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I want to plug a friend's company that she bootstrapped: https://www.chatterboss.com/. They offer remote executive assistants on demand. There is no commitment. You pay for the hours they work for you.

They care very deeply about the personality match between you and your assistants. On top of that, they strongly believe in documentation and a cover system so you'll always have coverage even if your primary assistant is unavailable.

They specialize in supporting entrepreneurs. They are a small company so every client is valued and given a personal touch.



This looks great, and I see they have a good reputation on Glassdoor and appear to pay the workers a decent percentage of the fees. Thank you!


Hey!! Thanks for noticing the Glassdoor reviews we work really hard to make sure assistants are happy and focus on highest possible retention:)

I bootstrapped ChatterBoss for past 5 years after being a personal assistant/chief of staff myself.

If you have any questions about working with VA’s happy to answer, whether you go with us or end up somewhere else: https://calendly.com/chatterbossapp/chatterboss-valerie-trap...


Cool website. The site appears to be EA-focused. Do you also have a PA-focused product for things like help scheduling my personal flights, workouts, managing my calendar, doing random research for restaurants, collecting all my tax documents, etc.?


OP here. While the company is focused on helping entrepreneurs with their businesses, setting up their processes, and planning their roadmaps, I've gotten help with such tasks too. I've had doctors appointments scheduled, a gym membership cancelled, research buying gifts etc. I'm also not the strongest writer so I had help drafting letters.

Disclaimer: I am a friend of the founder. I have no financial interest in the company.


Thanks! It’s a really good question because most assistants are really happy to do both personal and business support, but some will have a preference for one or the other. We can definitely provide support on the personal side of things, and in fact have a number of assistants that specialize in personal support. When we do an intake we understand your needs and then do a pairing based on experience required and personality match. Hope that helps!!


Thanks! This looks perfect, and look forward to supporting them.




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