PA for an entrepreneur – What do they want and expect
Being a PA for an entrepreneur is very different to being a PA in the Corporate world. What do top business owners really want from their Personal Assistants?
When you’ve spent years working as a PA, secretary, or administrator, you start to notice that no two roles are ever the same. But once you step into the world of supporting high-level entrepreneurs, everything changes. The expectations go up, the pace quickens, and the pressure to perform quietly in the background becomes a daily reality. And yet, for the right person, it’s one of the most rewarding experiences you’ll ever have.
Let’s talk honestly about what business owners at the top really expect from their Personal Assistants.
Behind the Glamour: The Real Life of a PA to an Entrepreneur
If you think being a PA to a millionaire is all jet-setting and VIP events, you’re not wrong—but that’s only half the story. The reality is far more grounded. One minute you’re arranging a cross-continent investor call, and the next, you’re sorting out why the office fridge has broken down just before a lunch meeting.
You’re not just running errands or following instructions. You’re thinking ahead, connecting the dots, and anticipating needs before they even land on your to-do list. You see, in the entrepreneurial world, the lines between the big picture and the tiny details blur. Everything matters.
A successful entrepreneur expects their PA to treat the business like it’s their own. When a client comes in and the welcome feels seamless, or when a tight deadline is met without drama, that’s a reflection of your quiet, diligent work behind the scenes. It’s not just about doing a job; it’s about creating an impression that mirrors the values and standards of the person you support.
Business and Personal Lives: There’s No Off Switch
Working with entrepreneurs means understanding that their business is their life. There’s rarely a clear boundary between work and personal time, and a top-tier PA understands how to support both.
You might find yourself organising a family holiday that includes three investor meetings, or booking a dinner that doubles as a celebration and a business pitch. One doesn’t end where the other begins. That’s just the nature of the job.
Imagine this: a last-minute business call comes through on a Sunday evening, just as your boss is about to head out to a family event. Without missing a beat, you rearrange the timing, send the agenda to their tablet, and make sure someone else has the car keys ready so they can jump on the follow-up call straight after. That’s not just admin. That’s strategy, empathy, and initiative rolled into one.
Trust: The Backbone of Every Successful Relationship
If there’s one thing every successful business owner values above all else, it’s trust. And when they find someone who can be completely trusted, they hold on tight.
A PA in this space will be privy to sensitive information, both professional and personal. You’ll know things that could impact reputations, finances, and relationships. Your boss expects you to keep everything confidential, without reminders
But trust doesn’t stop at discretion. It also means your boss trusts you to do what you say you’ll do. That when they ask for something, it will be handled on time, professionally, and without the need for chasing.
Over time, you become more than a PA. You become the person they rely on, their sounding board, and sometimes the only person in the room who’s willing to tell the truth when no one else will. That kind of trust is earned and priceless.
What Skills Really Matter for a PA for an entrepreneur
Of course, technical skills are a must. You need to know how to manage calendars, organise travel, and handle email with military precision. But what is the real value you bring? That comes from your mindset.
You need to think like a business owner. If your boss mentions a new market, you’re already researching competitors and pulling together a plan. If a diary conflict pops up, you’re not just flagging it; you’re proposing three solutions.
Emotional intelligence is just as vital. You’re the one fielding calls from high-profile partners, worried investors, and the headteacher calling about a missed parents’ evening. Being able to switch tone and adapt your approach is what sets you apart.
And above all, being a PA for an entrepreneur requires resilience. Entrepreneurs live in a world of constant change, plans shift, opportunities appear out of nowhere, and some days feel like you’re juggling flaming swords. Your job is to keep the show running without letting anything hit the ground.
It’s a Career Accelerator
Supporting a top business owner can fast-track your career in ways no other job can. You’re in the room where decisions are made. You see how businesses grow. You learn to think strategically, communicate with impact, and build a network that others would envy.
Many PAs go on to start their own businesses or step into leadership roles because they’ve had a front-row seat to how success is built from the ground up. The expectations are high, yes. But so are the rewards.
The Role Is a Partnership
Ultimately, a high-level PA isn’t just an assistant. You’re a partner. You’re someone your boss depends on to make life smoother, smarter, and more productive.
You’re not just booking meetings. You’re protecting their time.
You’re not just proofreading documents. You’re safeguarding their reputation.
You’re not just making plans. You’re making life easier.
And when they succeed, you know you’ve played a part in that. That’s the real reward.
If you’re serious about stepping into this level of work, then proper training is essential. Supporting a high-net-worth entrepreneur is a specialised role, and our courses at myPA Business are designed to help you build the skills, confidence, and mindset needed to thrive truly.
