Pocketbook Agency

Hiring for retention starts long before day one. The strongest placements aren't built on resumes alone. They're built on alignment: leadership style, expectations, communication, pace, and long-term fit. It's why our clients achieve exceptional retention rates, and why we invest so heavily in the search process before an offer is ever made. In her latest Hire Smarter Substack, our Founder & CEO, Brittany Dolin, shares the decisions that have the greatest impact on long-term retention, and why the hiring process itself determines whether great people stay. A valuable read for executives, founders, and hiring leaders focused on building lasting teams. https://lnkd.in/evUTSa8X

Our client, a high-growth AI startup, is seeking an exceptional Executive Assistant to serve as a true extension of the founder. This is a high-impact opportunity for a strategic, resourceful professional who thrives in fast-paced environments and knows how to bring clarity, structure, and momentum to competing priorities. From executive support to occasional personal assistance, no two days are the same. You'll play a critical role in keeping the founder focused on scaling the business while ensuring day-to-day operations run seamlessly. If you're proactive, highly organized, decisive, and energized by helping build something exceptional, we'd love to hear from you. Link to apply in comments!

Pocketbook Agency is partnering with a high-profile entrepreneurial family to identify an experienced Executive Personal Assistant who will serve as a trusted right hand across both personal and professional priorities. This is a highly visible, long-term opportunity for a seasoned professional who excels in dynamic environments and enjoys bringing structure, organization, and thoughtful execution to every aspect of a principal's life. The ideal candidate has experience supporting executives, founders, UHNW individuals, or private families and is equally comfortable managing complex calendars, coordinating international travel, overseeing household operations, leading special projects, and anticipating needs before they arise. If you're an experienced Executive Personal Assistant looking for your next long-term opportunity, we'd love to connect. Full job description & link to apply in comments! #NowHiring #ExecutivePersonalAssistant #ExecutiveAssistant #AustinJobs #AdministrativeProfessionals #PrivateService #UHNW #CareerOpportunity #PocketbookAgency

The family office landscape continues to evolve, and with it comes a growing demand for recruiters who understand the complexity, discretion, and precision these searches require. Senior hires in this space are rarely defined by a job description alone, they're built on trust, alignment, and long-term partnership. We're excited to see Dossier further strengthen its commitment to precision-driven executive search for family offices with the announcement of Patricia Burkey as Director of Talent Acquisition. Congratulations to Patricia and the Dossier team on this exciting next chapter! https://lnkd.in/e82Rf7P3

Now hiring! An incredible opportunity for an experienced Estate Manager to lead operations across two exceptional East Coast properties. A bi-coastal private principal is seeking a seasoned Estate Manager to oversee a New York City residence and a multi-residence Hamptons estate. This senior-level role is ideal for a hospitality-driven leader who thrives in complex environments and understands how to create seamless operations across multiple homes. The right candidate brings experience managing luxury estates, leading household teams, overseeing renovations and construction projects, coordinating high-touch events, and building the systems that allow exceptional properties to run flawlessly. This is an opportunity for someone who is organized, discreet, proactive, and confident managing staff, vendors, budgets, and every detail behind an extraordinary private residence. New York City | Hamptons $225,000–$275,000 DOE + comprehensive benefits + discretionary bonus Link to apply in comments!

Miami E/PAs! We're conducting a search for an experienced Executive/Personal Assistant to support a UHNW CEO based in Miami, FL. This is a highly visible, fast-paced role for a trusted right-hand professional who can seamlessly navigate both executive operations and a sophisticated private lifestyle. The ideal candidate has experience managing complex calendars, coordinating domestic and international travel, overseeing multiple household operations, handling confidential matters with discretion, and anticipating needs before they arise. Success in this position requires exceptional judgment, resourcefulness, and a hospitality-first mindset. Key qualifications: • 4+ years in a comparable Executive/Personal Assistant role • Experience supporting UHNW principals, founders, or C-suite executives • Highly organized with outstanding attention to detail • Tech-savvy, proactive, and adaptable • Able to manage competing priorities with professionalism and discretion If you're looking for an opportunity to make a meaningful impact while supporting a dynamic executive in both business and personal capacities, we'd love to hear from you! Email Hello@thepocketbookagency.com with your resume for consideration! #Hiring #ExecutiveAssistant #PersonalAssistant #ExecutiveSupport #MiamiJobs #CareerOpportunity #PrivateService #UHNW #LeadershipSupport #PocketbookAgency

Great candidates don't always get placed. The reason may surprise you. A strong resume, impressive experience, and a proven track record matter. But they are only part of the equation. Placement decisions come down to alignment. The right candidate matches the role, the client's expectations, the household or company culture, and the specific needs of the person they support. At Pocketbook Agency, we believe exceptional talent deserves more than being submitted. It deserves a thoughtful, strategic match. Our latest blog breaks down why highly qualified candidates sometimes don't move forward. It shows what separates the candidates who get placed from those who don't. Link in comments!

A premier global investment firm is hiring a Coordinator to support its Chief Investment Officer in New York, NY. This is not a traditional Executive Assistant role! The Coordinator serves as the operational partner to the CIO, managing the physical flow of the day, coordinating meeting logistics, and keeping the executive on schedule in a fast-paced, high-performance environment. The role reports to the Chief of Staff and has a strong track record of internal advancement. - 1-2 years professional experience in a fast-paced, client-facing, or operations-heavy environment - Hybrid schedule, Monday-Thursday onsite, Friday remote - Location: New York, NY (Midtown) - Compensation: Up to $130K DOE & Benefits Link to apply in comments! #ExecutiveSearch #PrivateService #PocketbookAgency #InvestmentFirm #NYCJobs

A Malibu-based business executive, philanthropist, and active board member is seeking a Personal Assistant to support her day-to-day personal and lifestyle needs. The Pocketbook Agency is managing the search for this hybrid role, which works alongside an existing Executive Assistant focused on business and financial operations. The ideal candidate brings emotional intelligence, warmth, and strong follow-through, and operates with minimal oversight in a household known for little to no turnover. Experience: Prior support of a high-profile principal in a personal or lifestyle capacity strongly preferred Location: Malibu, CA Schedule: Full-time, hybrid, Monday-Friday, with flexibility for after hours and weekends Compensation: $90,000-$120,000 annually, DOE, plus benefits and PTO Link in comments to apply! #ExecutiveSearch #PrivateService #PersonalAssistant #PocketbookAgency

Today's Executive Assistants aren't just managing calendars or coordinating logistics. They're strategic partners who influence productivity, protect executive bandwidth, and help organizations operate more effectively. Yet many employers are still hiring based on yesterday's job descriptions, creating a growing skills gap between what the role requires and what candidates are being evaluated for. In our latest blog, we explore: - Why the executive support skills gap is widening - The capabilities today's leaders should prioritize - How hiring for potential, not just technical skills, can lead to stronger, longer-lasting placements If you're hiring executive support talent, this is a conversation worth having. #ExecutiveSupport #ExecutiveAssistant #ChiefOfStaff #HiringStrategy #Leadership #TalentAcquisition #Recruitment #ExecutiveRecruiting #PocketbookAgency