Valerie Trapunsky

Valerie Trapunsky
Chatterboss team member since
I founded ChatterBoss 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.
blog posts

My Blog Posts

Business Owner

Delegation Isn't a Task—It's an Organizational Design Strategy

Discover the Autonomous Outcome Framework, a game-changing delegation strategy for leaders. Learn how to define clear outcomes, foster innovation, and boost team performance with practical, actionable tips. Perfect for CEOs, entrepreneurs, and high performers
Posted on
December 5, 2024
by
Valerie Trapunsky
Outsource

The Hidden Gaps in Clarity: How to Delegate Effectively to Your Executive Assistant

Learn how to master delegation with your executive assistant. Discover tips for clear communication, effective onboarding, and building a successful assistant partnership. Perfect for leaders hiring an assistant or refining their delegation skills."
Posted on
November 25, 2024
by
Valerie Trapunsky
Outsource

Mastering Team Performance: 4 Proven Strategies to Boost Employee Engagement and Productivity

Discover the skill/will matrix: A revolutionary approach to boosting team performance, engagement, and productivity. Learn proven strategies for every employee type.
Posted on
October 31, 2024
by
Valerie Trapunsky
Business Owner

Mastering Delegation: How High-Performing Executives Can Maximize Their Executive Assistant’s Potential

Master delegation and scale your business with these expert strategies for working with an executive assistant. Learn how over-communication, outcome focus, and relationship building can enhance productivity and free up your time for high-impact decisions.
Posted on
October 14, 2024
by
Valerie Trapunsky
Outsource

The Executive's Secret Weapon: How Top CEOs Use Virtual Assistants to Master Networking

Posted on
October 1, 2024
by
Valerie Trapunsky
Business Owner

Maximizing ROI: How Top CEOs Leverage Virtual Assistants for Revenue Growth

Discover how top CEOs leverage virtual assistants for revenue growth. Learn actionable strategies to maximize ROI and transform your VA into a profit-driving powerhouse.
Posted on
October 2, 2024
by
Valerie Trapunsky

How the Best Executive Assistants Help Leaders Conquer Perfectionism

Hiring the best executive assistants can help leaders overcome perfectionism, boost productivity, and drive growth. Learn the 80% rule for delegation and see real ROI from top-tier administrative support.
Posted on
September 30, 2024
by
Valerie Trapunsky

The Ultimate Guide to Productivity with Your Virtual Assistant

Posted on
by
Valerie Trapunsky
Business Owner

Why the Highest-Performing CEOs Aren't the Smartest

Discover why top CEOs excel without genius IQs. Learn how hiring an executive assistant or virtual assistant can skyrocket CEO performance. The secrets of high-achieving leaders.
Posted on
by
Valerie Trapunsky
Outsource

Progress Over Perfection: Better Delegation to Your Executive Assistant

Learn how to delegate effectively to your fractional executive assistant. Overcome perfectionism, boost productivity, and scale your business.
Posted on
by
Valerie Trapunsky
Entrepreneur

How to Lead by Example for More Success with Your Executive Assistant

Discover how to lead by example and maximize success with your virtual assistant. Learn key strategies for effective leadership and find out if you're ready to hire a VA.
Posted on
by
Valerie Trapunsky
Outsource

How Investing in Your Assistant Creates Exponential Business Growth

investing in your executive assistant's growth can lead to exponential business success. Learn practical strategies to develop a thriving, long-lasting professional partnership and unlock unprecedented productivity.
Posted on
by
Valerie Trapunsky

How Delegating Management to your Assistant Defeats Decision Fatigue

delegating management tasks to your executive or virtual assistant can help defeat decision fatigue and skyrocket your productivity.
Posted on
by
Valerie Trapunsky
Outsource

Productivity and Retaining Your Virtual Assistant: What "Respecting Boundaries" Really means

How to be more productive and maintain a strong relationship with your remote assistant. Key strategies for hiring and working with a virtual executive assistant, and respecting boundaries authentically.
Posted on
by
Valerie Trapunsky
Outsource

Boost Your Productivity: How Hiring a Virtual Assistant Maximizes Your Time

Learn how to be more productive by hiring a virtual assistant. Discover effective strategies for working with remote assistants and maximizing your executive productivity.
Posted on
by
Valerie Trapunsky
Entrepreneur

Maximizing ROI with Fractional Executive Assistants: A Guide to Hiring and Delegation

When you're a busy entrepreneur or executive, you are constantly seeking ways to optimize your increasingly limited time and resources. One often overlooked solution is hiring a fractional executive assistant. But how can you ensure you're getting the best return on investment (ROI) from your virtual assistant? Let's dive into some expert insights on hiring an executive assistant and maximizing their potential.
Posted on
July 26, 2024
by
Valerie Trapunsky
Startup

When Is the ‘Right Time’ to Hire an Executive Assistant?

