How To Know When To Hire a Team for Your Business

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Hey you! I'm Candice. I've owned my wedding planning and design business, Jubilee Events, for 12 years. I'm a 2x published author, podcast host, and your proud mentor.

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When Is The Right Time to Hire a Team?
How to know when to hire a team: many businesses reach a stage where they know they can't do it alone. So how do you know when to hire a team and grow your business? I have two simple questions for you to ask yourself, and answer, and they'll reveal if you're really ready to grow your business and hire a team.

At the beginning of your business, hiring a team can feel like something very far out of reach. The more you work as a solo entrepreneur, the harder it becomes to ‘let go' and let someone come in to help. 

It's normal to feel at a crossroads when expanding your business to the point where you’re ready to hire a team. Many business owners grapple with whether they’re ready or not, and if expanding their business is the right move.

You might be asking yourself questions like:

  • What will hiring someone cost me and can I afford it?
  • How do I go about finding the right team members?
  • Is it more work to train and manage someone, rather than just doing it myself?
  • What do I really need help with?
  • Will someone be able to do the job better than me? 

All these questions are valid and they’re all normal. But they’re not the first questions you should be asking to understand if hiring a team is the right move.

So, how to know when to hire a team? And is your business ready?

I have two simple questions for you to ask yourself. Their answers will help to reveal if the time is right to grow your team:

What will you lose if you don't hire someone to help you grow your business?

Understanding not what you gain, but what you lose if you don't make changes, sometimes helps to better put the decision in focus. So, what will you lose?

Is it money?

Maybe it's time? (Sidenote: If you're interested in better time management, check out my 5 time management tips & secrets for creative business owners)

Or is it an impact?

What about balance in your life?

You know the things that you’ll gain in your business, but what do you stand to lose if you don’t hire someone to help?

The answer to this question should help to motivate you in the right direction. 

Does hiring help you reach more customers, help more people, and thereby bring into focus your company’s mission, vision, and purpose?

If you answered yes to the second question, then you would be doing a disservice to your customers by not having a team. A team to help you reach more of them and provide them with a world-class experience.

Imagine all the people your business could help, if only you had the right support in place to help them.

As you set out to grow your business and your team, run it through the filter of these two questions.

If you’ve discovered that you stand to lose out on things you want because of your hesitation in growing your business, it’s time to start growing a team. And if you’re impact on others is being stunted because you don’t have enough support in place, it’s also time to give your business the gift of help.

Now that you’ve made the decision to grow, you just need a plan in place to get yourself there. So next, ask yourself this question:

What steps do I need to take in order to be able to afford this, find the right candidate, and set-up my business so that I can receive the help I need?

It's likely that you're going to have to make some changes in how you do business, and it may take you a few weeks or even months to see the positive effects of those changes.

You might have to increase your price or diversify your revenue.

Or, you may have to sit down and develop systems in your business. It could be time to really start thinking about how your business works.

You may have to do some internal work on your Ego. Why? Learning how to let go of the things only you think you can do is the only way to grow a team.

What is absolutely clear is the need to understand who you need to become in order to have the business you want. Then, start to make the changes necessary to get yourself there.

If you're a wedding pro and you know you need help in scaling your business, I want to invite you to join me inside my mastermind, WeddingPro Insiders….

If you're a wedding pro who is looking to grow their business and a team, I want to invite you to join me inside my mastermind, WeddingPro Insiders. WeddingPro Insiders is a mastermind for wedding pros who want to attract premium clients, scale their services with ease, and build profitable businesses with purpose.  Join now!

How Do You Know When It’s Time to Go From Solo Entrepreneur to Building a Team?

Building a Team

Candice Coppola

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My team and I have worked with hundreds of clients all over the world, from New York City to Fiji, Vermont to Costa Rica, celebrating moments that matter in our clients' lives. I've worked with high-end clients since I started my business, producing events in excess of $1,000,000.



I owned my wedding planning and design business, Jubilee Events, for 12 years before I sold it.

I know what it takes to run a successful wedding industry business.

I also know how hard it is to be profitable in this industry. I've experienced many of the aches, pains and challenges you're facing right now.

I want you to succeed in your business. In fact, I teach wedding industry entrepreneurs because I want others to have the same level of success I've been so fortunate to have.

My passion for this industry is rooted in helping business owners, like you, build a profitable business with purpose.

That is the heart behind every webinar I teach, every instagram post I share, every course I create and every podcast episode I produce.

i'm your mentor. it's great to meet you! here's the details about me...

Hey! I'm Candice