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Pause, Reflect, Recharge: Why Easter is the Perfect Time to Re-Energise Your Executive Support

As Easter approaches and the first quarter draws to a close, leaders and their Executive Assistants often find themselves in one of two places: energised and aligned – or running on empty, trying to keep pace with growing demands.

This seasonal pause offers more than a long weekend. It’s a powerful moment to reflect, recharge, and reset your leadership rhythm.

The Power of the Q2 Reset

Just like businesses conduct quarterly reviews, Easter offers a natural opportunity to pause and evaluate the systems behind your success. For Executives, that includes how effectively your time, energy, and focus are being managed. For Executive Assistants, it’s a time to recalibrate, reconnect with your executive’s priorities, and plan how you can offer even greater strategic value in the months ahead.

It’s not about doing more – it’s about doing better, together.

Executive Assistants Are the Rhythm Keepers of Leadership

In the fast pace of Q1, it’s easy to overlook the silent engine behind many high-performing Executives: their EA. From shielding time and energy, to managing complex priorities, to acting as a sounding board, a skilled EA doesn’t just support – they anticipate, elevate, and drive outcomes.

As we head into Q2, take the time to acknowledge and appreciate that partnership. A simple, sincere thank you can go a long way – and so can a conversation about what’s next.

Strategic Delegation = Leadership Freedom

If you’re still carrying too much on your plate, it might be time to revisit how you’re using your support. Are you empowering your EA to lead alongside you? Are you delegating decision-making where appropriate? Or are you unintentionally hoarding tasks that could be systemised, automated, or handed over?

The most effective Executives don’t just work with their EA – they work through them.

Time to Invest in Growth

Easter is also an excellent time to plan for growth. That could look like:

  • Upskilling or mentoring your current EA

  • Bringing on additional executive support

  • Upgrading your current support with a strategic hire

  • Joining a community that supports the growth of EAs and the Executives they serve

At Executive Entourage, we believe high-performing Executive Assistants are a strategic advantage – not a nice-to-have.

Gratitude Is a Leadership Strategy

Whether it’s recognising the incredible work your EA has done, gifting them time to recharge, or investing in their development, Easter is a moment to pause and ask: “Am I showing appreciation in a way that builds loyalty, trust, and shared purpose?”

Leadership isn’t just about driving results – it’s about honouring the people who help you deliver them.

Reflection

This Easter, take a moment to breathe. Reflect on what’s working in your leadership rhythm – and where you can create more space, strategy, and success by leaning into the power of exceptional executive support.

It might just be the most valuable pause you take all year.

Work with Experts to Secure the Right Hire

Finding the right EA isn’t just about filling a position – it’s about securing a strategic business partner who will drive executive productivity and company success.  

At Executive Entourage, we specialise in recruiting high-calibre EAs who can step into leadership-aligned roles with confidence.  
 
Our approach ensures:  

✔  The right talent match – We understand the executive-EA dynamic and ind candidates who fit seamlessly into your business.  

✔ A focus on long-term retention – We help you attract EAs who stay, grow, and add value over time.  

✔ Support beyond recruitment – Including onboarding, career mentoring, and EA development programs.  

If your business is struggling to attract the right Executive Assistant talent, we can help you build a high-performing executive support team that drives success. 

More Than Just Recruitment: EA Coaching, Mentoring & Training

At Executive Entourage, we know that hiring the right EA is only the beginning. That’s why we offer coaching, mentoring, and in-house training to maximise the potential of your executive support team.

Our additional services include:

  • EA Coaching & Development – Upskilling EAs to become more strategic business partners.  
  • In-House Training – Helping executives and EAs work seamlessly together for maximum efficiency.  
  • Retention-Focused Coaching – Keeping high-calibre EAs engaged, fulfilled, and committed to your business.  
  • Outplacement Services – Providing career support for EAs in the event of redundancies.  
  • Executive Assistant Member Benefits Program – giving back to the EA community with networking, coaching and opportunities including premium brand perks.

