Chief of Staff vs. Executive Assistant: Which Is Right for You?

Chief of Staff vs Executive Assistant. Are they similar in any sense?

There's a lot of interesting discussion around what falls into the Chief of Staff lane versus Executive Assistant. 

At first, both roles may seem similar. As they support key leaders and work behind the scenes. 

However, they differ in multiple ways. No matter your industry—whether it's real estate, healthcare, e-commerce store,  or running a church—knowing the differences between these roles will help you make an informed decision for your business. 

This blog will help you comprehend the differences between a Chief of Staff and an Executive Assistant, including their roles and responsibilities.

So, let's get started!

Understanding The Roles: Chief Of Staff vs. Executive Assistant

What does an Executive Assistant do?

An Executive Assistant is a master problem solver, supporting senior leaders such VPs, Chiefs of Staff, etc. They are the point of contact among partners/Directors.

While their responsibilities are vast, EAs primarily focus on logistics, travel, and expense management, solving problems creatively rather than leading major initiatives.

On a typical day, an executive assistant is involved in a wide array of tasks that ensure the smooth operation of their executive's daily activities.

This is what an Executive Assistant does on the job:

Managing the Executive's calendar and schedule

An Executive Assistant is responsible for managing their boss's calendar, scheduling meetings, and ensuring the executive stays on track with their commitments

Handling phone calls, emails, and correspondence

From answering calls to managing emails, Executive Assistants communicate on behalf of their boss. They handle everything from passing important messages to filtering out unnecessary communications.

Arranging travel and accommodations

If an Executive travels, their assistant books the airline ticket and makes the hotel reservation. They also prepare the itinerary along with other necessary arrangements.

Assisting with personal and professional tasks

Executive Assistants help their boss in researching for a project. During a meeting, they take down notes. They also assist the Executive in handling expense reports.

Acting as a liaison between the Executive and other staff members

As their spokesperson, an assistant must communicate the Executive’s orders and decisions to the staff. The staff cannot contact the Executive directly. Their queries must go through the Executive Assistant.

The primary responsibilities of an Executive Assistant

Organizing and prioritizing tasks and projects

• Organizing the Executive’s calendar and daily schedule in order of importance
• Handling schedule clashes
• Reminding the Executive of upcoming meetings and deadlines

Managing administrative and logistical tasks

• Keeping track of the day-to-day tasks and responsibilities of the Executive
• Communicating on behalf of the Executive via phone, email, messages etc.
• Client management
• Planning and managing travel logistics, like meals, accommodations, and transportation

Providing research and analytical support

• Assisting in research on relevant projects
• Recording client data and information
• Analyzing different aspects of the job to predict problems
• Offering suggestions and solutions regarding event planning and projects

Preparing reports, presentations, and other materials

• Preparing reports, spreadsheets, emails, presentations, and other important documents
• Maintaining contacts database and filing systems
• Taking down correct notes of a meeting

Maintaining confidentiality and discretion

• Protecting sensitive information by sharing only with the right people
• Installing necessary security measures on devices to prevent data leaks
• Reporting any leaks or breaches

Before we dig deep into the Chief of Staff, here is a comparison of the salary of an executive assistant to the chief of staff. Plus, outsourcing from Wishup is an affordable option, saving you an average of 40 hours/week.

So if you're making $4M/yr and work 60 hrs/wk ($1,390/hr). That means you can earn an extra $3M/yr.

Just by hiring an EA, which is insane.

What is a Chief of Staff?

The Chief of Staff oversees all important projects within your organization, contributes to the development and execution of long-term strategic plans, and identifies growth opportunities. Additionally, they support relationships with internal and external stakeholders while working alongside with leaders and executives.

Rather than focusing on an individual, a Chief of Staff looks after the entire organization. He turns big goals into actions and helps different teams work together smoothly, and leads critical projects that shape the company's future.

From small business owners to entrepreneurs, attorneys to consultants, church leaders to photographers. The Chief of Staff can help each one of you with business planning.

What does a Chief of Staff do?

The role of an Executive Assistant must be clear to you by now.

Let’s talk about what a Chief of Staff really does.

At a high level, they’re all about business planning and keeping the rhythm of business steady.

Business Planning is a big part of the job. It’s about mapping out the sequence of business activities for the leader, getting them ready for upcoming events, and making sure everything’s on track. 

A big chunk of this is managing the rhythm of business(RoB). Examples of things included as part of a RoB may include:

• Performance Review Cycles
• Quarterly Planning & Reviews
• Annual Strategic Planning
• Weekly Update Meetings
• Monthly Town Halls
• Board Meeting

Of course, there’s also the operational tasks, like working through a product launch, adopting new systems, and keeping an eye on how the business is performing in terms of sales and financials, etc.

Then, there’s the forward-looking part. 