So whether you’re already in the role or aspiring to reach this level, know this: the expectations may be high, but the opportunity is even greater. And with the proper support, you’ll be ready for every challenge that comes your way.
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Even the most experienced PA or secretary can have a bad day. You sent the wrong email. The meeting link doesn’t work. Your boss’s presentation pointer dies even though you checked it before they left the office, and packed spare batteries, and somehow, it’s still your fault. Then that quiet voice that lives at the back of your head rears its ugly head, and starts to speak, “You’re rubbish at this job”, “That was such a stupid mistake to make”. Silently, you chastise yourself. These moments don’t define you. But they can rattle your confidence, and over time, those knocks can leave you doubting yourself.
The truth is that administrative professionals, like you, are the backbone of the workplace. You juggle logistics, conflicting personalities, last-minute changes, and a sea of expectations. When it all goes smoothly, nobody notices. But when something goes wrong, the spotlight lands firmly on you.
Let me say this clearly: confidence at work isn’t about being perfect. It’s about recognising your value, learning from the rough days, and remembering that one mistake doesn’t undo a career’s worth of good work.
Let me tell you a story. It’s a true story of a young lady who attended one of my training courses. Her boss had decided she was useless at her job and needed training to become a better PA. She broke my heart because, despite being fantastic at her job with checks and counterchecks in place, she doubted her skills. (Names have been changed for confidentiality.
When a Bad Boss Knocks Your Confidence at Work
Laura had worked as a senior PA for over ten years when she joined our PA and Secretary training course. Her boss, a senior executive with a temper, relied on her to manage high-level board meetings, prepare presentations, and handle the tech, despite having minimal IT skills himself. He would panic when he couldn’t find his mouse on the screen.
For one major presentation, she had prepared everything in the minutest details. She even checked the clicker in advance and popped in a fresh set of batteries for good measure. She packed a second set of batteries and put them in his Information pack along with his itinerary. The itinerary included details such as the pickup time from his house to the train station, the platform he needed to catch a train to London. He had step-by-step instructions on what he needed to do when he arrived in London. She even had the name of the driver who would collect him at Euston Train Station when he arrived. She had prepared everything.
Then it went wrong
Midway through the presentation, the clicker failed. He was furious. When he got back to the office and in front of everyone, he snapped, “Can you try doing your job properly for once?” Laura was devastated. She had done everything right. She was humiliated, then yelled at again in private. That night, she went home feeling like a failure. This left her feeling devastated and convinced that she couldn’t do her job correctly.
As with everything, there is often a knock-on effect of incidents like this. She had lost her confidence at work and started to make more mistakes. In the end, her boss insisted that she attend a training course to pick up the skills she needed to be a ‘decent PA’. This is where I met Laura. Laura came onto my course not because she lacked skills but because that one moment, that one man, had made her doubt herself. She didn’t need fixing; she needed reminding that she was brilliant.
Weeks later, I was told that she had found the courage to report the incident. HR investigated, and her boss received a written warning. He later left the department.
How Do You Rebuild Confidence at Work?
If you’ve had your own “Laura moment,” please know you are not alone. Confidence isn’t a constant. It rises and falls, especially when your work is so visible and often, so undervalued. Here are ten gentle but powerful ways to rebuild your confidence, based on real experiences and practical strategies.
1. Keep a Success Journal
Each day, write down a minimum of three things you did well that day. They don’t have to be monumental achievements. Maybe you juggled a busy diary successfully. Maybe you calmed a colleague under pressure. Perhaps you just kept it all together.
When doubt creeps in, and it will, your journal becomes a quiet but powerful reminder of how capable you really are. Never underestimate the power of a gentle reminder of how brilliant you are.
2. Own It… Then Let It Go
Mistakes happen. Own them. Apologise if needed. Then move on. There is no rule that says one slip-up wipes out ten years of good work. You are allowed to make mistakes; everyone does. You and your career are not a mistake.
3. Flip That Inner Critic
You wouldn’t tell a colleague or your best friend, “You’re rubbish” because a Zoom link failed, so why say it to yourself? You are just as crucial as your colleague or best friend. Instead, say, “I’m learning. I’m resilient. I handled that as best I could.”
Confidence is built one kind word at a time, especially when it’s from you to you. Whether you say it silently to yourself, out loud or have it written on a post-it note attached to your computer screen. Be kind to yourself and set expectations for yourself.
4. Don’t Swallow Toxic Feedback
Constructive feedback is valuable. Toxic comments are not. If your boss humiliates you, that’s not criticism, it’s bullying. Like Laura, you have options. Talk to HR. Speak to someone you trust. You deserve respect at work. Set your boundaries and don’t let anyone step over them. You are a valuable member of the workforce, and your job is just as important as your boss’s. Remember, without you, they couldn’t do half the work they do.