Invest in the Right EA – Invest in Business Growth


The right EA isn’t just an assistant – they are a key driver of executive productivity, business efficiency, and organisational success.  


If you’re looking to hire an EA who will elevate leadership, or need assistance with mentoring, coaching, and training to drive business growth, let’s connect. 

Contact Executive Entourage today and discover the advantage of elite EA support.

How to Attract & Retain Top EA Talent in a Competitive Market

The demand for high-performing Executive Assistants (EAs) has never been higher. As businesses recognise the strategic value of a top-tier EA, competition to attract and retain the best talent is intensifying.  

Yet, many companies struggle with high turnover, mismatched hires, and EAs who aren’t fully utilised – all of which impact executive productivity and business efficiency. 

So, how can your organisation stand out in a competitive market and secure the best EA talent? From my 25 years experience as an EA and working with EAs through coaching, mentoring and recruitment. Here’s what you need to know.  

Understand What Top EAs Are Looking For

Elite EAs aren’t just looking for a job – they’re looking for an opportunity where they can make an impact. To attract the best talent, businesses need to offer more than just a salary.  

What top EAs prioritise in a role:

  • A strategic partnership – They want to work alongside executives who see them as trusted advisors, not just admin support.  
  • Career progression – The best EAs seek ongoing coaching, mentoring, and leadership development.  
  • A high-performing executive team – Top EAs thrive in structured, efficient, and fast-paced environments where they can add value.  
  • Flexibility & work-life balance – While they are dedicated professionals, they also look for hybrid work options and a culture that respects boundaries.  

To attract A-player EAs, companies must position the role as an opportunity for strategic involvement rather than just an administrative function.

Position Your EA Role as High-Value

One of the biggest hiring mistakes companies make is underselling the EA role – which leads to either attracting the wrong candidates or not retaining top talent.  

If your job description focuses only on scheduling, inbox management, and travel bookings, you may lose out on candidates looking for a more meaningful role.  

How to elevate your EA job listing:

  • Highlight the role’s strategic impact – how the EA contributes to executive decision-making and business success.  
  • Emphasise collaboration with leadership – showing how the EA will work closely with executives as a business partner.  
  • Showcase growth opportunities – including training, mentorship, and career progression into Chief of Staff or operational leadership roles.  

By presenting the EA role as a high-value, career-enhancing opportunity, companies can attract the best talent in the market. 

Offer Competitive Remuneration & Perks

While salary matters, compensation isn’t just about money – it’s about recognising and rewarding an EA’s strategic contributions.  

Top ways to attract & retain EA talent:

  • Competitive salary & performance bonuses – Reflecting the EA’s true business impact.  
  • Professional development – Including mentorship, leadership training, and executive coaching.  
  • Access to decision-making spaces – Top EAs want a seat at the table, not just a desk outside the executive office.  
  • Clear career growth pathways – Show them how they can evolve within the organisation.

If companies fail to offer these benefits, they risk losing top talent to competitors who value and invest in their EAs. 

Retention: Keep Your EA Engaged & Growing

Attracting top EA talent is only half the battle – retaining them is just as crucial.  

Why do top EAs leave?

  • Lack of career growth or development opportunities.  
  • Feeling underutilised or unrecognised for their contributions.  
  • Poor executive relationships or leadership misalignment.  
  • Burnout due to excessive workload with little support.
To retain an elite EA, companies must create an environment where they feel valued, challenged, and empowered.
 
This includes:
  • Regular feedback & career check-ins – Ensuring they see a future within the company. 
  • Leadership support & mentorship – Helping them navigate executive expectations.
  • Respecting boundaries – Preventing burnout while maximising productivity.  

A company that invests in nurturing and growing their EA talent will ultimately see stronger retention, higher executive efficiency, and better business outcomes.

Work with Experts to Secure the Right Hire

Finding the right EA isn’t just about filling a position – it’s about securing a strategic business partner who will drive executive productivity and company success.  

At Executive Entourage, we specialise in recruiting high-calibre EAs who can step into leadership-aligned roles with confidence.  

