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Five Signs You Need to Hire Your First Salesperson

183:906269490 • June 15, 2022

How do you know when it’s time to hire a salesperson?

Every startup company that endures long enough faces the same milestone question: Is it time to hire a salesperson?

When you’re just starting out, you’re likely doing the selling yourself and networking to make connections, get referrals, and close business. But the time comes when the company is ready to scale and you need to hire your first official salesperson to manage the sales cycle.

You might think that it will be obvious—and in some cases it will—when it’s time to hire. But growth is rarely a linear path with clear benchmarks. Often you have to interpret the signs to know when it’s time to hire that first salesperson.

So if you’re questioning whether it’s time to bring in a new hire, here are five signs the time is now:

You've Developed a Clear Sales Process

A startup’s first salesperson is usually its founder. And if you’ve founded and created a company, you’re probably pretty passionate about it. You believe in the product and have developed a way of talking about it, and over time a way of selling it. You’ve probably also worked out some of the initial kinks in terms of customer experience.


If you’ve reached the point that you now have a fairly consistent sales process and cycle, then it could be time to teach that process to someone else and clear your plate to work on other growth aspects for your business.

You Can't Reach Your Goals Alone

If you’re at the point in your business where you can realistically set some aggressive targets, it’s time to look at what it will take to hit those targets. You don’t want to burn yourself and your team out, or there won’t be anyone left to run things once you’ve reached your goals. Is it possible to hit your targets with your existing team? More importantly, is it realistic? As you answer that, you need to take into account the limitations of yourself and your existing staff.


Many startups are staffed with people who are fulfilling multiple roles. While this is necessary in the beginning, it’s not sustainable. Multitasking is actually bad for productivity. Trying to be all things for too long reduces focus and eventually translates to lower performance. Take this into consideration when choosing whether or not to hire a dedicated salesperson.

You Want to (and Should) Focus on Other Things


If you as the founder or leader of the company feel the calling to be focused on new strategy or innovation of your product or any number of other important aspects of growing a business, it may be time to hire out the sales work.


While you want to make sure your company is financially able to bring in profitable revenue, you also have to factor in the very real value of freeing up your own time to focus on leadership and direction. Without your shift of focus towards vision and growth, beyond the present level, the company may not be able to scale up.

Your Existing Customers Want More

Has communication with your current customer base changed? Has your engagement with your customers evolved from your initial launch? Are they asking for more of your time or leaning on you to help them further integrate your product or service into their lives and the lives of their friends and family?


One of the services a dedicated sales function can provide is addressing complexity with your customers. A good salesperson will continue to pursue existing customer happiness while also ushering new prospects along the customer journey. Don’t disappoint customers by limiting what they can consume (your company's time, talent, and product) because you haven’t felt ready to bring on a salesperson.

Too Many Leads to Manage By Yourself

Probably the most obvious sign it’s time to hire a salesperson is when the demand for your product or service is too high to manage yourself. This is, of course, a very good problem to have! However, if you don’t manage your growth, you can end up in a bad situation. Planning for success is crucial, and hiring a salesperson is part of that planning. 


If your product is in such high demand that people are clamoring to get it, and you just can’t keep up with the communication…it’s definitely time to hire a salesperson. Take advantage of this momentum of growth and expand your capacity.


Are all signs pointing to it being time to hire a salesperson? If so, congratulations! But first, there’s a lot of groundwork to cover before posting that job online. Your next step is figuring out what your organization can afford to offer a salesperson in terms of base and variable pay, clearly defining the role, and whether that amount you can afford will be competitive in your local, unique labor market. 


I’m talking about sales compensation and all of the underlying plan mechanics, and it’s actually quite a complex process. If you’d like a beginner’s guide walkthrough of how to plan for hiring your first salesperson, check out my book here.

By 183:906269490 January 14, 2025
Best Practices in Sales Compensation Part 4
By 183:906269490 December 16, 2024
In my first Best Practices post, I talked about the importance of knowing what you can pay for your sales roles before worrying about what the market is saying. In my second post, I covered ways to utilize culture in a sales organization . The following Best Practice in sales compensation involves job content. Job content plays several roles in your compensation plan: 1. It gives your salesperson a guide to what success looks like in their role. 2. It gives you a guide to evaluating the performance of your salesperson. 3. It rationalizes differing levels of variable pay outcomes for varying performance levels. 4. It provides your organization with the structure needed to comply with any reporting, pay transparency, or other regulations. Hopefully, that’s enough to convince you of the importance of taking the time to define your new roles and revisit the definition of your existing roles. Now, here’s how job content actually does those things. Defining the job The first role of job content is to define the who, what, where, when, and how of the function. It can be tempting to borrow a job description from LinkedIn, Glassdoor, etc., with the assumption that the content will be similar enough to fit your needs. However, the way a specific role performs is unique to the organization it’s acting in, which is why it’s important to take the time to define the job from scratch. Here are the questions you should be answering in your job content: What does the person need to do on a daily basis? How does this individual pursue sales, and in what segment or with what type of customer? Where should they focus their time and attention when building a pipeline of deals? Who should they be interfacing with, both internally and externally? When do they engage with customers and/or prospects? What portion of the sales process do they own or support? How do they interface with and influence decision-makers? Now, even though I said to write your job description from scratch, that doesn’t mean this is the time or place to get too creative. Job seekers are going to be searching by job title or category, so it’s essential to stick to the common vernacular regarding industry jargon and expected job titles. Job Description: A Byproduct of Job Content Another positive outcome of creating job content for your roles is that you will have generated much of the information needed for a job description if or when you’re ready to hire. Information such as: Job duties and responsibilities that clarify the type of work and engagement with customers. Qualifications/Requirements that are both minimum and desired. Those include education, knowledge, skills, capabilities, and competencies. Performance measures of the role include items like achieving sales targets, new logo acquisition, development of pipeline, accuracy in forecasting, etc. With all of this information on file, it will not only be easier for you to prepare to hire for the roles you want, but it will also be easier to evaluate existing employees in those roles. Beyond all of that, you’ll be well prepared for competitive market research and establishing your variable pay program. I’ll be posting more best practices on the blog, but if you’re anxious to dive deeper into the subject of sales compensation, you can grab a copy of my book Starting Simple: Sales Compensation and consider working through the companion Workbook to build a sales compensation plan from scratch.
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