5. Surround Yourself with Support
Confidence thrives in a community. Join professional networks. Seek out positive colleagues. Join our myPA Business membership, where support, stories, and solidarity flow freely.
You are not alone. You never were.
6. Learn Something New
Sometimes, a drop in confidence is your brain’s way of nudging you to grow. Take a short course. Explore new software. Refresh your knowledge. Try our Confidence & Awareness course; it was built for people just like you. A small win can reignite your belief in what you bring to the table. You are more powerful than you realise.
7. Practice Saying No
It’s tempting to take on everything. But confidence grows when you set clear boundaries. Know what your boundaries are and be clear about them. You don’t want your boss to call you when you are on holiday or on a Sunday. If you are asked to do a task that will take hours to complete and you’re already stacked, try saying, “I’m fully booked this morning. Can we review this this afternoon?”
Be Polite, professional, empowering and use your big girl voice. Practice saying NO, practice saying I will but…
8. Focus on What You Can Control
You can’t stop the internet from crashing or your boss being in a mood. But you can manage how you respond. Your boss doesn’t live in your head; they don’t pay rent, so don’t let them in. Their bad mood, their mistakes are not yours.
Breathe. Stay calm. You’ve handled worse.
9. Ask for Real Feedback
Don’t wait for your annual appraisal. Ask someone you trust: “What do you think I did well in that meeting? Is there anything I could improve?” The right feedback builds confidence and is a fantastic learning tool. Feedback is not to be feared. It’s the starting point of you becoming better than you are right now.
10. Be Kind to Yourself
If your best friend came to you in tears over a mistake, you wouldn’t tear them down. You’d listen and remind them of their worth, of how good they are. You deserve the same compassion from yourself. Speak kindly. Treat yourself gently. Celebrate your wins, even if it is getting through a tough day. You deserve it.
Final Thoughts: Confidence at Work isn’t a trait, it’s a Practice
The world of administration isn’t easy. You’re often expected to be invisible until something goes wrong. But here’s the truth: your role matters. You matter. Confidence at work isn’t something you’re either born with or without. It’s something you build, one moment at a time.
If you’ve had a knock, take the next step. Explore our Confidence & Awareness Course. It’s here for you, just like we are.
More importantly, remember that you are not broken, you are not failing, and you are brilliant. You are just getting started.
Dealing with a bullying boss can be challenging, especially when preparing for an appraisal. However, it’s essential to approach the situation calmly and professionally. What is an appraisal and why is it so important?
The Context for Appraisals:
Workplace appraisals, or performance reviews or evaluations, are a structured and formal process by employers to assess and review employee performance, progress, and contributions within an organisation. There are several vital reasons workplaces conduct appraisals:
Performance Assessment: Appraisals systematically and comprehensively evaluate an employee’s performance and achievements over a specific period. It helps supervisors and managers gauge how well employees fulfil their job responsibilities and meet expectations.
Feedback and Communication: Appraisals offer a platform for constructive feedback and open communication between employees and their supervisors. It allows both parties to discuss strengths, areas for improvement, and career development opportunities.
Goal Setting and Alignment: During appraisals, employees and managers can collaboratively set new performance goals or adjust existing ones. This process aligns individual objectives with the organisation’s broader goals, promoting better focus and motivation.
Employee Development: By identifying strengths and weaknesses, appraisals help pinpoint areas where employees may need further training or support. This promotes professional development and enhances job satisfaction.
Recognition and Reward: Positive performance appraisals can lead to acknowledgement and recognition of an employee’s hard work and accomplishments. It may also pave the way for rewards, bonuses, or promotions, boosting employee morale and motivation.
Performance Improvement: For employees who are not meeting expectations, appraisals can highlight areas for improvement and provide an opportunity for corrective action or additional training.
Identifying High Performers: Appraisals help identify high-performing employees who consistently go above and beyond their roles. These employees may be considered for leadership positions or other opportunities within the organisation.
Documentation and Record-Keeping: Appraisals create a formal record of an employee’s performance, which can be helpful for future reference, such as when considering promotions or making employment decisions.
Legal and Compliance Reasons: In some industries or jurisdictions, performance appraisals may be required for legal or compliance purposes to ensure fair and consistent evaluations.
Workplace appraisals are valuable for promoting employee growth, aligning individual and organisational goals, and fostering a positive work culture. When conducted effectively, they contribute to improved performance, increased employee engagement, and more robust team dynamics within the organisation. An appraisal is a two-way conversation where you, as the employee, also discuss your future development, dreams and career aspirations. You should take an active part in your appraisal and decide beforehand what you would like to achieve from the process.