Our approach ensures: 

✔  The right talent match – We understand the executive-EA dynamic and ind candidates who fit seamlessly into your business.  

A focus on long-term retention – We help you attract EAs who stay, grow, and add value over time.  

Support beyond recruitment – Including onboarding, career mentoring, and EA development programs.  

If your business is struggling to attract the right Executive Assistant talent, we can help you build a high-performing executive support team that drives success. 

More Than Just Recruitment: EA Coaching, Mentoring & Training

At Executive Entourage, we know that hiring the right EA is only the beginning. That’s why we offer coaching, mentoring, and in-house training to maximise the potential of your executive support team.

Our additional services include:

  • EA Coaching & Development – Upskilling EAs to become more strategic business partners.  
  • In-House Training – Helping executives and EAs work seamlessly together for maximum efficiency.  
  • Retention-Focused Coaching – Keeping high-calibre EAs engaged, fulfilled, and committed to your business.  
  • Outplacement Services – Providing career support for EAs in the event of redundancies.  
  • Executive Assistant Member Benefits Program – giving back to the EA community with networking, coaching and opportunities including premium brand perks.

Invest in the Right EA – Invest in Business Growth

  • The right EA isn’t just an assistant – they are a key driver of executive productivity, business efficiency, and organisational success.  
  • If you’re looking to hire an EA who will elevate leadership, or need assistance with mentoring, coaching, and training to drive business growth, let’s connect. 

Contact Executive Entourage today and discover the advantage of elite EA support.

How the EA Role is Shaping the Next Generation of Business Leaders 

Great leaders don’t succeed alone - they thrive with the right support.

In today’s business landscape, Executive Assistants (EAs) are no longer just administrative support. They are strategic partners who help executives lead more effectively, make better decisions, and drive organisational success.  

But their impact goes even further. A high-performing EA doesn’t just support leadership – they help shape the next generation of business leaders by refining decision-making, enhancing strategic thinking, and improving operational effectiveness.  

Here’s how the EA role is actively shaping the future of leadership.

EAs Provide the Critical Support That Leaders Need to Thrive

Leadership is demanding. CEOs and executives must balance decision-making, strategy, team management, and external relations, often with limited time.  

A great EA absorbs much of the day-to-day operational load, allowing executives to focus on high-level priorities. But more importantly, they act as a sounding board, strategic advisor, and efficiency enabler, which directly impacts leadership growth.  

  • Freeing leaders to focus on strategy and innovation
  • Enhancing decision-making through data, insights, and preparation
  • Ensuring executives stay ahead of deadlines, meetings, and commitments

With an efficient, proactive EA, business leaders can operate at their best – learning, growing, and evolving in their leadership roles.  

They Develop Future Leaders by Enhancing Executive Decision-Making

Every great leader refines their decision-making process over time. A skilled EA plays a vital role in this process by:  

  • Providing data-driven insights and reports to inform decisions  
  • Highlighting risks and anticipating potential challenges  
  • Managing competing priorities to keep executives focused on key objectives  
  • Acting as a trusted advisor, offering valuable business perspective  

By shaping the way leaders approach problem-solving, time management, and prioritisation, EAs contribute directly to the development of stronger, more capable executives.

They Teach Executives the Art of Delegation

Many business leaders struggle with letting go of tasks that could be handled by others. A great EA helps executives master the art of delegation, which is a critical leadership skill.  

When executives delegate effectively, they:  

  • Spend more time on high-impact business activities
  • Empower their teams to take ownership
  • Reduce decision fatigue and increase efficiency

An EA who proactively takes on key responsibilities trains executives to trust, delegate, and lead with focus – key traits of strong business leaders.  

They Shape Leadership Culture & Organisational Influence

Culture is driven from the top. A high-performing EA plays a crucial role in how a leader engages with their team, manages communication, and influences company culture.  

  • They help leaders stay visible and accessible by managing schedules efficiently  
  • They coordinate leadership messaging to ensure consistency and clarity  
  • They act as a cultural bridge, reinforcing company values through executive actions  

By shaping how executives lead, communicate, and engage, EAs directly influence the leadership culture within an organisation.  

