careers
Do you think you have what it takes to join the Smarty team? We'd love to hear from you!

We are looking for experienced Remote Executive Assistants and other remote professionals who are passionate about making a difference.
It is important that we are the right fit for you, as much as you are the right fit for us. Watch our founder, Valerie Trapunsky, speak about the mission, vision and core values of Smarty.
WE DO THE
RIGHT THING
We are fierce advocates for what is fair in the best interest of our people (clients, partners, employees, contractors) even when no one is looking.
We Take The
Lead
We are passionate thought partners committed to finding holistic solutions with confidence and humility.
WE CARE
We are empathetic listeners deeply invested in the relationships and success of our community.
We are looking for experienced EAS, VAS, Project Managers, Bookkeepers, Copywriters, Graphic Designers, Web Designers, Marketing Gurus, SEO, Social Media Experts, Automation Gurus and more to join the ChatterBoss Family. If you are passionate about supporting entrepreneurs and small business owners on their path to success, we invite you to review and complete the form below.
Smarty assistants are independent contractors who are looking for a virtual community to build (or expand) their hours. Our job is to pair you with your dream clients!
Hours and needs of your clients may vary, this is a great position for someone who is looking for longevity and the ability to add 10+ hours of client work to their roster each week. (We are proud to have a 95% assistant retention rate within an assistant's first year with Smarty)
Contractors are required to carry their own liability insurance to ensure security and protection for assistants and clients.
Our team of incredible virtual executive assistants are currently based in US or South Africa. Unfortunately candidates from other countries will not be considered at this time, but we plan to expand soon. so please continue to check back.
Teamwork is strongly encouraged and is part of our model.
We provide access to a full network of other VEAs and unlimited support from a dedicated assistant success manager. We're here for our assistants as much or as little as they need.