Dealing with an appraisal from a bullying boss
To prepare for your upcoming appraisal, dealing with a bullying boss can be an emotionally challenging experience. However, there are some steps you can follow to ensure you are prepared for the appraisal and are armed with all the information you need to protect yourself and your professional reputation.
Documenting incidents of such behaviour is a crucial step to protect yourself and ensure your concerns are taken seriously. Here’s why documenting incidents is essential and how it can significantly benefit you during the appraisal process:
Validating Your Experience: Keeping a record of bullying or inappropriate behaviour validates your feelings and experiences. When you put these incidents down in writing, you acknowledge their impact on your well-being and work environment.
Establishing Credibility: Your boss’s behaviour might be questioned or challenged during the appraisal. Having a well-documented account adds credibility to your claims. It shows that you are serious about your concerns and have taken the time to gather evidence.
Maintaining Accuracy: Memories can fade or become distorted. By documenting each incident promptly, you ensure accuracy in the details, making your case more reliable and compelling. Be honest when recording the incident. You must avoid a biased account of events. Be 100% truthful by recording your actions as well as your bosses.
Demonstrating Patterns: When you have a record of multiple incidents, it becomes easier to identify patterns of behaviour. This pattern can reinforce the seriousness of the issue and show that it is not an isolated occurrence.
Preparing for discussion: Your documentation will be valuable during the appraisal discussion. It allows you to recall specific incidents and express your concerns coherently and confidently.
Aiding in resolution: The appraisal process might be an opportunity to address the issue and seek a resolution. Providing a coherent account of the incidents and their impact will help your employer understand the gravity of the situation and take action.
Protecting Your Rights: sometimes, documentation can be evidence in formal proceedings if you need to involve HR, a mediator, or even pursue legal action to protect your rights.
When documenting incidents, include the following details:
Dates and Times: Record the date and time of each incident to create a chronological order of events.
Incident Descriptions: Be as detailed as possible when describing each incident. Include specific actions, words, or behaviour displayed by your boss.
Witnesses: Note the names and contact information of any witnesses present during the incidents. Their testimonies can strengthen your case.
Emotional Impact: Describe how each incident affected you emotionally, mentally, or physically. Explain how it affected your productivity, motivation, and overall well-being.
Supporting Evidence: If you have any relevant emails, messages, or documents related to the incidents, make copies and reference them in your documentation.
Documenting incidents is a proactive step toward resolving workplace issues and fostering a healthier work environment. Use your documentation during the appraisal as a tool to express your concerns, seek understanding, and advocate for positive change. Your well-documented account will show your professionalism and determination to address the issue constructively.
Supporting Third Parties:
If you need to involve HR, a mediator, or seek legal help, having a well-documented account of incidents gives them the information to investigate and address the situation more effectively.
If the bullying or inappropriate behaviour affects your work performance or well-being, your documented incidents can provide context during performance appraisals or evaluations. It helps your employer understand how the behaviour has affected your professional life.
Remember to keep your documentation secure and confidential. If possible, share it only with trustworthy individuals who can provide support or guidance as you navigate the process of addressing the problem. Documenting incidents empowers you to take control of your situation and seek a resolution that ensures a healthier and more respectful work environment.
In Conclusion, when you Prepare for an appraisal
Dealing with a bullying boss during an appraisal can be challenging, but remaining calm and professional is essential. Documenting any events or incidents of bullying behaviour is crucial to protect yourself and ensure legitimacy during the appraisal process. Details you should include in your documentation contain dates, times, incident descriptions, witnesses, emotional impact, and supporting evidence. Some benefits of documenting incidents are validating your experience, establishing credibility, maintaining accuracy, demonstrating patterns, and preparing for discussion.
Employers may consider taking appropriate action by providing a coherent account of incidents and their impact. Documentation can also serve as evidence for legal action if necessary. Appraisals provide a platform for performance assessment, feedback and communication, setting and aligning your professional career and personal development goals. An appraisal is also there to reward your performance and any improvement throughout the year. The process is designed to identify dedication and commitment to the job and company. If your bullying harms you mentally, emotionally, and professionally, it may be time to look for a new position.
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Have you heard of the term CPD? Do you know what it means, and, more importantly, do you know what it involves?
CPD stands for Continued Personal/Professional Development. In short, it means that you continue to study after you finish school, college or graduate from university. There are a number of professions that, once you achieve a pass mark in the basic qualifications, will be the start of a lifetime of study, for example, a solicitor, a doctor or a planner. What about your profession? Do you need to embark on CPD?
