The OG ChatterBoss: Valerie Trapunsky on Strategic Staffing and Bootstrapping Success

After spending nearly a decade working as a top-level personal assistant and Chief of Staff for A-List celebrities, CEOs and high-net-worth individuals, Valerie discovered that she could bring the same level of excellent service to individuals, entrepreneurs, and small business owners. This is the foundation that ChatterBoss is built on.

Since launching ChatterBoss in 2016, Valerie has grown her business from the ground up, now working with a team of over 200 assistants and reaching multiple seven figures.

She’s passionate about solving customer needs through smart systems, smart technology, and most important of all - smart people. Valerie is releasing her first book, Delegation Nation, in 2023.

You can learn more about delegating to scale your business by joining her masterclass, Save Time and Make Money Through Delegation.

https://www.chatterboss.com/delegationmasterclass/master-class-opt-in

Connect with Valerie

IG: @chatterbossapp

LI: https://www.linkedin.com/company/11038507/

(0:00) Introduction to Valerie Trapunsky and ChatterBoss (2:17) Overview and impact of COVID on ChatterBoss (6:40) Team structure and cost implications for assistant locations (11:06) Benefits of US-based executive assistants and ChatterBoss growth (14:09) Valerie's background and ChatterBoss inspiration (15:37) ChatterBoss clientele and strategic staffing solutions (21:25) Branding and marketing strategies for ChatterBoss (23:52) Advice for bootstrapping entrepreneurs