How do I know if it’s time to hire someone to take work off my plate?

How do I know if it’s time to hire someone to take work off my plate?

How do I know if it’s time to hire someone to take work off my plate?

What this helps you with

Understanding when a hire actually moves the business forward

Distinguishing capacity problems from priority problems

Avoiding premature hiring that adds cost without real traction

Knowing when templates, automation, or low-cost options are enough

Understanding when a hire actually moves the business forward

Distinguishing capacity problems from priority problems

Answer

When you’re wondering if it’s time to hire…

…it’s usually because you’re carrying a quiet mix of truths:

  • “I can’t keep doing all of this myself.”

  • “I don’t know if I can afford this.”

  • “Do I even have time to train someone?”

That combination creates pressure — but pressure is not the same as readiness. Hiring is not just capacity. It’s cost, clarity, and leadership.


The truth about early hiring in a software startup

Most founders think their first hire will take work off their plate. But the better question is:

“What business outcome would this hire unlock — and is that outcome worth the added cost and management?”

In software, the default should always be:

  • templates

  • no-code tools

  • automation

  • narrowing scope

  • process improvements

  • temporary or low-cost help

Because in the early days, hiring someone full-time before the work is validated usually increases burn, not momentum.


A few grounding prompts

These help you see whether the urge to hire is coming from clarity… or fatigue.

1. What specific work is falling behind — and how does that impact revenue, traction, or your main KPI?
If the impact isn’t meaningful, a hire is premature.

2. What outcome would this person need to deliver in the first 30 days and the 90 days after?
If you can’t answer both, you’re not ready to hire.

3. Is this truly a capacity problem… or is it a priority problem?
In software, prioritization solves more “workload issues” than headcount does.

4. If I handed off this work tomorrow, how would that help the business move meaningfully forward?
Not how it helps you feel — how it helps the business grow.

5. Is there a no-to-low-cost way to handle this first?
Examples:

  • reducing social channels from 5 to 1

  • using website/app templates

  • automating customer responses

  • creating proposal or onboarding templates

  • hiring an intern

  • using no-code tools

  • tightening your process

If low-cost options solve the problem, hiring isn’t the next step.


❌ A moment not to hire in a software startup:

You’re overwhelmed managing social media. You dislike doing it. You’re thinking of hiring a social media manager.

But…

  • none of your social activity leads to sign-ups, revenue, or usage

  • there’s no evidence social is a growth driver

  • the workload is large only because you’re on too many channels

In this case, the answer isn’t a hire.
The answer is:

  • narrow to one platform

  • create a simple posting template

  • use scheduling tools

  • hire an intern later if it proves meaningful

Hiring here adds cost, not traction.


✅ A moment when hiring does make sense:

You’ve built your landing page and product flows using templates — Webflow, Squarespace, Figma kits, UI libraries. You’ve maximized what templates can do. You’ve validated demand. And now:

  • the product needs custom design to support new features

  • your dev team is slowed down waiting for UI/UX direction

  • your brand needs to level up for conversions

  • you’ve defined the design decisions they need to execute

This is a moment where bringing in a designer — even part-time or contract — actually creates momentum.

Why? Because you’ve done the thinking. You know what the product needs. The work is clear, repeatable, and directly tied to growth or user experience.

Templates → validation → clarity → hire.
That’s the right order.


A critical reminder most founders miss

Once you decide you do need to hire someone, the next question is:

“Am I the right person to assess this hire?”

Because hiring someone you can’t evaluate — a developer, designer, growth person — is one of the fastest ways to waste money.

This is its own question (and we’ll cover it separately), but the point belongs here:

A hire is not a magic wand. You still have to:

  • define the work

  • give direction

  • give feedback

  • evaluate output

  • integrate them into your process

Hiring adds work before it relieves work.

Be sure you’re ready for the leadership side, not just the workload side.


A calmer way to move forward

Pause.
Name the real problem you’re trying to solve.
Then ask:

  • Is this work validated?

  • Does it drive revenue or a key goal?

  • Is a process, automation, or template actually the better next step?

  • Do I have enough clarity to direct someone?

  • Can I afford this without stress?

If the answer is still yes, you’ll feel a grounded sense of readiness — not pressure.
If not, the path becomes clearer: simplify, automate, validate, then revisit the decision.

Either way, you get more truth — which is the whole point.

When to use this

When you're overwhelmed and thinking about hiring for relief

When you're unsure whether a designer, developer, or operations hire is justified

When the workload is growing but revenue isn’t keeping pace

When you’ve hit the limits of templates and need specialized expertise

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About Author

Founder of Inciteful

Brittany Canty is the founder of Inciteful and a product strategist with 15+ years of experience building and scaling early-stage products. She helps founders cut through noise, avoid costly mistakes, and move forward with clarity.

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