The Great EA Is a Great Host
A great Executive Assistant does more than manage the room—they know how to make people feel welcome, comfortable, and taken care of. From greeting important visitors and navigating small talk to making introductions and working a company event, here’s how to become a confident, thoughtful host while representing your executive with warmth and ease.
The Executive Assistant’s AI Playbook
AI can help Executive Assistants work faster, stay organized, and keep more moving pieces from falling through the cracks—but only when it’s used thoughtfully. Here’s how to build an AI stack that supports better research, planning, communication, follow-through, and decision-making without sacrificing judgment, discretion, or confidentiality.
The Ego-less EA
What separates a confident EA from an ego-driven one? Often, it’s the ability to focus less on who gets the credit, who was at fault, or whether a task feels important enough—and more on what the situation actually needs. Here’s why confidence without constant self-protection is one of the most powerful qualities an Executive Assistant can develop.
Feedback Is a Gift
Receiving feedback well is one of the most underrated professional skills. Learn how to move past defensiveness, take accountability without taking all the blame, turn criticism into meaningful action, and build better systems that make sure the same problems don’t keep happening.
The Executive Assistant’s Guide to Using ChatGPT
In today’s fast-paced world, the role of the Executive Assistant is evolving — and mastering tools like ChatGPT has become a true game changer. When used intentionally, ChatGPT can draft polished emails, conduct detailed research, streamline workflows, and provide rapid clarity, allowing assistants to step out of reaction mode and operate as strategic partners who anticipate needs rather than simply respond to them
The Ultimate Productivity Stack: Using Superhuman
In an era where information moves relentlessly fast, managing communication and workflow with precision isn’t optional—it’s essential. Tools like Superhuman, Grammarly, and Coda io create a streamlined ecosystem that helps professionals process high-volume correspondence efficiently, polish every message, and turn email threads into clear, actionable tasks—transforming the path from inbox to execution.
Slack 101: How to Communicate and Collaborate
In our guide on Slack (Slack) “101: How to Communicate and Collaborate,” we highlight how Slack transforms team interaction—from structured channels that keep conversations organized to real-time features like huddles and clips that replace endless email threads. By leveraging its integrations and promoting clear communication norms, assistants and support professionals can turn Slack from a chat tool into a strategic collaboration platform.
Best Apps for EAs: Tools That Keep You Efficient
In today’s high-velocity support roles, the right digital tools aren’t a luxury—they’re essential. The most effective apps help Executive Assistants streamline scheduling, manage overflowing inboxes, automate repetitive tasks, and maintain clarity even in chaotic environments—freeing time and energy for deeper, more strategic work.
The Executive Travel Playbook
Planning business travel isn’t just about booking flights and hotels - it’s about creating a seamless experience that allows your executive to stay focused, prepared, and stress-free. From understanding their preferences to managing last-minute changes, this guide equips executive assistants with everything they need to plan smart, anticipate needs, and execute each trip with precision. Whether it’s their first trip or their fiftieth, you’ll be ready to make it smooth, strategic, and successful.
Gmail: Mastering Inbox, Follow-Through, Flow
Every role that supports an executive becomes more powerful when it’s built on structured systems, not just completing tasks. The real leverage comes from designing repeatable workflows, automating routine steps, and bringing deliberate clarity to priorities—so the professional becomes a driver of strategic momentum rather than merely a responder.
Sharing Growth and Developed in an Interview
Talking about growth and development in an interview can feel uncomfortable, especially when you're trying to balance confidence with humility. The strongest candidates don't simply list accomplishments—they tell a story of how they embraced challenges, learned new skills, adapted to feedback, and evolved over time. In this article, we explore how to communicate professional growth in a way that demonstrates self-awareness, resilience, and a genuine commitment to continuous improvement, helping interviewers see not just where you've been, but where you're capable of going.
A Great Calendar: The Backbone of an Organized Day
Every role that supports an executive becomes more powerful when it’s built on systems, not just tasks. The secret lies in designing repeatable workflows, automating routine steps, and creating clarity around priorities so the executive assistant becomes a driver of strategic momentum—not just a responder to requests.
Executive Presence: Beyond the Calendar
When people think of Executive Assistants, they often think of calendars, travel arrangements, and meeting coordination. But the most impactful EAs bring something much deeper to their organizations: executive presence. Through sound judgment, proactive communication, discretion, adaptability, and leadership behind the scenes, exceptional assistants become trusted strategic partners. In this article, we explore what executive presence looks like beyond administrative tasks and how it enables EAs to influence outcomes, strengthen leadership teams, and create meaningful organizational impact.
Starting a Side Business and Don’t Know Where to Start?
Starting a side business can feel overwhelming, but with the right tools and a step-by-step approach, you can get up and running smoothly. From incorporating your business using Stripe Atlas to setting up a professional website with Squarespace or Wix, there are solutions that make the process easier. Don’t forget to open a business bank account, manage your finances with QuickBooks, and create a professional email through Google Workspace. If you need to pay employees or contractors, Gusto can simplify payroll. With these essentials in place, you’ll be well-equipped to launch your side hustle successfully.
Employee Motivation: An Innovative Approach to Empowerment
In today’s evolving workplace, traditional incentives like bonuses and promotions are no longer enough to motivate and retain top talent. Employees now seek purpose, growth opportunities, recognition, and work-life integration. This blog post explores innovative strategies for employee empowerment, from fostering a sense of purpose to promoting continuous learning and recognizing individual contributions. By embracing a positive, inclusive work culture and empowering decision-making, companies can create an environment where employees feel valued and motivated. These approaches not only boost employee satisfaction but also drive organizational success.
Opulent Explorer: Executive Luxury Travel
In this exclusive interview, Pennyworth Projects sits down with luxury travel expert Stuart Marra to uncover the secrets behind seamless executive travel. Discover how executive assistants can collaborate with seasoned professionals like Stuart to curate bespoke, unforgettable trips that perfectly balance business and leisure. Whether you're planning a remote getaway or a high-profile business trip, this conversation is packed with insights on elevating every travel experience.
Welcoming New Employees
Onboarding new employees should go beyond administrative tasks—it's about fostering a welcoming and supportive environment that empowers them to contribute effectively from day one. A thoughtful onboarding process sets the foundation for long-term success, significantly influencing a new hire's productivity, satisfaction, and commitment to the organization. To avoid overwhelming new employees, focus on creating a structured yet positive experience that ensures they feel valued and prepared.
Launching a Side Hustle - Strategies to Consider
Starting a side hustle can be an exciting journey filled with new opportunities. Whether you aim to earn extra income, pursue a passion, or transform a hobby into a business, promoting your side hustle is essential to achieving success. Fortunately, you don't need a marketing background to get started. By using creative and effective strategies, you can easily spread the word and build a client base. In this post, we’ll share fresh insights and actionable tips to help you market your business like a pro.
15 Strategies for Maximizing Your Day
In a world where demands on our time are constant, mastering productivity is essential for achieving meaningful progress without burning out. Productivity isn’t about doing more; it’s about focusing on what truly matters and using your time wisely. As philosopher William James noted, "The great use of life is to spend it for something that will outlast it." This post presents 15 research-backed strategies to help you maximize your day, whether you’re a seasoned professional or looking to fine-tune your approach, ensuring your efforts leave a lasting impact.