How it works

Personalized pairing, guided onboarding

Our sophisticated onboarding process will pair you with an assistant you're sure to love, and we'll help guide the way to VA success.

Getting Started

Follow these 7 easy steps and you’ll be up and running in no time:

1
Sign Up

Sign up here on our website or download the ChatterBoss Android or iOS mobile app to sign up from your phone.

2
Complete Questionnaire

Complete a sophisticated questionnaire that helps us assess who your remote executive assistant will be, based on the skills you need and the personality type that best suits you.

3
Pair Up

Get paired with your dedicated ChatterBoss executive assistant.

4
Schedule

Schedule a one-hour onboarding call.

5
Get to Work

Your assistant will guide you on handing off your first few tasks.

6
Follow the Roadmap

Get started on the 30-60-90-day roadmap your ChatterBoss executive assistant has devised for you.

7
Hit Your Goals

Start achieving your business objectives!

graphic of arrows in bullseye on target
“ChatterBoss has been a tremendous resource to me personally and professionally. The team of rock stars goes above and beyond to provide exceptional services and make my life easier in all aspects. I'm so grateful to have found this service and their team and refer people to them regularly.”

-Peter Stuart, CEO Outlier Capital

Examples

What kind of tasks should you give your VA?

Below are just a few examples of tasks that your ChatterBoss executive assistant can help you with:

Business

Services

Process creation and testing
Project management
Client management
Staffing and recruitment
CRM support
Pitch deck/presentation help
Social media management
Calendar and Email management
Lead generation
Call monitoring
Custom research
Business travel planning and booking
Automation
And much more!

Personal

Services

Restaurant recommendations
Gift buying
Travel concierge
Personal shopping
Event planning
Scheduling and appointment bookings
And much more!
✅ Learn how a VA can help you! 
Schedule a Consultation

The perks of working with experienced assistants

Here’s what you can expect when you sign up with ChatterBoss:

Peace Of Mind

ChatterBoss executive assistants have three years of directly relevant experience at a minimum, so they are trained in industry best-practices—and further trained to meet ChatterBoss’ rigorous standards.
The ChatterBoss administrative & backup team is highly responsive: you can expect to hear back from our team in the ChatterBoss app usually within minutes, and always within an hour.

We recommend setting response and turnaround time expectations with your dedicated assistant during your onboarding call.
Our remote executive assistants are US-based, so you won’t ever have to worry about a significant time difference.
ChatterBoss executive assistants have access to an extended team of specialists and our experienced Client Success Team who are masters of delegation and outsourcing.

Highly Effective Systems

By the end of our onboarding process, you will have a clear set of goals, a pragmatic list of priorities, and a strong strategy for your outsourcing plan.
ChatterBoss executive assistants are not only efficient task doers, they are also effective thought partners, helping you both accomplish your goals and set new ones.
If you are new to the world of virtual assistants, our ChatterBoss team will teach you how to make the most of our service, so you are sure to maximize your use of a virtual executive assistant.
Live time management enables you to track the status of your tasks in real time.

An extension of your team

Our onboarding questionnaire ensures that your dedicated executive assistant is compatible with your personality and communication style.
Your ChatterBoss executive assistant is trained to adopt your company voice when communicating with clients, safeguarding the continuity of the client experience.
Real-time communication makes dedicated ChatterBoss executive assistants feel like a full-time addition to your staff, without the overhead costs.

The perks of working with experienced assistants

Here’s what you can expect when you sign up with ChatterBoss:

An extension of your team

Compatible

Our onboarding questionnaire ensures that your dedicated executive assistant is compatible with your personality and communication style.

Adaptive

Your ChatterBoss executive assistant is trained to adopt your company voice when communicating with clients, safeguarding the continuity of the client experience.

Immediate

Real-time communication makes dedicated ChatterBoss executive assistants feel like a full-time addition to your staff, without the overhead costs.

Highly effective systems

Strong Onboarding

By the end of our onboarding process, you will have a clear set of goals, a pragmatic list of priorities, and a strong strategy for your outsourcing plan.

Thought Partners

ChatterBoss executive assistants are not only efficient task doers, they are also effective thought partners, helping you both accomplish your goals and set new ones.

Guidance

If you are new to the world of virtual assistants, our ChatterBoss team will teach you how to make the most of our service, so you are sure to maximize your use of a virtual executive assistant.

Time Management

Live time management enables you to track the status of your tasks in real time.

