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With ChatterBoss you get a thought partner and dedicated resource to implement, manage, and optimize the critical aspects of your business.
With ChatterBoss you get a thought partner and dedicated resource to implement, manage, and optimize the critical aspects of your business.
“Our highly-trained executive assistants are organizational gurus, strategy partners, and client management experts. They are your remote resource helping you attain long-term business success and personal peace of mind.”
-Valerie Trapunsky, Founder
And you don't have to spend time sourcing additional talent, you only speak to one person who handles the rest for you.
Your dedicated assistant does not work alone. We operate with the mindset that your assistant is not a “Jack” or “Jill” of all trades. Your assistant leans into their gifts and THEIR zone of genius and can tap into a network of 150+ high performing assistants to step in for anything that is not in their wheelhouse.
cost
continuity
the right fit
don't know where to start
transparency
location
contractor vs. employee
partnership
data security
team extension
Flexible month-to-month support with no contact
Seamless continuity of support with a two-assistant model so you're covered if your assistant is away
Assistant pairing using science-backed matching by skill, personality, and work style
Custom 6-month roadmap and ongoing delegation coaching to help you free up more time and maximize your budget
Transparent workflow - see what your Virtual Assistant is working on and heck your budget any time
US-based (assistants in every time zone)
Guaranteed all-day 9-5 access to assistant
Thought partners deeply invested in your growth sometimes acting as a "mini COO"
Our rigorous hiring process and systems that ensure your information is secure (background checks, NDAs, tech support, etc.)
Access to an extended network of vetted specialists and experts all managed by your right-hand support
some
some
as an employee
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ChatterBoss is a company of dedicated executive assistants that curates custom-built teams for busy entrepreneurs.
Our headquarters are in NYC and our team of dedicated assistants is located throughout the US. A portion of our amazing back-up assistant team is located in South Africa.
Yes! Your dedicated assistant is a high performing assistant who will integrate into your business and become a true member of your team. In addition to that, you will also get access to a dedicated back-up assistant. This second assistant is also a part of your team and will be responsible for supporting your workload, as well as providing coverage in case your dedicated assistant is sick or is away.
Our support network is here for any additional specialized and project-based needs. You may see a full list of our specialists here. You will also get access to our suite of over 200+ assistants for additional support or if you want to grow your team.
ChatterBoss has two options for pairings: standard and advanced.
If you select our standard pairing, you will be paired with your assistant based on an onboarding strategy session to identify your needs, availability, time zone, skillset, software required as well as industry experience.
If you select our advanced pairing, we take things a step further. While we will consider all parameters listed in the standard pairing, we will also share a detailed character assessment with you. It is the same assessment we use when hiring our assistants. Using our proprietary pairing model, we will match you to an assistant based on cognitive ability, motivation, and personality. This option includes an interpretation session with our founder to coach you and your assistant on the best ways to work together based on your unique characteristics.
ChatterBoss takes pairings very seriously as it is our goal to find each client and assistant their best match. With this in mind, we never want to rush the process, so we allow up to 5 business days to collect all of the information shared in the onboarding, outline the roadmap, and identify the best fit.
ChatterBoss dedicated assistants are independent contractors who set their own availability. If there is a specific need for time zone or availability, please let us know during your onboarding call to ensure we identify the best fit assistant who can meet your availability needs. Your assistant’s availability is listed in the ChatterBoss app once your pairing is complete.
ChatterBoss Client Success and Administrative teams are available from 9AM to 5PM Eastern Standard Time.
ChatterBoss provides two levels of back-up assistant support. The first level provides back-up administrative support for limited periods of time when your dedicated assistant is unavailable.
The second level of back-up support is our client success manager, who oversees our app communication and is always in the app with you. If your dedicated assistant is unavailable for a short period of time and you are in need of a higher level of support, please do not hesitate to reach out.
ChatterBoss’ vision is a world where every entrepreneur has their dream team. Our goal is to create long lasting relationships which enable success and growth for both clients and assistants. Our average assistant retention rate is 93% month over month. Once paired with your dedicated assistant, our aim is for you to continue with that assistant for the lifetime of our partnership, unless otherwise requested.
Dedicated and on-demand remote executive assistants for entrepreneurs. We’re thought partners and outsourcing coaches, invested in your success.
