In today’s edition, we explore the signs that tell you it’s time to hire a salesperson. Many business owners wait too long, missing opportunities and choking growth. When you get the timing right, hiring a salesperson can free you up, drive the sales engine your business needs, and scale during the process. Let’s dive in…

Hello Reader,

Imagine trying to pour a beverage into a cup that’s already full.
No matter how hard you try, it just spills over, wasted.

When you’re handling sales yourself, your cup can only hold so much. But as more opportunities come in, the overflow becomes the deals you never follow up on, the leads you leave waiting too long, the money you never collect.

You need a second cup. Someone else to catch what you can’t.

When you hire the right salesperson at the right time, you stop wasting opportunities and start capturing all of them.

So you need someone dedicated to creating that quality sales experience.

Otherwise, you’re simply pouring more into your cup that’s already full.

Let’s have a look at the signs that show you it’s time to hire a salesperson:

1. Your pipeline is overflowing. You’re sitting on more leads than you can realistically handle. They’re going cold while you juggle everything else.
2. You’re too busy to follow up properly. You’re spending your time delivering, hiring, and running the business, and sales are becoming an afterthought.
3. You’re losing deals you could have won. Prospects are ghosting you, not because they aren’t interested, but because you couldn’t give them enough attention.
4. You’re entering new markets or launching new offers. Growth areas need proactive outreach and consistent follow-up that you don’t have capacity for.
5. Your close rate is solid… but you’re not scaling. If you can convert leads, but you simply can’t process enough of them, that’s a sign you need help.

So, you realised you need help. You need a salesperson.
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But how do you hire a salesperson the right way?

1. Validate your own sales process first. Don’t hire to “figure it out.” Prove the offer works. Close the first 10–20 deals yourself so you can train the next person properly.
2. Watch for the right hiring triggers. Overflowing leads, slow follow-up, and missed opportunities are signs you’ve outgrown your solo selling phase.
3. Make sure your cash flow can support it. A salesperson isn’t an overnight ROI. You need to afford the ramp-up period and invest in their success.
4. Hire two if you can. If you’ve got the volume, hiring two gives you comparison, coverage, and faster feedback on what’s working.
5. Prioritise onboarding and ongoing coaching. Dropping a rep into your business without a playbook or support is a fast track to failure. Salespeople need structure.

Here’s why this works:

• By focusing your time on leadership, not chasing every lead, you unlock new growth opportunities.
• You get faster response times and stronger prospect relationships.
• You build a predictable, repeatable sales engine that fuels growth.

So, if your calendar’s full, your leads are piling up, and your pipeline’s being ignored, you’re ready to bring on a salesperson.

Don’t wait until your cup is spilling over with disappointed customers. Get another cup.

Bring in the help when you need it. And create a sales experience that matches the quality of what you deliver.

Here’s to scaling the right way,

​
James

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