If your profession does not demand Continued Professional Development, have you made the decision to discontinue studying? To have a successful career, we advocate a continued approach to education/studies. Continued Professional Development is there to help you excel in your chosen field. CPD will also keep you abreast of the latest trends, legal changes and current business relationships, which ultimately could give you an advantage over your colleagues.
Education never stops
Making a personal decision to continue your education/studies and improve your knowledge in your chosen field may become a prerequisite for your employment. An example of this is the IT Industry. Information Technology is changing all the time and good developers, support staff and programmers need to keep abreast of current technology, languages and innovations. If you decided to terminate your studies, this could have a detrimental effect on your career.
Once you have made the decision to continue with your education, what should you do? There are a number of organisations that can facilitate your education. The only decision you need to make will be, which route suits your personal circumstances:
Online training courses
Studies in a classroom setting – often given by trade bodies
Correspondence courses
Seminars and Open days
Trade Federations
Professional Magazines in a chosen field
What is CPD for your occupation?
You could be in an occupation where CPD is not required. Nevertheless, this does not mean that further study is not for you. It could be advantageous for you to engage in a study course with a local college or night class in one of the hobbies you enjoy for example, cooking or sewing. Furthermore, you could learn a new skill, for example, car maintenance.
Further, more studying has a number of wonderful side effects. You could meet new people, gain skills and, more importantly, keep your brain active. Indeed, the Alzheimer’s community have suggested that keeping your brain active could help prevent many mind degenerative disease.
All studying requires is your dedication to the course, you will be receptive to new concepts, your time and the drive to become successful.
What does a PA Do? and indeed, what is a PA. A PA is Personal Assistant to the manager, department or CEO. They provide administrative support and take care of their boss so that they can
What does a PA do?
Perform their jobs with ease and confidence. A Personal Assistant could also be called an Executive Assistant or even a Virtual PA or Virtual EA. In this article, I will use the term PA to cover all of above.
Being a Personal Assistant (PA) is like being a fine artist. You have to have the ability to see an end product using the raw materials you have available to you. Anticipate the likes and needs of those you are looking after, without them knowing or understanding what they like or dislike. A PA has to be meticulous about their time management, planning and organisational skills and then make these tasks look smooth and effortless. Any PA unable to master these three skills will inevitably find the role as a Personal Assistant difficult. A PA should have their finger on the proverbial button of any activity their boss is undertaking at any time. Not only that, a PA has to anticipate what the boss requires today tomorrow and next month.
So What does a PA do to make sure they are on the ball?
A PAs mantra or go to question should always be “What is the next question” their boss is going to ask. Ensure they can answer that question and then the next question their boss will ask. The standard Who, What, Where, When, Why and How questions should be applied to any and all tasks a PA undertakes. Once a PA has mastered this tool they will start to see and show improvements in their PA ability and demonstrate how capable and competent they are in their role.
All PAs need to demonstrate consistency in their workload and be as enthusiastic on Monday morning at 9 am as they are on Friday at 5 pm. They need to be effective and efficient in all the tasks that they undertake and become proactive instead of reactive. It is recommended that a PA schedules at least 60% of their working day. This will leave 40% of their day to be reactive. We, therefore, advise each PA to plan tasks in advance. Taking note of business deadlines and the expectation is essential. A PA will also have to remember their boss has deadlines that could rely on work they have to do.
PAs Personal Recommendations
We would also recommend that every PA take a few minutes at the end of the day to note at least five successes they have had that day. It is true to say that everyone will have a bad day at work at some point. Noting down any success they have will help any PA remember how good they are. How well they perform their job and organising their boss.
In conclusion, What does a PA Do?
When the role of a PA is performed correctly, it is a work of art. The position is seamless, timeless and a thing of beauty. Their boss will never know the amount of work, effort and organisational skills the PA will put into their role. All of this, to ensure that the boss has a perfect working environment so they can perform at their peak.
The PA is indeed the unsung hero of any organisation. It is time for all PAs to stand up and be proud of the jobs that they do. The tasks they undertake and show what a strong, determined woman can do. For more information about becoming a PA or attending a training course click here.
The PA Tips on this post are those that are highly recommended to become an effective PA. It is also vitally important that a PA keeps on track of all new technology, new ways of working and are open to any PA Tips they can glean from colleagues and even their boss.
Welcome to our online magazine from Julie and the team. If you have been on one of Julie’s training courses, you know she is passionate about PA, EAs and Secretaries being the best they can be. She also has very strong opinions about what a PA, EA and Secretary should and shouldn’t do. If you have a question, or would like to add an article, please get in touch. We would love to hear from you.