It's like you immediately have your own team
"With ChatterBoss you're getting two dedicated assistants so it's like you immediately have your own team! You can trust your assistants to handle the high-level work, which as an entrepreneur might get you bogged down and keep you from focusing on your unique ability. If you're an overwhelmed entrepreneur, then you need to optimize, automate, and particularly outsource more in your business - and ChatterBoss is the right partner to support you. "
My assistant is not just an order taker - she is a thought partner in my business
"My assistant, Megan, handles everything from prepping my newsletter, sending out invoices, designing social media posts, and even finding local activities for my four kids. But, here's the important part: my assistant is not just an order taker - she is a thought partner who presents new ideas and even challenges some of my bad ones."
A team that lives and breathes the Executive Assistant role
"ChatterBoss is a way to get virtual assistant support without the bottlenecks, because it is not just one person working on your business. My team has a back-up and additional client success support - that has really attracted me to this model.
With ChatterBoss, your virtual assistants are dedicated to what they're doing because it is their profession and passion!"
It's like you immediately have your own team
"With ChatterBoss you're getting two dedicated assistants so it's like you immediately have your own team! You can
trust your assistants to handle the high-level work, which as an entrepreneur might get you bogged down and keep you from focusing on your unique ability. If you're an overwhelmed entrepreneur, then you need to optimize, automate, and particularly outsource more in your business - and ChatterBoss is the right partner to support you. "
My assistant is not just an order taker - she is a thought partner in my business
"My assistant, Megan, handles everything from prepping my newsletter, sending out invoices, designing social
media posts, and even finding local activities for my four kids. But, here's the important part: my assistant is not just an order taker - she is a thought partner who presents new ideas and even challenges some of my bad ones."
A team that lives and breathes the Executive Assistant role
"ChatterBoss is a way to get virtual assistant support without the bottlenecks, because it is not just one person
working on your business. My team has a back-up and additional client success support - that has really attracted me to this model.
With ChatterBoss, your virtual assistants are dedicated to what they're doing because it is their profession and passion!"
It's like you immediately have your own team
"With ChatterBoss you're getting two dedicated assistants so it's like you immediately have your own team! You can trust your assistants to handle the high-level work, which as an entrepreneur might get you bogged down and keep you from focusing on your unique ability. If you're an overwhelmed entrepreneur, then you need to optimize, automate, and particularly outsource more in your business - and ChatterBoss is the right partner to support you. "
My assistant is not just an order taker - she is a thought partner in my business
"My assistant, Megan, handles everything from prepping my newsletter, sending out invoices, designing social media posts, and even finding local activities for my four kids. But, here's the important part: my assistant is not just an order taker - she is a thought partner who presents new ideas and even challenges some of my bad ones."
A team that lives and breathes the Executive Assistant role
"ChatterBoss is a way to get virtual assistant support without the bottlenecks, because it is not just one person working on your business. My team has a back-up and additional client success support - that has really attracted me to this model.
With ChatterBoss, your virtual assistants are dedicated to what they're doing because it is their profession and passion!"
A dedicated executive assistant is one that understand the inner workings of your business, has a clear sense of your goals, and is your point-person for all of your outsourcing needs.
Our “on-demand” service means it is designed as a flexible, low-risk option for entrepreneurs and business owners: you use us as much or as little as you want, and are billed accordingly.
A dedicated executive assistant is one that understand the inner workings of your business, has a clear sense of your goals, and is your point-person for all of your outsourcing needs.
Our "on-demand" service means it is designed without long-term commitment: you use as much or as little of it as you want, and are billed accordingly.
The ChatterBoss team helps address these scenarios everyday. If any of these sound familiar, sign up to be paired with a dedicated remote executive assistant!
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Hear author and serial entrepreneur Ari Meisel explain what sets ChatterBoss apart:
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A dedicated executive assistant is one that understands the inner workings of your business, has a clear sense of your goals, and is your point-person for all of your outsourcing needs.
Our on-demand service means it is designed without long-term commitment: you use as much or as little of it as you want, and are billed accordingly.
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Ready to learn more?
Our relationship specialists are available to discuss your unique needs and create a custom action plan for you.
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