynta ee Aagga Weyn ee Boston. Caitlyn waxa ay BA ee Adeegga Dadweynaha iyo Bulshada ka heshay Kulliyadda Providence, wayna ku faraxsan tahay in ay sii waddo shaqadeeda adeegga dadweynaha iyada oo ah u doodaha Macmiilka iyo Racfaanka ee VLP.