How to tell when it's time to hire an assistant? How early is too early? How late is too late? In this article, author and delegation expert Valerie Trapunsky shows you the best time to hire an executive assistant, and how to tell if you're ready to find administrative help.
Posted on
July 22, 2024
by
Valerie Trapunsky
Startup

Reduce Executive Stress With Proactive Leadership and a Fractional Executive Assistant

Executive anxiety is a huge burden for entrepreneurs and fractional CxOs, which is why the most successful C-suite executives in the world recommend an executive assistant. Learn how a fractional executive assistant is making this possible, even without a seven-figure salary.
Posted on
July 15, 2024
by
Valerie Trapunsky
Entrepreneur

Fractional Executive Assistants: The Ultimate Guide.

A fractional executive assistant is an assistant dedicated to supporting executives and business owners with a large array of professional and personal tasks. The "fractional" aspect means you hire them for a fraction of the time and cost of a full-time executive assistant. In this ultimate guide, we'll break down what a fractional executive assistant is, how it works, and who should hire an assistant for real, sustainable business growth.
Posted on
May 6, 2024
by
Valerie Trapunsky
Business Owner

What is a Fractional Executive Assistant? And Do You Need One?

The power of fractional executive assistants and the difference between fractional and full-time assistance. Explore the benefits of hiring a fractional assistant for your small business or startup. Learn about cost-effectiveness, flexibility, and specialized expertise while weighing the pros and cons of both fractional and full-time assistance options. Whether you're a startup seeking efficient scalability or an established enterprise aiming for strategic productivity, find your solution with ChatterBoss.
Posted on
April 10, 2024
by
Valerie Trapunsky

How To Organize Your Day To Juggle Multiple Clients At Once

Fractional executive assistants, how are you making sure you can give 100% to multiple clients? Here are some of our best tips for executive assistants, from our ChatterBoss CEO, Valerie Trapunsky.
Posted on
July 21, 2022
by
Valerie Trapunsky
Entrepreneur

5 Things That Are Killing Your Productivity And Your Goals

These 5 things are hurting your productivity.
Posted on
July 14, 2022
by
Valerie Trapunsky
Entrepreneur

How Core Values Benefit Your Business

Why core values are important.
Posted on
July 7, 2022
by
Valerie Trapunsky
Entrepreneur

3 Must Haves To Connect With Ideal Client Through Reels

Making reels for social media.
Posted on
June 23, 2022
by
Valerie Trapunsky
Outsource

How to Make Remote Employees Feel More Connected

3 ways to make remote employees feel connected.
Posted on
June 15, 2022
by
Valerie Trapunsky
Business Owner

5 Characteristics To Look For In A Fractional Executive Assistant

A fractional executive assistant provides administrative, project management, and personal support to executives. Here's what to look for in a great candidate.
Posted on
June 8, 2022
by
Valerie Trapunsky
Business Owner

Executive Assistants Can Help All Types Of Businesses

Fractional Executive Assistants: How a great EA can help corporate businesses.
Posted on
June 1, 2022
by
Valerie Trapunsky
Entrepreneur

3 Time Sucking Tasks You Can Outsource Immediately

Join us as we explore tasks one can outsource immediately.
Posted on
May 27, 2022
by
Valerie Trapunsky
Entrepreneur

7 Tips To Keep You Organized and Reduce Overwhelm

7 Tips to keep you organized.
Posted on
May 18, 2022
by
Valerie Trapunsky
Business Owner

Use A Fractional Executive Assistant For Your Business and Personal Tasks

Fractional executive assistants can handle both professional and personal tasks for busy executives. Here's how to make sure you're delegating well at work and at home.
Posted on
May 11, 2022
by
Valerie Trapunsky
Business Owner

5 Tasks You Should Be Delegating To Reduce Burnout

5 Tasks to delegate to reduce burnout.
Posted on
May 5, 2022
by
Valerie Trapunsky
Business Owner

Happy Administrative Professionals Day 2022

Join us as we celebrate our administrative professionals across the globe!
Posted on
April 27, 2022
by
Valerie Trapunsky
Small Business

3 Bottlenecks That Keep Your Business From Growing

The biggest bottlenecks that keep your business from growing.
Posted on
April 21, 2022
by
Valerie Trapunsky
Entrepreneur

4 Things Our Social Media Manager, Amy, Learned After One Year With ChatterBoss

Join us as we explore what Amy Evans has learned after her first year with ChatterBoss.
Posted on
April 13, 2022
by
Valerie Trapunsky
Entrepreneur

The Only Onboarding Email Template You’ll Ever Need

Our email template for seamless onboarding.
Posted on
April 6, 2022
by
Valerie Trapunsky
Entrepreneur

3 Ways ChatterBoss Helps You Reach Your Goals

How ChatterBoss helps you reach your goals.
Posted on
March 30, 2022
by
Valerie Trapunsky
Small Business

10 Best Apps For Small Businesses

10 Apps to help save you time and build your business.
Posted on
March 23, 2022
by
Valerie Trapunsky
Entrepreneur

Why Your Business Needs SOPs

Standard Operating Procedure creation is one of the most popular “asks” at ChatterBoss.
Posted on
March 16, 2022
by
Valerie Trapunsky
Entrepreneur