This involves planning meetings that focus on strategic and long-term goals, as well as regular check-ins to prepare for upcoming events. The rhythm of business helps make sure there’s time set aside to push the business forward with the necessary actions.

As a Chief of Staff, or even an Executive Assistant, their job is to cut through the noise and chaos in the back office.

I think this gives you a clear understanding of what a Chief of Staff does.

The primary responsibilities of a Chief of Staff

Building and leading high-performance teams

• Creating strategies to hire, train and keep the best talent
• Maintaining a productive and positive work culture
• Solving concerns of employees
• Informing and including employees in management plans, objectives, and goals

Driving organizational change and growth

• Putting good Human Resource Systems in place
• Working closely with the executives to create and enforce strategies and goals
• Managing company employees, resources, and budget
• Measuring performance and identifying problem areas

Aligning the organization with the Executive's vision and goals

• Informing important goals and objectives to the employees
• Maintaining smooth communication and coordination between different departments
• Looking after day-to-day operations to make sure everyone’s on the same page
• Ensuring that projects finish on time

Managing crises and resolving conflicts

• Evaluating and identifying potential risks
• Creating strategies and safety plans to deal with the problems
• Ensuring that operations run according to regulations and laws
• Finding solutions to operational and management challenges

Acting as the Executive's trusted advisor and confidant

• Analyzing business decisions for viability, budget, and risks
• Maintaining discretion and confidentiality regarding important data
• Taking on administrative responsibilities so that the CEO can focus on their job
• Addressing employee problems and relaying only the most pertinent issues to the top management

How A Chief Of Staff Differs From An Executive Assistant

When considering the roles of Chief of Staff vs Executive Assistant, it's essential to recognize their differences.

Here are the main distinctions:

Seniority of the Role

A Chief of Staff typically holds a senior role within an organization, acting as a strategic partner to the CEO or other executives.

On the other hand, an Executive Assistant focuses more on the day-to-day operations

Administrative v/s Strategic Focus

An Executive Assistant uses strategy, but their method is more tactical. They mostly deal with issues as they arise, whether it is a conflict of schedule or replying to an urgent message.

On the other hand, the Chief of Staff leads strategic initiatives, covers gaps in the business, identifies roadblocks, and builds systems and processes.

Level of Accountability

A Chief of Staff leads teams, develops and implements strategic plans, and acts as a key advisor to the leadership team. Their role is more about steering the ship in the right direction.

Whereas the Executive Assistant ensures that the executive’s day runs smoothly, handling everything from meeting coordination to travel arrangements.

Size and Maturity of the Business

A Chief of Staff might be ideal for a larger organization or a growing business that needs someone to take on significant leadership responsibilities.

In contrast, a smaller or more mature business might benefit more from the organizational support provided by an Executive Assistant.

Short-Term v/s Long-Term Perspective

An Executive Assistant’s schedule can change every day. They must be quick to adapt.

A Chief of Staff makes long-term action plans. They study and learn about all the departments to come up with a good strategy.

Support v/s Partnership Role

An Executive Assistant works on different things every day, including logistics, travel, and expense management, and they solve problems in new and different ways. They make their boss' work easier.

The Chief of Staff organizes, prioritizes, and owns the management of the business. Their focus is on the entire company.

Execution v/s Decision-Making

An Executive Assistant's main job is to follow orders. They must complete the tasks assigned by their superior.

A Chief of Staff gives orders and makes decisions. They watch over multiple departments, employees, and processes.

Can an Executive Assistant become a Chief of Staff?

The Chief of Staff vs. Executive Assistant discussion clearly shows that the Executive Assistant position is junior to a Chief of Staff.

Is it possible for an Executive Assistant to become a Chief of Staff?

Absolutely.

To do that, an Executive Assistant must gain some important skills, such as:

Leadership and management skills

An Executive Assistant must become a leader. They should have the management skills to look after multiple group projects.

Strategic thinking and planning ability

An Executive Assistant should be able to plan bigger strategies. They must learn how the different departments of the company work together.

Strong communication and interpersonal skills

An Executive Assistant should be able to communicate clearly and confidently. They must also learn how to resolve conflicts.

Demonstrated ability to build and lead teams

An Executive Assistant must have a sharp eye for talent. That way, they can hire and retain the best employees.

Experience managing complex projects and initiatives

An Executive Assistant must learn how to analyze risks, and requirements and solve problems. They should advise the CEO on various issues.

Chief of Staff vs. Executive Assistant: Which is Right for You?

Chief of Staff vs. Executive Assistant: who should you hire?

It depends on your business requirements and leadership style.

Think about the following:

Business needs and priorities

What level is your business at? If your business needs basic systems like Customer Relationship Management and HR, go for a Chief of Staff. In case you have fewer employees and operations, Hire Executive Assistant.

Executive leadership style and strengths

If you like to take care of all important tasks yourself, hire Executive Assistant. If you can trust someone else to handle a project on their own, go for a Chief of Staff.

