The Story Problem: why senior people struggle to explain their value


If you have ever stumbled through “So, tell me about yourself” or “What do you do” and felt oddly flat afterwards, you are not alone.

I see this all the time with senior managers, Directors, and executives.

These are accomplished people. Strong track records. Real wins.

Yet when they talk about their value, they often sound like they are reading a job description aloud.

That is the story problem.


How to Fix the Story Problem

TL;DR: At senior levels, your story is the interface between your track record and better opportunities. Most people lead with responsibilities and force the listener to connect the dots. Use a simple three-part frame to communicate identity, differentiation, and outcomes in under 30 seconds.

Why this shows up at senior levels

Early in your career, you can get away with listing what you do.

At senior levels, people are not hiring what you do.

They are hiring what you can be trusted to deliver.

Decision makers listen for signal.

  • What kind of leader is this person
  • What are they known for
  • What outcomes do they reliably produce

If your story does not answer those questions, your listener fills in the gaps.

And people are not generous when they have to guess.

Responsibilities do not differentiate you

Most senior professionals lead teams. Most manage stakeholders. Most “own strategy” and “drive execution.”

If you lead with responsibilities, you blend in. A responsibility-based story sounds like:

  • I lead a team of 12
  • I own a budget
  • I partner cross functionally

A leadership hire story sounds like:

  • I am brought in to create a specific outcome in a specific context
  • Here is what I am known for
  • Here is the evidence

Don’t frame it as being polished. Instead, it is about making it easy for the listener to place you.

The three questions your story must answer

If you are going to get this right, keep it simple.

Your story needs to answer three questions.

  1. What do you do - Your professional identity.
  2. What are you known for - Your differentiated value.
  3. Why should I care - The outcomes you create.

If you cannot answer those clearly, you will work harder than you need to.

The Story Spine (30 seconds)

Here is the short version I want you to try. It is a template, not a script.

  1. I lead or operate at the intersection of: [domain] and [domain]
  2. I am known for: [two or three repeatable strengths]
  3. The outcomes I create are: [two or three business outcomes]
  4. Most relevant right now: I am focused on roles where [problem you solve] matters.

Read it out loud. If it feels like fluff, it is usually because you have not yet anchored it in proof.

How to frame it by level

This is where many people get stuck.

They use the same story at every level.

Senior professionals (strong ICs)

Your story should signal portability. You are not just competent. You are a trusted solution to a specific kind of problem.

Emphasize:

  • depth of expertise
  • repeatable impact
  • influence without authority

Senior managers and Directors

Your story should signal that you scale execution through people and systems.

Emphasize:

  • the size and complexity of what you run
  • cross functional influence
  • operating cadence, not heroics
  • business outcomes, not activity

Executives

Your story should signal judgment, influence, direction, and enterprise outcomes.

Emphasize:

  • the bets you have made and why
  • trade offs
  • how you build leaders
  • how you drive outcomes that matter to the business

At executive level, simplicity wins.

A quick self-check

If your story is full of these phrases:

  • responsible for
  • involved in
  • helped with
  • supported

You are probably describing activity.

Rewrite one sentence so it communicates outcome.

Instead of: I was responsible for the quarterly planning process

Try: I rebuilt our quarterly planning process so priorities stayed stable and execution improved

Actions to take now

Here is a simple way to improve this in one sitting.

  1. Draft your Story Spine in rough form.
  2. Record yourself saying it once.
  3. Replace two responsibility phrases with outcome phrases.
  4. Pressure test every sentence with one question: so what

If you do this, you will sound more intentional immediately.

Until next week,


  1. If you want a set of senior-level career cheatsheets, grab the free Resource Vault here.
  2. If you know someone who is accomplished but struggles to articulate their value, please forward this to them.
  3. And if you already know the problem is not information, it is follow-through, I am building something for that. Bold Career Accelerator is coming in Q2. It is designed for senior professionals who want a system, a plan, and accountability to execute. Join the waitlist here.

Ian Christie, MBA

Chief Career Strategist - BoldCareer.com
Helping under-marketed senior professionals and executives become highly marketable, land their next, best role, and build the career journey they deserve.

Suite 300 - 225 West 8th Avenue, Vancouver, BC V5Y 1N3
Unsubscribe · Preferences