Peace of mind

Experienced

ChatterBoss executive assistants have three years of directly relevant experience at a minimum, so they are trained in industry best-practices—and further trained to meet ChatterBoss’s rigorous standards.

Responsive

The ChatterBoss team is highly responsive: you can expect to hear back from your dedicated remote executive assistant usually within minutes, and always within an hour.

US-Based

Our remote executive assistants are US-based, so you won’t ever have to worry about a significant time difference.

Extended Team

ChatterBoss executive assistants have access to an extended team of specialists, ensuring that most tasks are completed within a 24-hour period.

Get Started Today!

Let our team of best-in-class remote assistants help you take your business to the next level!

FAQ

Any questions?

Below are some of the most common questions we get asked. If you can’t find the answer you’re looking for, please contact us!

Is ChatterBoss a Bot or AI?

We are 100% human assistants. Once you get paired to your dedicated assistant, you form a relationship with your assistant and they become a part of your team!

Do I get a dedicated assistant?

Yes! With ChatterBoss you will work with a dedicated assistant to ideally become your right hand, while also having access to our entire team of assistants for additional support and specialized, project-based needs. We also believe in continuity. Therefore we will also offer you a backup assistant in the instance that your dedicated assistant is ever unavailable.

How long can I expect to work with my dedicated assistant?

We emphasize the nurturing of our virtual assistant team and experience low turnover as a result. Our assistant retention rate is 90% month over month. Once paired with your dedicated assistant, you will continue with that assistant for the lifetime of our partnership, unless requested otherwise. In the instance of a re-pairing to a new assistant, we may recommend our detailed character assessment at this time to ensure we have all of the details needed to find your best match. When utilizing this assessment, our pairing rate is 97%. If you previously purchased the Assistant Insurance or Advanced Pairing options, the cost of retraining your new assistant is covered.

How does the back-up assistant work?

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 back-up manager, who oversees our app communication and is always in the app with you. Even 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.

How do I access an admin assistant?

Every client has an administrative assistant is assigned internally to your dedicated assistant for seamless internal delegation. They're also available to you, upon request, for low intensity process fulfillment/turnkey tasks.

When are assistants available?

ChatterBoss' Client Success and Administrative teams are available from 9AM to 5PM Eastern Standard Time.

ChatterBoss 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 in order for us to identify that during your custom pairing.

What is the response time?

The ChatterBoss administrative & backup team is highly responsive: you can expect to hear back from our team in the ChatterBoss app usually within minutes, and always within an hour.

We recommend setting response and turnaround time expectations with your dedicated assistant during your onboarding call.

How do payments work? 

Using our technology, assistants track their time by the minute, right down to the second! In the app you're always able to see in real time what your assistant is working on, how long it's taking, and what was done in that time.

How do assistants keep track of time? 

Assistants keep track of time by the minute, down to the second. Within our app, you are always able to see in real time what your assistant is working on, how long it is taking, and what was done in that time.

Does pre-purchased time expire?

No.

Are discounts available?

Further discounted packages are available via subscriptions. Should you decide to use the subscription model, you will be billed on Monday of each month for the number of requested hours.

How do I know how many hours I need?

As part of our onboarding process, we discuss your goals and your budget. Based on your needs, we come up with a customized plan to ensure we stay within your budget and so that you may know what to expect.

Is there a minimum commitment to use the service?

ChatterBoss has a small 5-hour monthly minimum commitment. This time is only billed to you if you use less than 5 hours per month. The purpose is to create continuity and retention of high quality dedicated support.

Your hours can be viewed in real-time from the 'Time Tracker' tab in the ChatterBoss app.

Do you have access to my credit card information?

We partner with a third-party payment processor (e.g. Stripe, Inc.) to manage credit card transactions and do not have access to your credit card information or store that information unless you choose to fill out a separate credit card authorization form giving us that access for making payments on your behalf.

Is my personal information secure?

Absolutely. We consider all information related to your account as private as you do; and take extensive measures to ensure you're always protected. Our team of assistants have all signed confidentiality contracts, and are trained in data security. We can provide a signed NDA on behalf of ChatterBoss upon request.

Where is ChatterBoss located?

Our headquarters are in New York, New York and our team of our dedicated experienced assistants are located throughout the USA. Our administrative team works out of an office in Cape Town, SA!

Is something missing here?

Feel free send us a message via the Contact page, or email us directly at admin@chatterboss.com. We'll promptly reply to any and all ChatterBoss service inquiries. For app questions, issues or suggestions, send an email to support@chatterboss.com.