They Are the Leaders Behind the Leaders

Many of today’s most successful executives credit their EAs as being instrumental in their leadership success. From structuring their day to providing strategic insights, an elite EA helps their executive become the best version of themselves.  

In the process, they develop leadership skills of their own – navigating complex business challenges, managing high-level relationships, and driving efficiency.  

Some of today’s top business leaders and Chiefs of Staff started as EAs, using the role as a foundation for leadership growth. As the EA role continues to evolve, more EAs will move into senior leadership roles – further shaping the next generation of business leaders.   

The Executive Entourage Advantage: Finding EAs Who Elevate your Leadership Team

The best leaders aren’t just born – they are shaped, refined, and supported by the right people.  

A strategic EA doesn’t just assist their executive; they help shape them into a stronger, more effective leader. By refining decision-making, improving delegation, and ensuring executives operate at peak efficiency, EAs play an essential role in leadership development.  

At Executive Entourage, we don’t just place EAs – we match executives with elite-level assistants who elevate your leadership team.  

With 25+ years of experience supporting C-suite executives, we understand what makes an EA a true business asset. Our recruitment and coaching services ensure: 

  • High-calibre EAs with a proven track record of supporting senior executives.  
  • A tailored hiring process that prioritises strategic fit over admin experience alone.  
  • EAs who drive real business outcomes, not just day-to-day tasks.  
  • Long-term executive partnerships that support sustained business success. 

More Than Just Recruitment: EA Coaching, Mentoring & Training

At Executive Entourage, we know that hiring the right EA is only the beginning. That’s why we offer coaching, mentoring, and in-house training to maximise the potential of your executive support team.

Our additional services include:

  • EA Coaching & Development – Upskilling EAs to become more strategic business partners.  
  • In-House Training – Helping executives and EAs work seamlessly together for maximum efficiency.  
  • Retention-Focused Coaching – Keeping high-calibre EAs engaged, fulfilled, and committed to your business.  
  • Outplacement Services – Providing career support for EAs in the event of redundancies.  
  • Executive Assistant Member Benefits Program – giving back to the EA community with networking, coaching and opportunities including premium brand perks.

Invest in the Right EA – Invest in Business Growth

  • The right EA isn’t just an assistant – they are a key driver of executive productivity, business efficiency, and organisational success.  
  • If you’re looking to hire an EA who will elevate leadership, or need assistance with mentoring, coaching, and training to drive business growth, let’s connect.  

Contact Executive Entourage today and discover the advantage of elite EA support.

Your EA: The Secret Weapon for Business Growth

When we think about business growth, we often focus on strategy, innovation, and leadership. But one of the most overlooked drivers of success is already sitting in the executive’s office: a high-performing Executive Assistant (EA). 

The right EA isn’t just an admin professional; they are a strategic enabler, an operational powerhouse, and a trusted business partner. They don’t just keep an executive organised – they remove bottlenecks, streamline operations, and create the space for executives to focus on growth.  

Simply put, a great EA is a secret weapon for scaling a business. 

Here’s how they make a tangible impact on business growth and why every executive should invest in the right EA.

EAs Free Up Leadership for High-Value Work

One of the biggest challenges executives face is time. As businesses grow, so do distractions – meetings, overflowing inboxes, administrative tasks, and operational demands can consume leadership bandwidth.  

A top-tier EA acts as a gatekeeper, ensuring executives focus on high-impact decision-making rather than getting bogged down in day-to-day tasks.

How an EA Unlocks Leadership Capacity:

  • Time & Schedule Management – Prioritising high-value meetings, eliminating unnecessary calls, and keeping executives focused.  
  • Inbox & Communication Filtering – Managing emails, responding on behalf of the executive, and shielding them from distractions.  
  • Task Delegation & Follow-Ups – Ensuring projects move forward without executive micromanagement.  
  • Decision-Ready Insights – Providing relevant data, reports, and summaries to accelerate executive decision-making. 
By protecting an executive’s time, an EA enables them to focus on strategy, innovation, and business growth – where their leadership has the greatest impact.

