84: Evaluating a Remote Executive Assistance Company with Valerie Trapunsky

Valerie is a former A-list personal assistant and Chief of Staff, current founder and CEO of ChatterBoss, the first and only remote executive assistant service of its kind. Her mission is to guide entrepreneurs to building friction-less teams using a human-centric approach. She joins Nana on Build Value By Choice to discuss her company and what it can do for business owners. 


  • ChatterBoss is the brainchild of Valerie Trapunsky, who founded the company in 2017 after a decade spent working as a top-level assistant for A-list celebrities and as the Chief of Staff for high-net-worth individuals and CEOs. During that time, Valerie developed a passion for effective problem-solving, and became committed to bringing the same level of excellent service to solo entrepreneurs and small business owners.
  • Valerie’s problem-solving skills and genuine love of people are the foundation of everything at ChatterBoss. They solve customer needs through a combination of intelligent technology, intelligent systems, and most importantly, intelligent people. Together, the whole team has built a product that clients can trust to deliver personalized, reliable, and thoughtful service.
  • Your dedicated assistant will be in the same country as you, this has nothing to do with education or quality. This is because it makes the process easier with day to day things someone in your country would know. For example in the US someone would know what the DMV is, but someone in France may not.
  • The most effective advice Valerie has is to give yourself grace and start slow. You’re not going to become a master delegator overnight even if you come from a corporate structure. Work at delegating over time and giving up that control we all feel we need to have.


‘I was supporting these really powerful people who utilize assistants in ways I never imagined’

‘Customization is the foundation of what we’re built on’

‘We have a goal to scale and be the top executive assistant company in the US’





Nana Bonsu:

“I am an entrepreneur and ex-Corporate Executive who’s applying his experience and knowledge from working in various ways to pursue my passion of helping small business owners increase their choices in life by leveraging my knowledge and experience, their employees, systems and money. I help small business owners transform their business and increase value through action-oriented education and implementation of strategies and tactics to make their business sellable even if they are not planning on selling. Known for establishing an environment for personal growth and development. My multicultural background equips me with the intuitive understanding of different cultures and how they impact business owners.”


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Productize, Small Business, Growth, Diversification, Concentration, exit strategy, efficiency,(c) 2021, Build Value By Choice: https://infhorizons.com/

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