How To Tell Your Story


Cheryl Grimaldi

How to Tell Your Story (In Interviews and Beyond)

Everyone has a story.

Most people just don’t know how to tell it well.

Whether you’re interviewing for a new role, navigating a career change, or stepping into a leadership opportunity, your story matters. Not because it needs to impress—but because it needs to help people understand who you are, how you think, and the value you bring.

After decades working with job seekers at every level—from first jobs to the C-suite—we see this over and over: the people who succeed aren’t the ones who talk the most. They’re the ones who speak with clarity and intention.

What “Telling Your Story” Is Not

Telling your story is not:

  • Walking through your résumé line by line
  • Listing every job you’ve ever had
  • Oversharing personal details
  • Trying to sound impressive

Those approaches often create confusion instead of connection.
 

What Interviewers Are Really Listening For

When someone asks you to tell your story, they’re trying to understand:

  • What you’re known for
  • How do you make decisions
  • How you handle change or challenge
  • Whether you understand your own value
  • How you might show up on their team

Your story should quietly answer those questions.
 

A Simple Framework That Works at Any Level

The strongest stories follow this structure:

1. Who You Are Professionally (Now)

Start with a clear headline.

“I’m a project manager who helps teams stay focused and deliver on complex initiatives.”

2. What You’re Known For

Highlight your strengths or style.

“I’m known for bringing structure, anticipating challenges, and keeping people aligned.”

3. Your Relevant Path (Briefly)

Give context—without the full history.

“Over the last eight years, I’ve worked across fast-paced environments where priorities shift quickly.”

4. Why You’re Here

Connect your story to the opportunity.

“I’m excited about this role because it allows me to do the work I do best while continuing to grow.”

What Makes a Story Compelling

A strong story is:

  • Clear, not complicated
  • Honest, not rehearsed
  • Relevant, not exhaustive
  • Confident, not boastful

People remember how your story makes them feel, not how long it was

Common Mistakes to Avoid

  • Talking too long
  • Using buzzwords without meaning
  • Jumping all over the timeline
  • Making it about what you want instead of what you offer

One Final Thought

Telling your story well isn’t about having a perfect career.

It’s about showing self-awareness, growth, and direction.

If someone walks away thinking,

“I understand who this person is and how they’d contribute,”

Then your story has done its job. 

- Cheryl Grimaldi, CPC

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