EAs Improve Operational Efficiency & Scalability

Growth often brings operational complexity, and without the right support, executives risk becoming overwhelmed. A skilled EA plays a critical role in optimising business operations and ensuring smooth execution.  

How EAs Drive Efficiency & Scale:

  • Process Optimisation – Identfying inefficiencies and implementing systems to enhance productivity.  
  • Technology & Automation – Introducing tools to streamline workflow and communication.  
  • Project Coordination – Managing timelines, deliverables, and stakeholder communication.  
  • Cross-Team Alignment – Ensuring different departments stay aligned and focused on key business goals. 
With an EA handling execution, executives can focus on scaling the business without getting pulled into operational distractions. 

EAs Strengthen Business Relationships & Partnerships

In business, relationships matter. Whether it’s investors, board members, clients, or key stakeholders, executives must nurture high-value connections.  

A high-level EA acts as an extension of the executive, ensuring these relationships are not just maintained but strengthened over time.

How EAs Enhance Relationship Management:

  • Strategic Stakeholder Engagement – Scheduling key meetings, tracking interactions, and maintaining strong rapport.  
  • Executive Presence & Representation – Acting on behalf of the executive in meetings and industry events.  
  • Client & Investor Communication – Ensuring seamless follow-ups that build trust and credibility.  
  • Crisis Management & Discretion – Handling sensitive situations with professionalism and poise.  

By managing key relationships effectively, an EA helps businesses secure new opportunities, build strong partnerships, and enhance reputation.  

EAs Enable Executives to Make Faster, Smarter Decisions

In a fast-paced business environment, delayed decisions mean lost opportunities. Executives need quick, data-driven insights to stay ahead – and a strategic EA plays a pivotal role in keeping leadership informed.

How EAs Support Better Decision-Making:

  • Market & Competitor Research – Providing concise insights to guide strategy.  
  • Financial & Performance Tracking – Summarising key metrics to support business decisions.  
  • Risk Assessment & Problem-Solving – Identifying potential issues before they escalate.  
  • Agenda & Briefing Preparation – Ensuring executives walk into every meeting fully prepared.  

A well-prepared EA ensures executives aren’t wasting time searching for answers – they already have the insights they need to act decisively.  

The Executive Entourage Advantage: Finding EAs Who Drive Business Growth

At Executive Entourage, we don’t just place EAs – we match executives with elite-level assistants who accelerate business growth and leadership impact.  

With 25+ years of experience supporting C-suite executives, we understand what makes an EA a true business asset. Our recruitment and coaching services ensure: 

  • High-calibre EAs with a proven track record of supporting senior executives.  
  • A tailored hiring process that prioritises strategic fit over admin experience alone.  
  • EAs who drive real business outcomes, not just day-to-day tasks.  
  • Long-term executive partnerships that support sustained business success. 

More Than Just Recruitment: EA Coaching, Mentoring & Training

At Executive Entourage, we know that hiring the right EA is only the beginning. That’s why we offer coaching, mentoring, and in-house training to maximise the potential of your executive support team. 

Our additional services include:

  • EA Coaching & Development – Upskilling EAs to become more strategic business partners.  
  • In-House Training – Helping executives and EAs work seamlessly together for maximum efficiency.  
  • Retention-Focused Coaching – Keeping high-calibre EAs engaged, fulfilled, and committed to your business.  
  • Outplacement Services – Providing career support for EAs in the event of redundancies.  
  • Executive Assistant Member Benefits Program – giving back to the EA community with networking, coaching and opportunities including premium brand perks.

Invest in the Right EA – Invest in Business Growth

The right EA isn’t just an assistant – they are a key driver of executive productivity, business efficiency, and organisational success.  

If you’re looking to hire an EA who will elevate leadership, or need assistance with mentoring, coaching, and training to drive business growth, let’s connect.  

