Jillian Cimino

I'm a life-long assistant to Silicon Valley's UHNW movers and shakers. Affectionately referred to as my boss' "left-Brain", I work silently and efficiently under the surface of my principal's lives to keep everything running smoothly. I've newly transitioned into a hybrid "Chief of Staff" and "Personal Assistant" role based in DC. I'm looking to learn anything and everything I can as to be the best asset to my principal and company as I can. In my spare time, I try to be a renaissance woman;creating, gardening, baking, caring, and learning everything and anything I can.

Top Areas of Focus

Business Operations
Exec Team Organization & Mgmt
Organizational Structure
People & Culture
Team Offsites & External Events

CoS Start Date

Oct 10, 2022

Current Industry

Company Size




Previous Experience

Pro Tip

Ask for what you want-- be your biggest advocate!


An empathetic ear and/or one of many spreadsheets I've come up with to help me manage impossible schedules over the years.


I'm seeking mentorship, guidance, and general practices information