ChatterBoss Recruiting

We're expert integrators, so you don't have to be.

At ChatterBoss, we only recruit for integrator roles: executive assistants, personal assistants, directors of operations, chiefs of staff, or any other role designed to optimize your operations. That's because we've spent years becoming expert integrators ourselves: founded by a former chief of staff, we've hired thousands of integrators since our creation in 2016 and continue to provide IO psychology-based coaching to executive teams across the U.S.

Choose from a rigorously screened, 100% customized candidate pool and get hands-on strategy and guidance from the experts at ChatterBoss--all for less than the price of a traditional recruiter. Our flat fee structure means there's never an incentive for a higher salary pool, and our unique three-step process allows you to choose from better candidates with more control and less hassle.

1. We build your hiring strategy and job description.

2. We screen an average of 250-600 candidates per role.

3. You choose from 3-5 top finalists.

You set the vision. We'll do the rest.

When you're ready to hire your next executive assistant, personal assistant, chief of staff, director of operations, or COO, don't worry about diving into an expensive or cumbersome recruiting process. We handle it all for you, from building the right job description to vetting the best candidates to providing ongoing support in your final decision-making. Plus, our matching algorithm is rooted in IO psychology and psychometrics, meaning your new hire will fit in both skill set and personality--the perfect match for your growing team.

Who We Are

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 integration and became committed to bringing the same level of excellent service to entrepreneurs, small businesses, and executives. You can read more about this story and our delegation philosophy in Valerie's best-selling book, Delegation Nation.

Valerie’s exceptional integration skills and genuine love of people are the foundation of everything we do at ChatterBoss. We strive to solve customer needs through a combination of intelligent technology, intelligent systems, and most importantly, intelligent people. Together, the team has built a product that clients can trust to deliver personalized, reliable, and thoughtful service.

ChatterBoss’ character assessment tool provided us with the ability to zero in on prospective candidates’ core competencies and enabled us to have more productive and specific conversations as we started the interview process. More importantly, it was an excellent resource for myself and the hiring panel to assess the candidates’ cultural fit to the orga- nization, a critical benchmark for BRIC. We’re thrilled with the results.

Kristina Newman-Scott

President | BRIC

“ChatterBoss helped me find a personal assistant to manage my schedule, travel, and household. The ChatterBoss process was thorough; they helped me refine the job description so that it accurately outlined the roles and responsibilities, interviewed and vetted candidates on my behalf, prepped me for in-person interviews with the few candidates that made it to that point in the process, and then ran references for me on those candidates that I was interested in hiring. The ChatterBoss team was professional and high-touch all throughout the process and made sure to optimize my time and involvement. Not only did I end up with a stellar and experienced personal assistant, but the process set the tone for our working partnership together. I highly recommend Valerie and her team to anyone looking for executive or personal assistants.”

Peter Stuart

President | Outlier

My new executive assistant has been a game changer for me, my business, and my family. As a result, I rave about ChatterBoss and keep referring people over to it...Valerie is operating at a higher level than others in her market. I can probably count ten other CEO’s in my close network that have all successfully leveraged Val to find their EA’s. Her process is way more than just recruiting/staffing, she dedicates a lot of time and effort to matching personalities, needs, and capabilities between the CEO and EA. Buckle up, your world is about to change.

Nick McCarter

Chief Executive Officer | Chartis Federal

Hiring your next integrator just got easier.