Should've Hired a VA Syndrome

Should’ve Hired a VA Syndrome, do you have it?

Many business owners are suffering from the Should’ve Hired a VA Syndrome!

Hiring the perfect virtual assistant demands some of your time and attention to detail. The perfect virtual assistant, unfortunately, cannot read your mind or between the lines.”
– Lisa Olinda, Olinda Services Founder and Chief Chaos Whisperer

You are doing everything right, but running a business, juggling multiple demands on time and energy can overwhelm the most productive and enthusiastic business owner. You need help.

In 1933 WG Peacock starting selling a vegetable drink with limited success. He then changed the name to V-8. In 1948 Campbell Soup Company acquired the brand and has been marketing it ever since. They have had a string of commercials over the years with a head bop and slogan “Should’ve Had a V8.”

I often hear potential clients who are frustrated with doing the same work over and over again. Their invoicing falls behind, their systems are never fully developed, and they always feel behind schedule. As I listen to the litany of woe, I often hear a voice in my head saying, “They Should’ve Hired a VA.”

Here are three thoughts to provoke you, two things to inspire you, and one thing to act on!

Three Thoughts to Provoke


Assess. You need to assess your need. If you are missing appointments, not billing clients, or working more hours than you like, You need to hire someone.

See my blog post, Should’ve Hired a VA Syndrome, for more details.

I help my clients overcome the Should’ve Hired a VA Syndrome and regain control of their lives and their business.


Attract. You often find articles telling you to find and hire the perfect virtual assistant, BUT how do you attract the ideal virtual assistant? In my blog post, 4 Steps To Attracting The Perfect Virtual Assistant, I talk about the 4 Steps:

  1. Present your prospect with an opportunity
  2. Tell your prospect what your company does
  3. Be specific with your prospect about what you need
  4. Have a budget in mind for your opportunity

I encourage you to read the blog post to learn more and why these steps are so vital.


Align. Align goals, budget, and needs. We are pushing towards a goal of finding your ideal assistant, but there will be work involved in making it happen. Make sure you have alignment with your VA and set realistic expectations.

Two Things to Inspire


“One of many strengths that I often see in successful women on Wall Street is a responsible balance between risk-taking and risk mitigation – the ability to assess situations smartly and make the right medium-to-long-term decisions without being lured into reckless, short-term profit-taking.” – Adena Friedman

You can do this. You can assess what you need and move forward.


“Your only limitation is how much action you are willing to take” Carrie Wilkerson

In order for you to recover from the Should’ve Hired a VA Syndrome, you must take action.

One Action Item

This week I want you to keep a notepad at your desk. Whenever you work, note if someone else could be doing the work? Is it moving your business forward or holding you captive to overwhelm.

At the end of the week, review your list. This list is a good starting point to write a job description for your ideal assistant.

Do you have any comments or questions? Please comment below. I love to connect and look forward to hearing from you.

My goal is to keep you on the path to success.

Additional Resources

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