
As an entrepreneur, youâll reach several milestones throughout your career and lifetime.
One of these milestones is hiring your first employee.
Congratulations!
This is a good thing.
Itâs one of the first steps of expanding your business.
As much as I know you would like to, you canât do it all by yourself.
If youâre on the fence about taking the step towards hiring your first employee, donât worry. Iâll give you some tips.
Before I tell you the signs that itâs time to hire help, Iâll let you know when you shouldnât hire someone.
Hiring help too early can be an issue.
It could put your business at risk for potential cash flow problems.
Running low on cash is one of the top reasons startup companies fail.

As you can see from the graph, putting yourself in a limited cash flow situation can be disastrous.
Donât hire someone if youâre desperate.
If youâre stressed out, donât just irrationally hire someone.
Desperate decisions are rarely good ones. Make sure you think things through before making a rash decision.
Donât hire help if you donât know exactly what this new employee will be doing.
Itâs easy to tell yourself, âOK, Iâm in business. Time to start hiring people.â
Thatâs the wrong attitude.
Hiring without a plan is a mistake.
Donât automatically assume youâre ready to hire your first employee.
Do not hire the first person who walks through your door.
Youâre going to make mistakes as an entrepreneur, and youâll learn from these mistakes.
Hiring the first person who applies should not be one of these mistakes.
Take your time and hire the right person.
Consider hiring a co-founder.

Based on these numbers, youâll have a greater chance of success with a co-founder.
Look for someone who:
- Has similar values
- Understands your vision
- Is passionate
- Has a high level of emotional intelligence
- Is flexible and honest
So now that Iâve covered when you shouldnât hire help, Iâll let you know when itâs time.
These are the top 13 red flags that itâs time to hire your first employee.
1. Youâre turning down work
Turning down work is a bad look for startup companies.
It can have a detrimental snowball effect on your business.
Hereâs why.
Think about your customer acquisition cost.
A new customer wants to give you business, but you say no.
Your customer acquisition cost will skyrocket.
You spent all of this time, money, and effort to acquire a customer just to turn them away.
Itâs a recipe for failure.
You want to acquire new customers and use relationship marketing techniques to connect with them.
Acquiring customers is the hard part.
Itâs much easier and much less expensive to keep them.

Look at the difference between your acquisition cost and customer retention cost.
You wonât even have a chance to retain customers if you turn them away from the start.
These customers will go to your competitors and form relationships with them instead of you.
Feeding your competition new customers will put you out of business.
You canât afford to lose any customers, especially as a startup.
While there may be some appropriate times to turn customers away, this certainly is not one of them.
Being too understaffed to handle the workload is unacceptable.
If youâre turning away customers, itâs a major red flag.
Itâs time to start looking for your first employee.
2. Youâve identified new sources of potential revenue streams
Letâs say you found a new way to generate revenue.
It could be a product extension, new territory, better service, or anything else.
But you canât tap into that new market yet.
Why?
You need help.
It may not happen right away, but adding members to your team can increase your salary.

Look at these numbers.
Now, youâre probably a long way from eclipsing 100 employees, and you may never want to reach that.
But look at the average pay jumps between 1-5, 6-10, and 11+ employees.
Based on this graph, you could increase your salary by 60% if you add 10 employees.
What do you think contributes to this?
Hiring someone can help you reach the new potential revenue sources that youâve identified.
If youâre alone, you have limited resources and no room to grow.
You need help so you can focus on other things like increasing your search traffic.
Enhancing your online presence is a great way to generate new revenue streams.
You wonât have time to accomplish this if youâre too busy with the mundane tasks of your day-to-day operations.
If youâve identified new sources of income but canât access that market because of staffing limitations, itâs a red flag.
Hire help.
3. Your customers are complaining
Iâve explained before that amazing customer service can help you double your revenue.
But poor customer service can do the opposite.
Customer complaints are terrible, but consider yourself lucky if youâre getting them.
Why?
If your customers are complaining, they haven’t left yet.

Out of 26 unhappy customers, only 1 will complain.
What about the other 25?
They just leave without saying a word.
So thereâs a silver lining if youâre hearing customer complaints.
You still have a chance to address these complaints and keep their business.
But you need to act quickly.
There are a variety of reasons a customer could be upset.
Here are some examples:
- Bad-quality product
- Poor customer service
- Problems with your website
- Long wait times
There are dozens of other reasons, but I chose these four because they could all be fixed if you hire help.
If you canât address these complaints, then your customers will leave.

