Masterclass — Sider Road
"Tell Me About
Yourself"
And Your Company
Without sounding like a résumé,
a brochure, or a human PowerPoint.
Masterclass Details
"Tell me about yourself."
Five words. Infinite ways to answer badly.
"So… what does your company do?"
The question everyone expects. The answer almost nobody nails.
Most people answer both of them badly — not because they're unqualified, but because they talk about the wrong things, in the wrong order, for too long.
This masterclass teaches you how to answer both questions with clarity, confidence, and just enough personality to be remembered.
Part One
"Tell Me About Yourself"
The Human Version
- Your résumé
- Your job title
- Your LinkedIn headline
- Why you're relevant in the room
- What you do without explaining how you got there
- Confidence that doesn't sound rehearsed
- Knowing when to stop talking
If your answer currently begins with "I've been doing this for…" — we fix that.
Part Two
"What Does Your Company Do?"
The Clear Version
- A list of services
- A feature dump
- A mission statement
- What problem disappears because your company exists
- Plain English — no jargon, no hedging
- Outcomes, not offerings
- An answer that invites follow-up questions
If people say "Interesting…" and then move on — we fix that too.
The Skill That Connects Both
People don't remember
titles or timelines.
They remember what changes because you're involved. Once you learn how to articulate that clearly, both answers get easier — and every conversation that follows goes somewhere.
People forget
- Titles
- Timelines
- Processes
- Credentials
People remember
- What changes because you're involved
- How they felt in the conversation
- The one clear thing you said
Before / After
Because this is where it clicks.
Same facts. Much better answers.
"Tell Me About Yourself"
Before
"I'm a senior leader with over 15 years of experience across multiple industries focused on strategy and operations."
Technically accurate. Completely forgettable.
After
"I help teams get unstuck when decisions slow down and everything feels more complicated than it should be."
Same person. Immediately interesting.
"Tell Me About Your Company"
Before
"We provide customized consulting services across leadership and organizational development."
Could describe 10,000 other companies.
After
"Most organizations know something isn't working, but they can't name it clearly. We help them get aligned and move forward without unnecessary friction."
Specific problem. Clear value. Room to ask more.
Who This Is For
Three kinds of people who need this.
Founders
You are the company — whether you like it or not.You'll learn when to lead with you and when to lead with the business, and how to do both without blurring the two.
Executives
Your credibility shouldn't sound vague.Senior leaders often have the most experience and the least clarity about how to convey it. We make sure your answer matches what you've actually built.
MBA Students
You know the material. Now sound like someone people want to work with.Academic fluency and conversational credibility are different skills. This teaches the second one.
How It Runs
No scripts.
No pretending this
is easy when it isn't.
- Live, facilitated masterclass
- Practical, direct, and refreshingly honest
- Real examples. Real rewrites.
- You leave with language you can use immediately
- Available for companies, conferences, and MBA programs
Stop explaining. Start orienting.
This isn't about being clever. It's about being clear — about you and about your company.
Clear answers lead to better conversations. Better conversations lead somewhere.
Join the Masterclass
Ready to answer
both questions
well?
Book directly, or bring this masterclass to your company, conference, or university program.
