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Hiring Anxiety? Here’s How To Simplify Hiring An Executive Assistant

Written by: Sandra Lewis

You’re not going to be able to go it alone.

Maybe it worked for a while. You could juggle everything and still get the work done. When things started piling up, you went to a triage approach where you made sure the most important things got done, and the rest could wait.

At some point, though, too much gets put on the backburner. 

The more your business grows, the bigger your goals get, and the more you need to figure out a solution. Your to-do list, and your stress, is getting a bit off the charts.

You need an executive assistant.

Signs You Need An Executive Assistant

Executive assistants aren’t just for huge corporations. Every business owner could benefit from having one, but many simply don’t realize it. So, to help give you a better picture, here are a few signs that you need an executive assistant.

  • You’re feeling overwhelmed. Whether you’re the CEO of a billion-dollar corporation or the owner of a small dog grooming business, you can get overwhelmed. Ever feel like you’re drowning in tasks and so much is being left on the table? The more growth there is, the more overwhelmed you are when you go it alone.
  • You already know what you’d have them do. It’s not unusual that swamped business owners daydream about what it’d be like to have an executive assistant. If you’re struggling to get through the day, but imagining how great it would be to delegate to a executive assistant, that’s a pretty good sign it’s time to find someone.
  • Being overworked is costing you. Some might think they’re saving a few bucks by not hiring an executive assistant, but your time has value, and when you’re wasting it you’re wasting money. You’re also experiencing lost opportunity. Did you ever take the time to calculate what your time is worth? Once you wrap your head around the value an executive assistant brings you, you’ll see the cost benefit.
  • You’ve tracked your time use and it’s not good. It’s easy to just focus on getting through the day and not pay attention to how you spend your time, but it’s important to take stock of what you’re doing each day. If you’re spending more than an hour or two on administrative duties (e.g. email, scheduling) every day, you need an executive assistant. If you haven’t set aside personal time and it’s always go-go-go, you’re on a path to burnout, not growth.
  • You feel like you’re micromanaging. Does it seem like you’re spending your day telling people what to do? Instead of a proper big-picture view of the direction for your company, you’re busy counting grains of sand. It’s hard to stay on track if you’re looking down instead of forward.

This is a pretty convincing list. You probably recognize yourself somewhere in there, and you don’t need much more proof that you need to add some help. An executive assistant sounds great.

But this also means you have to hire a new employee. And that’s where you’re stuck on pause, because hiring employees is not what you want to spend your already precious time doing.

Why Adding New Employees Is Challenging

Making mistakes when hiring is common. A mistaken job description because you don’t know exactly what you’re looking for or missing important personality cues during the interview—these are just a few ways hiring goes off the rails.

Getting some extra help on board sounds great, except for all the unknowns. 

There are always lingering questions when bringing in someone new, but we’ve provided some answers that may lead you to the right person for the job.

  • Will they care as much as I do? No one cares about your business as much as you do, but you want employees who come very close. You’re looking for people who take ownership in their work and want the company to succeed for the benefit of all. They’re not just clocking in, but really want the company to grow.
  • Will they do a good job? A perfect CV doesn’t always translate into the skills and experience you want. It’s hard to find a perfect fit, employees who will work well in your company culture and in the way you work. Most hiring processes aren’t able to suss this out well, and you have to rely on what they tell you, their CV, and a gut feeling.
  • Will they stick around? Employee turnover is a real concern. Hiring employees is expensive enough, and it takes a long time. Having to repeatedly go through the whole process, including training and onboarding, every time an employee leaves is a nightmare. More time is spent filling and refilling a position than getting work done.
  • Will they reflect my brand well? For customers, employees are the face of your brand. You want a team that reflects your culture and all of the things important to you. Plus, you want them to care as much about your customers as you do, with a desire to provide great service and support. 
  • Have I met all employment laws? Correctly classifying employees and being in compliance with all federal and state laws isn’t easy, not to mention everything involved in payroll and benefits. 

Get some of these wrong when hiring, and new help might just be new problems. 

That’s why it seems easier to skip hiring an executive assistant and just do everything yourself, no matter how stressful it’s becoming. Fortunately, we have a better solution for you.

Hire An Executive Assistant Easily And Quickly

We get the challenge you’re facing.

You need help, but it’s hard to know if this is the right time to take the leap, and you are dreading the hiring process for all of the reasons we mentioned. What we’ve done at Boldly is model our company to meet every one of those concerns so you don’t have to worry about them.

For starters, we have a strict hiring process ourselves. Every executive assistant we bring onto our team has gone through a rigorous process. Because of that, you have access to Fortune 500 talented people. We do the work of recruiting and hiring.

And yes, we do hire our team members as full W2 employees

That means we take care of compliance issues so you don’t have to worry about misclassifying an employee or making sure you’re within federal and state guidelines. We handle everything from payroll to benefits. You don’t have to deal with it.

We take matching the right executive assistant with the right client very seriously. We have a matching process in which we make sure both parties are confident of a good fit. Then we check in to make sure everything is going smoothly.

Finally, we use a subscription service approach. 

That means you “subscribe” to our service for the exact number of hours that you need your executive assistant to work for you. There’s no worry about being locked into a service contract for hours you end up not needing. With your subscription, you can increase or decrease the number of hours you need from your executive assistant. Your budget was built for this.

You can get an amazing executive assistant in just a few days, instead of weeks or months, without any worries. They’ll be top-shelf talent, they’ll fit your budget, and they can hit the ground running and make a huge difference in your stress level. You can get started today, and have that perfect executive assistant in no time.

Topic: Remote Executive Assistant

Updated on October 12th, 2023

About the author: Sandra Lewis is the Founder and CEO of Boldly. She's passionate about helping Businesses, Organizations and Executives increase productivity and move their work forward with the right skills and resources. Setting an example of the efficiencies gained working remotely, she’s been leading her entire team on a virtual basis for the past decade.