Your customers will think you donât care about them if you donât take their complaints seriously.
When this happens, thereâs a good chance your customer will leave.
Identify your customersâ complaints.
First, be thankful that they are voicing their opinions instead of just leaving.
Next, ask yourself if the problem could be solved if you hire an employee to help.
4. The quality of your products and services are suffering
As we just mentioned, poor quality could be a potential complaint from your customers.
What kind of quality assurance policies do you have in place?
Poor products will end up costing you money.
- You could lose the customer.
- It will cost you more money to rectify the situation.
For example, letâs say youâre selling a physical product.
If youâre doing this alone, itâs safe to say that youâre not mass producing products, unless youâve outsourced the manufacturing.
But for the sake of this example, weâll say that youâre making your product by hand.
Hereâs what a typical quality control process should look like.

If youâre doing each step by yourself, you may overlook certain aspects of this process.
Are you going to reject your own work?
Probably not.
This same process can be applied to Internet businesses, websites, and e-commerce stores.
If you build everything alone, you may be blind to certain mistakes that cause the quality of your operation to suffer.
Ultimately, the customer is the victim of your mistakes.
Hiring help is another set of eyes and ears.
You can dramatically improve the quality of your products and services if you hire an employee.
5. You donât have time to do daily financials, bookkeeping, and paperwork
If youâre dealing with customers all day during your regular business hours, when do you have time to do bookkeeping?
You canât fall behind on your paperwork.
There should be a certain amount of time dedicated each day to your financials and other standard office tasks.
But as your business grows, so will these responsibilities.
If you donât have enough time for office work, itâs a red flag.
Hire someone who can help you.
You can also consider getting new software to help with your business needs.

Quickbooks is a great place to start.
Their software can help you stay organized.
You can also manage your cash flow and invoice directly from their platform.
Their automation makes it easy for you to handle all of your daily accounting and financials.
Other companies with similar software include:
All of these options have more or less the same features and benefits.
While software can help make things run easier for your office tasks, itâs a temporary solution.
Sure, it will save you some time â but it still requires plenty of attention.
If you donât have enough hours in the day to do these things, even with software, itâs a sign that you need to hire an employee.
6. You need someone with a specific skillset
As an entrepreneur, youâre probably somewhat of a jack-of-all-trades.
But thereâs nothing wrong with bringing someone onto your team who specializes in specific skills.
For example, letâs say youâre great at marketing, but you donât know how to use SEO.
Hire an SEO expert.
Hereâs how Google determines where your website will rank in search results.

Are you capable of improving on these aspects?
Do you have time?
Learning a new skill set is great, but it may not be the most efficient use of your time.
Instead, hire an expert who knows how to do all of the things listed on this graph.
SEO is just one example.
If there are other parts of your business that are lacking, itâs OK to admit you have some weaknesses.
Donât let your business suffer because youâre too proud to hire an expert.
7. You canât find any time for a break or a vacation
Billionaire Mark Cuban proudly explains that he didn’t take a vacation for seven years when he started his first business.
It says a lot about his motivation and work ethic.
You canât argue with results.
With that said, this doesnât need to be you.
Thereâs nothing wrong with taking time off or getting away, even if itâs only for a weekend or a few days.
Taking a vacation can improve your productivity.

Donât underestimate the importance of clearing your mind.
You work hard.
You deserve time off.
If you donât have any employees, then youâll never be able to take a vacation.
Itâs not healthy.
Whatâs the point of working so hard if you never have time to enjoy yourself?
Sleep has the number one impact on our happiness.
Getting up early every morning to run your company can take a toll on your mind.
Disconnecting and getting away can clear your head and improve your sleep.
For those of you in desperate need of a vacation, it may be time to hire an employee.
8. Your company isnât growing
If your daily operations are preventing you from creating and implementing a growth strategy, itâs a red flag.
Hiring an employee can help free up some of your time to focus on growth.
How long has your company been in business?
How much have you grown since inception?
Are you meeting your projected forecasts?
Letâs take a look at the average growth forecasts for startup companies.

Take a glance at these numbers.
You should be growing at a drastic rate in your first few years of business.
If you canât project high growth in the upcoming year, stop and identify the cause of this plateau or decline.
Would hiring an employee help?
Part of your growth process involves some of the red flags that we discussed earlier.
If youâre turning away customers, your company wonât grow.
Your business canât grow if youâre not marketing a new potential source of revenue.
Growth wonât happen if your customers are complaining.
Itâs a snowball effect.
All of this can be prevented with the help of a new hire.
9. Your customers canât reach you
Itâs a major problem if your customers canât reach you.
Here are some of the ways customers will try to communicate with you.
- Phone
- Text
- Instant message
- In person
- Social media
Letâs look at an example.
Are your customers reaching out to you on social media?

