This template was built with Webflow's free Prospero UI Kit. Learn more
Right arrow
August 3, 2025
How to Avoid Hiring Someone You’ll Regret in 3 Months

You’ll never be able to predict everything. But with the right structure, you can reduce the risk of hiring someone you’ll regret.

Because replacing a bad hire is more painful (and expensive) than taking time to do it right the first time.

Introduction

They seemed perfect on paper.
They said all the right things in the interview.
They even started strong.

But by month three, you’re wondering:

“What happened? Where’s the person I thought I hired?”

Hiring regrets are common, and costly.
Not just in money, but in lost momentum, strained teams, and the emotional energy it takes to fix the mistake.

The good news?
Most hiring regrets are preventable.
You just need a better process, one that filters out red flags and highlights what really matters.

Here’s how to avoid ending up with someone who isn’t the fit you hoped for.

1. Don’t Hire for Skills Alone, Hire for Ownership

Many bad hires check all the technical boxes but fail where it matters most:

  • Following through
  • Taking initiative
  • Taking responsibility

Skills get the job done.
Ownership ensures it gets done well, without constant supervision.

What to do instead:

  • Include questions that test for accountability:

“Tell me about a time you dropped the ball. How did you handle it?”
“When a project wasn’t going well, what did you do to turn it around?”

Look for candidates who speak in terms of outcomes, not just tasks.

2. Stop Guessing, Use a Role Scorecard

One of the top reasons people regret hires is misaligned expectations.

“I thought they’d be more strategic.”
“They’re waiting for instructions instead of solving problems.”
“They don’t really fit into the team.”

That’s not the candidate’s fault, it’s a lack of clarity from the start.

What to do instead:
Create a role scorecard before you hire. Define:

  • The top 3–5 outcomes they’re expected to achieve in the first 3–6 months
  • The skills and traits required to succeed
  • How you’ll measure success

Use this scorecard to design your interview, evaluate candidates, and align your hiring team.

3. Use a Trial Task to See the Real Work Style

Interviews are often more about performance than truth.

Even well-meaning candidates are trying to impress you, so you’ll rarely see how they actually work until it’s too late.

What to do instead:
Give a short trial task or paid test project that mimics the real job.

For example:

  • For marketing: Draft a mock campaign or write a sample post
  • For operations: Create a process outline or workflow suggestion
  • For admin: Reformat a messy spreadsheet with clear logic

This shows you how they think, communicate, and take initiative, before you commit.

4. Check References the Right Way

Most hiring managers either skip reference checks, or ask the wrong questions.

The result?
You miss red flags hiding in plain sight.

What to do instead:
Ask specific, behavior-based questions like:

  • “What were they accountable for, and how well did they deliver?”
  • “How did they respond to feedback or conflict?”
  • “If you had the chance, would you hire them again? Why or why not?”

Pay attention not just to the words, but the tone, pauses, and enthusiasm (or lack of it).

5. Slow Down, Even When You’re Desperate

Bad hires often happen because:

  • “We’re drowning in work.”
  • “We need someone yesterday.”
  • “They’re not perfect, but let’s give it a try.”

That short-term urgency often leads to long-term pain.

What to do instead:

  • Resist the temptation to rush, especially if you're unsure
  • Fill the gap with temporary help or consultants while you search
  • Remember: hiring right the second time costs more than hiring right the first time

Final Thought: A Great Hiring Process Is a Risk Filter

You’ll never be able to predict everything.
But with the right structure, you can reduce the risk of hiring someone you’ll regret.

To recap:
✅ Hire for mindset and ownership, not just skills
✅ Use a scorecard to set clear expectations
✅ Include a trial task to test real-world performance
✅ Do reference checks that dig deeper
✅ Slow down to protect long-term growth

The right hire doesn’t just do the job.
They elevate the whole team.

And that’s someone you’ll never regret bringing on board.

Read more
You might also be interested in these
What Happens When You Don’t Define Your Team Structure

You don’t need a 50-person company to need structure. You just need a team that needs to work together with clarity and purpose. So don’t wait for the cracks to show.
Subscribe to our newsletter

Stay up to date with our newest collections, latest deals and special offers! We announce new collection every three weeks so be sure to stay in touch to catch the hottest pieces for you.

Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Stay up to date with our latest news and features update!
Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.

OrgEngine is born out of the necessity to simplify organizational management. As a new manager or CEO, you will find yourself wearing multiple hats, executing different functions at different times, leaving you overwhelmed. OrgEngine takes all the lessons and concepts in management books and implement them in a practical format for you to quickly execute.