Contact Executive Entourage today and discover the advantage of elite EA support.



The Future of Executive Support: What’s Next for EAs in 2025 and Beyond?

The role of Executive Assistants (EAs) is evolving faster than ever, driven by technological advancements, remote work, and shifting business priorities. As we move into 2025 and beyond, EAs are no longer just administrative support — they are becoming key players in leadership teams, strategic decision-making, and business transformation.

Executives who embrace this shift will gain unparalleled leverage, and EAs who proactively adapt will position themselves for exceptional career growth. So, what’s on the horizon for executive support? Let’s explore the biggest trends shaping the future of EAs.

1. AI & Automation: A Game-Changer for EAs

AI-powered tools are revolutionising traditional EA tasks, transforming how assistants manage schedules, communications, and workflows. Intelligent automation is now handling calendar management, email filtering, meeting preparation, and even drafting reports — freeing up EAs to focus on more strategic initiatives.

AI-driven platforms like ChatGPT, Microsoft Copilot, and Notion AI are helping EAs streamline processes by summarising key information, prioritising tasks, and even predicting scheduling conflicts before they arise. Additionally, workflow automation tools such as Zapier and Monday.com are reducing manual data entry, allowing for seamless integration across business applications.

What This Means for EAs: EAs who embrace AI will have a significant advantage in increasing productivity and demonstrating value to their executives. Instead of fearing AI as a replacement, EAs should proactively learn how to leverage AI-powered tools to automate repetitive tasks, enhance decision-making, and improve overall efficiency. Mastering these technologies will set high-performing EAs apart in the evolving workplace.

2. The Rise of the Remote & Hybrid EA

As digital transformation accelerates, the demand for remote and hybrid EAs is growing. Businesses are no longer limited by geography when hiring executive support, and many executives now have virtual EAs supporting them from anywhere in the world.

Remote EAs leverage advanced communication tools like Slack, Zoom, and Asana to collaborate effectively, ensuring seamless executive support without being physically present. Hybrid EAs, who split their time between remote work and in-office support, are also becoming essential in organisations looking for flexibility.

With globalisation and digital transformation, more executives are embracing remote and hybrid executive support models. Virtual EAs are now embedded in leadership teams, providing seamless strategic and operational support from anywhere in the world.

What This Means for Executives: Leaders must rethink how they structure their executive support teams. Rather than focusing on location, they should prioritise hiring tech-savvy, self-motivated EAs who can work independently while maintaining strong communication with leadership teams.

What This Means for EAs: To stay competitive, EAs should refine their ability to work remotely, mastering virtual collaboration tools and demonstrating strong self-management, proactivity, and digital literacy. The ability to excel in a remote or hybrid setting is now a key differentiator in the job market.

3. EAs as Strategic Business Partners

Gone are the days when EAs were just administrative support. Today’s high-level EAs are becoming key strategic advisors, often acting as the right-hand person to executives in decision-making, stakeholder management, and business operations.

Many forward-thinking executives now see their EAs as trusted partners, involving them in strategic planning, budgeting, and high-level problem-solving. The most successful EAs are stepping into Chief of Staff, Operations Manager, or Business Manager roles, taking on leadership responsibilities that drive real business outcomes.

What This Means for EAs: To evolve into a strategic partner, EAs must develop strong business acumen, leadership skills, and an understanding of financial and operational strategy. Investing in professional development, leadership training, and networking with executive-level peers will be essential for those looking to take their careers to the next level.

4. The Demand for Specialised Skill Sets

As the EA role shifts from traditional administrative support to business operations and strategy, executives are looking for assistants with expertise in project management, financial analysis, HR, and operations.

  • Project management – Leading and coordinating cross-functional initiatives
  • Financial analysis – Budgeting, forecasting, and financial reporting support
  • HR & talent management – Assisting with hiring, onboarding, and team culture development
  • Operations & process improvement – Driving efficiency and optimising workflows

What This Means for the Industry: Organisations must prioritise upskilling their EAs through mentorship programs, executive education, and leadership training. Those who invest in their assistants will benefit from having a highly capable, business-savvy EA who can directly contribute to company success.