42% of customers expect you to reply to their inquiries within an hour.
How can you do that while youâre answering phone calls and emails?
Plus you have other things to worry about as well.
You canât spend the entire day responding to customers.
Hereâs another thing to consider.
Look past the negative impact of a delayed response.
What kind of effect will a fast response have on your customers?
Weâll look at another example.
Letâs use Twitter as the communication method.

This example covers a specific industry where customers tend to be price sensitive â airlines.
When an airline answered a tweet in six minutes or less, the customer was willing to pay up to $20 more for a plane ticket.
You can apply this same concept to your business.
Customers are willing to pay more for good service.
You canât give them proper service if they canât reach you.
Hiring someone to take some of the weight off of your hands with customer communications can help increase your bottom line.
10. You can finally afford it
Help is expensive.
How much is it going to cost you?
Letâs look at the average starting salary for different college degrees in the US.

The graph gives you a good indication of how much you can expect to pay someone based on the industry of your business.
Obviously, there are other factors that impact pay, such as the personâs level of experience.
According to the Bureau of Labor Statistics, the average annual income for a United States employee is $849 each week, which translates to $44,148 per year.
Thatâs not cheap.
When you first start your business, you may not even be able to afford to pay yourself.
Now that youâve been operating for a while, itâs time to hire your first employee if you can afford it.
We briefly discussed earlier that one of the top reasons startups fail is because of cash flow problems.
Bringing an employee on too soon can put your bank account in trouble.
But there comes a time where you canât afford to stay in business if you donât hire someone.
Your company canât grow without help.
11. You need more than one freelancer
Starting off with freelancers or independent contractors is a good strategy for new businesses.
Iâve got a guide that explains how to hire and manage freelance writers and marketing professionals.
Freelancers can limit some of your risks, and you can cut ties easier if things arenât working out.
Where can you find a freelancer?

The research shows that managers find independent contractors through multiple platforms and resources.
However, there comes a point where you can graduate to a full-time employee.
If you have a committed freelancer that knows your business and youâre comfortable working with, consider asking him or her to come on full time.
Itâs not a bad place to start.
Look for your first employee if youâre using too many freelancers or independent contractors.
It will be easier for you to just get someone else on the payroll.
At the end of the day, freelancers work for themselves.
Youâll have more control over a hired employee.
12. Thereâs enough work to keep a new hire busy
You want to hire someone for long-term work.
We just discussed the benefits of freelancers, but those people are better for short-term solutions or big projects.
Hire someone when you have a steady position that needs to get filled.
If your employee doesnât have enough work to do, he or she will waste time.

Lack of work is the number reason why employees waste time.
Thatâs not an efficient use of your resources.
You donât want to pay someone to stand around and do nothing.
Give your new employee specific instructions.
Make sure you follow up with them to make sure everything is on track.
Your new hire should have a specific position as well.
They donât need to handle half of your workload. Instead, let them take one or two specific tasks off your hands.
Earlier we discussed how itâs a red flag if your customers canât reach you.
Consider using your first employee to handle all customer service inquiries.
13. Youâre eventually planning to sell your company
What are your long-term goals for your startup company?
If youâre planning to sell your company, youâll need to come up with an exit strategy.
Thereâs nothing wrong with this.
In fact, over half of tech and healthcare startups want to get acquired.

With this in mind, it wonât be easy to sell your company without some kind infrastructure in place.
Employees can make this easier.
If a buyer wants to acquire your business, you need to be able to show them that they can operate without you on the team.
It will also raise the valuation of your company.
So if youâre planning to get bought out, itâs a red flag if you donât have any employees.
Conclusion
Hiring your first employee is a big step.
Itâs nerve-wracking and exciting all at the same time.
If youâre unsure whether or not you need to hire an employee, consider the red flags that we discussed.
How do you know itâs time?
If your customers canât get in touch with you, and they are complaining, itâs a big problem.
Your quality can suffer, and your company will struggle to grow.
Make sure youâre not turning away customers.
This will cause your customer acquisition cost to skyrocket.

High customer acquisition costs can lead to cash flow problems and can ultimately put you out of business.
Hire your first employee when you can finally afford it.
But make sure you have plenty of work to keep them busy.
Hire someone who has a specific skill set.
Just because youâre an entrepreneur, it doesnât mean that you donât deserve time off for vacations.
Hire someone so you can get away and clear your mind.
This will end up improving your productivity.
Youâll definitely need to hire help if you plan to sell your business as an end goal.
Remember, donât hire an employee if:
- Youâre desperate
- You donât have a specific job for them to do
- They are the first person who applies
Consider looking for a co-founder to grow your business.
Look for the signs and red flags that we discussed so you know when itâs time to find help.
What steps are you taking to hire the first employee for your business?