Organizational culture and values

If you want to motivate the employees to achieve company objectives, get a Chief of Staff. In case you work with self-motivated professionals, hire an Executive Assistant.

Available resources and budget

A Chief of Staff has a lot of experience. So, they will demand a higher salary (between $226,756 and $343,485 per year). If you cannot afford it, hiring an Executive Assistant would be cheaper (between $60K and $150K annually).

Now, if you think it’s costing you a lot, Wishup can help solve this problem by finding you the perfect match from our pool of top 0.1% talent, pre-vetted and trained VAs.

Future growth and expansion plans

If your company is ready to expand, hire a Chief of Staff. If your company is still young, hire an Executive Assistant instead. This will save you time and resources.

Still Confused? Let Wishup be your guiding star.

Having served 1500+ clients and deployed 500+ VAs globally, you can trust us to choose the best fit for your organization, irrespective of which industry you serve.

Hire in just 60 minutes!

How to Hire an Executive Assistant or Chief of Staff

The right candidate can be hard to find. Luckily, there are a few good options to check out:

Virtual Assistant Services

This is the best option. They are affordable, fast, and offer many qualified candidates to choose from.

Where can I find VAs? At Wishup. 

Schedule free consultation today and onboard your Chief of Staff or Executive Assistant in just 60 minutes. 

Our streamlined process ensures that you can start benefiting from top-tier support without delay.

Referrals

Referrals are trustworthy but takes a long time to find the right candidate.

Job Listings

This is a classic method, but it is time-consuming and can also be expensive. Platforms like LinkedIn, ZipRecruiter, Job2Careers, Glassdoor, etc., can help. 

Freelance platforms

You can quickly hire a freelancer. But can you trust them completely? That is always an issue.

Benefits of Outsourcing Chief of Staff and Executive Assistant Services to Wishup

Wishup's Executive Assistants and Chief of Staff stand out for their industry experience, exceptional skills and trustworthiness, making them a valuable asset to your business.

They are trained to communicate effectively with senior management, ensuring smooth collaboration at all levels. 

By choosing Wishup, you’ll enjoy several key benefits: 

Top 0.1% Talent

We meticulously vet every candidate, hiring only 1 in 1,000 applicants to ensure you work with the elite talent.

Onboarding in 60 Minutes

We match you with the ideal profile based on your needs, allowing you to start working with your Chief of Staff or Executive Assistant within 60 minutes of signing up.

Affordable Pricing

Wishup offers highly qualified Chief of Staff and Executive Assistants at competitive rates, starting at just $3999 and $999 per month, respectively. We maintain full transparency with no hidden charges.

3-Day Trial with Money-Back Guarantee

Experience our virtual assistance services with a 3-day trial. If you’re not completely satisfied, we’ll issue a full refund—no questions asked.

Full-Time Assistants

Our virtual assistants are full-time team members, giving you complete control over their tasks and working hours to perfectly meet your business needs.

Data Protection with NDAs

All our assistants sign a non-disclosure agreement (NDA) to ensure your information remains secure.

Dedicated Account Manager

You'll have a dedicated account manager to support your business needs, providing reliable assistance for both day-to-day activities and any account-related concerns.

Conclusion

Hope this blog cleared the confusion around the Chief of Staff vs. Executive Assistant debate. To sum it all up, a Chief of Staff works alongside executives. They manage bigger projects and have administrative responsibilities. For industries like aviation, incorporating specialized airline software solutions can streamline operational processes and enhance decision-making, much like how a Chief of Staff improves overall business efficiency.

On the other hand, an Executive Assistant works under an Executive. They look after daily administrative tasks like taking messages, scheduling meetings, making reservations, etc.

Wishup is a leading platform for hiring qualified Executive Assistants at reasonable prices. Our assistants will handle all your administrative tasks and make your life easier.

Don’t take us at our word; schedule a free consultation with Wishup today, or drop a mail to [email protected].

Chief of Staff vs Executive Assistant Frequently Asked Questions

Is a Chief of Staff an Executive Assistant?

A Chief of Staff is different from an Executive Assistant. The Chief of Staff focuses on planning and important decision-making, while the EA handles smaller day-to-day tasks and details. 

Is the Chief of Staff higher than the Executive Assistant?

Yes, a Chief of Staff requires much more experience and skill than an Executive Assistant.

Is Chief of Staff an Executive Position?

No, a Chief of Staff is a managerial position. They are strategic advisors, gatekeepers, and project managers. They work closely with the CEO to ensure that the organization's vision and initiatives are effectively executed.

Is Chief of Staff a Glorified Position?

No, the Chief of Staff has a broader scope of responsibilities. They often serve as the right hand to a top executive, assisting with strategic planning, decision-making, and managing key projects.

This role is often seen as the CEO's right-hand person.