What This Means for EAs: EAs should proactively seek opportunities to expand their skill sets beyond traditional administrative tasks. Taking courses in business strategy, leadership, and financial literacy will open doors to higher-level roles and increase long-term career opportunities.

5. Executive Entourage: Shaping the Future of Executive Support

At Executive Entourage, we recognise that the role of the EA is evolving rapidly. We specialise in connecting executives with future-ready EAs who are strategic, tech-savvy, and leadership-focused.

Whether you’re an executive looking to hire an EA who can excel in this evolving landscape, or an EA wanting to future-proof your career, we can help.

Contact Us – Let’s start the conversation today. The future of executive support is here — are you ready to embrace it?

From EA to Chief of Staff: The Career Roadmap for Ambitious Executive Assistants

For Executive Assistants (EAs) with ambition beyond traditional support roles, the path to becoming a Chief of Staff (CoS) is a natural yet highly strategic career progression. This transition requires more than just experience – it demands a shift in mindset, expanded business acumen, and the ability to operate at a leadership level.

The Role of a Chief of Staff

A Chief of Staff serves as the executive’s right hand, overseeing strategic initiatives, managing key relationships, and driving organisational priorities. Unlike the EA role, which primarily focuses on support and execution, a CoS operates with a broader leadership scope – acting as an advisor, problem-solver, and operational strategist.

How to Transition from EA to Chief of Staff

Making the leap from EA to CoS doesn’t happen overnight, but by focusing on these key areas, ambitious EAs can set themselves up for success:

1. Develop Strategic Thinking and Business Acumen

  • Deepen your understanding of business strategy, financials, and decision-making frameworks.
  • Take an active interest in company operations beyond your executive’s immediate needs.
  • Enrol in leadership courses or an MBA to enhance your strategic skill set.

2. Expand Leadership and Influence

  • Begin to take ownership of high-level projects, demonstrating initiative and problem-solving capabilities.
  • Cultivate relationships with key stakeholders, both internally and externally.
  • Seek mentorship from senior leaders who can provide guidance and sponsorship.

3. Enhance Communication and Executive Presence

  • Master the art of concise, strategic communication – both written and verbal.
  • Develop confidence in presenting insights and recommendations to senior leadership.
  • Position yourself as a thought partner rather than just a support function.

4. Grain Exposure to Boardroom-Level Discussions

  • Request to attend leadership meetings to gain insight into strategic priorities.
  • Demonstrate your ability to contribute meaningfully to discussions.
  • Show initiative by anticipating business challenges and proposing solutions.

5. Refine Operational and Project Management Skills

  • Strengthen your ability to oversee cross-functional initiatives and complex projects.
  • Develop a structured approach to problem-solving and decision-making.
  • Gain experience in budgeting, risk management, and process improvement.

What Executives Look for in a Chief of Staff

Executives who promote EAs into Chief of Staff roles often seek individuals who:

  • Have a deep understanding of the business and can anticipate challenges.
  • Are proactive problem-solvers who can make independent decisions.
  • Exhibit exceptional leadership qualities, with strong interpersonal and influencing skills.

Executive Entourage: Your Partner in Career Progression

Not every EA is ready for the leap to Chief of Staff – but with the right development, mentorship, and opportunities, it’s a realistic and achievable goal. 

At Executive Entourage, we specialise in guiding EAs through this transition, providing coaching, upskilling, and access to executive-level opportunities.

If you’re an EA looking to take your career to the next level, or an executive seeking a high-calibre Chief of Staff, let’s start the conversation. Contact Executive Entourage today to explore your next step toward executive leadership.

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Because being an EA should come with rewards. 

Unlock exclusive resources, networking opportunities, career development, and premium perks – all designed to elevate Executive Assistants and Chiefs of Staff.

Membership is complementary, and we’re just getting started. Don’t miss out on the opportunity to connect, grow, and thrive in a community built just for you.

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