5 Ways To Practice Self Care During Your Lunch Break

How to practice self care when you’re short on time.
Posted on
March 10, 2022
by
Valerie Trapunsky
Business Owner

7 Tips To Set You Up For A Successful Week

How to set yourself up for a successful week.
Posted on
March 2, 2022
by
Valerie Trapunsky
Business Owner

The Most Common Mistake Made When Scaling Your Business

Avoid this mistake when scaling your business.
Posted on
February 23, 2022
by
Valerie Trapunsky
Entrepreneur

7 Ways To Set Yourself Up For A Productive Morning

Join us as we explore 7 tips to help you make your evenings more productive.
Posted on
February 16, 2022
by
Valerie Trapunsky
Business Owner

7 Ways To Be More Productive In Your Business

We explore and share seven key points to improve productivity in your business.
Posted on
February 9, 2022
by
Valerie Trapunsky
Outsource

What’s Better? A Freelancer Or A Fractional Assistant Company?

Fractional assistants come in all forms. In this guide, we'll walk you through how to decide whether a freelancer or an agency model is right for you.
Posted on
February 2, 2022
by
Valerie Trapunsky
Entrepreneur

How To Focus And Get More Done

Let's get your productivity going!
Posted on
January 26, 2022
by
Valerie Trapunsky
Business Owner

How To Get More Done in Less Time

Get more done with time blocking.
Posted on
January 12, 2022
by
Valerie Trapunsky
Business Owner

How To Be More Productive

Our best tips on how to improve your productivity.
Posted on
January 19, 2022
by
Valerie Trapunsky
Business Owner

ChatterBoss Productivity Hack

Complete tasks quickly and efficiently.
Posted on
January 5, 2022
by
Valerie Trapunsky
Business Owner

5 Things You Receive When You Sign Up With ChatterBoss

What Happens When You Sign Up With ChatterBoss.
Posted on
December 30, 2021
by
Valerie Trapunsky
Entrepreneur

How To Effectively Create An SOP

7 Steps to building an effective SOP.
Posted on
December 15, 2021
by
Valerie Trapunsky
Entrepreneur

6 Benefits Of SOPs

Why Standard Operating Procedures can save you time.
Posted on
December 8, 2021
by
Valerie Trapunsky
Entrepreneur

3 Surprising Clients Who Use Our Services

Remote administrative support is an asset for offices of all sizes, from solo entrepreneurs, to mid-size corporations, to veteran companies who already have virtual assistant teams!
Posted on
December 1, 2021
by
Valerie Trapunsky
Outsource

Our Top 3 Tasks To Outsource

At ChatterBoss we see entrepreneurs like you wasting hours tackling day to day tasks.
Posted on
November 24, 2021
by
Valerie Trapunsky
Outsource

How To Get Started With ChatterBoss in 3 Easy Steps

Thought getting started with a VA would be a tedious process? Think again! 
Posted on
November 17, 2021
by
Valerie Trapunsky
Entrepreneur

Things That Make Us Stand Out

Why ChatterBoss is different.
Posted on
November 10, 2021
by
Valerie Trapunsky
Business Owner

When To Hire an Executive Assistant

Determining the right time to bring on an executive assistant can be hard. Often the instinct is to keep doing things yourself for as long as you can. Here are 5 dead giveaways to know you're ready for some help!
Posted on
October 13, 2021
by
Valerie Trapunsky
Business Owner

Derailed Delegation

Delegating your tasks are key to freeing up your time and growing your productivity. But if your delegation skills are rusty, you're likely wasting time and money by revisiting the same tasks multiple times.Here at ChatterBoss, we are a team of remote administrative professionals and are experts in creating systems that multiply your productivity instead of dividing it.
Posted on
October 5, 2021
by
Valerie Trapunsky
Business Owner

4 Quick Ways To Manage Your Inbox

Email management is one of the most popular “asks” of our ChatterBoss assistants and it's easy to see why.
Posted on
September 28, 2021
by
Valerie Trapunsky
Business Owner

Three Tips for Better Remote Meetings

With millions continuing to work from home and even more people transitioning to remote work, it’s clear that working from home is now a way of life. With remote work comes virtual meetings. These meetings are more casual in nature because we are in the comfort of our own home. This also means our meetings can go from productive to destructive very quickly.
Posted on
November 3, 2021
by
Valerie Trapunsky
Entrepreneur

When Is The ‘Right Time’ To Hire A Virtual Assistant?

When is the ‘right time’ to bring on a remote assistant? I believe the ‘right time’ is a myth. Let me tell you why.
Posted on
February 3, 2021
by
Valerie Trapunsky
Business Owner

The Domino Effect of Dysfunctional Communication with Your Virtual Assistants

The last four years have been an interesting journey, for myself and my remote executive assistant team. When I started ChatterBoss, the world of virtual assistants was still mysterious. An unknown. We often got asked: “Are you AI?” “Are you a real person?” “What ARE virtual assistants?”
Posted on
December 9, 2020
by
Valerie Trapunsky