1:1 Focused on Career Development Goals

One-on-OnesMid5–10 min

Introduction: What You’ll Learn

This simulation helps you guide a growth-focused 1:1 with curiosity and structure. It’s about opening the door to longer-term thinking without putting pressure on having all the answers.

You’ll practice:

  • Starting a career-focused conversation without it feeling forced
  • Exploring interests and skills they want to grow
  • Helping them frame goals and potential next steps
  • Offering support and structure without oversteering

Step-by-Step Simulation

Scene 1: Opening the Conversation

You (Manager):
"I was thinking — we haven’t had a chance to talk much about your long-term goals lately. Would you be open to doing a bit of career reflection today?"

Teammate (Alex):
"Yeah, for sure. I’ve been meaning to bring it up, actually."

You:
"Awesome. No pressure to have a five-year plan or anything — just curious what kinds of work light you up, or what you might want more of down the road."


Scene 2: Exploring Direction and Growth

Alex:
"I’ve really been enjoying the architecture work lately — getting to step back and think bigger-picture."

You:
"That’s great to hear. I’ve noticed you’ve been really strong there. Anything else you’re curious to try or build more muscle in?"

Alex:
"Maybe more people mentoring? I’ve been helping out on Slack a lot, and I kind of like it."

You:
"Nice — that’s definitely something we can grow. We could look at pairing you up with a newer teammate or giving you space to lead a code walkthrough."


Scene 3: Framing Next Steps

You:
"Would it be helpful if we tried putting some of this into a loose plan? Nothing heavy — just some intentions for the next quarter or two."

Alex:
"Yeah, that actually sounds good. I like having some structure around it."

You:
"Cool. I’ll write up a few notes and we can check in again soon. Also, if there’s anything you want exposure to — leadership moments, new tech, whatever — just flag it. I’ll look out for chances."

Alex:
"Will do — thanks for bringing this up."

You:
"Of course. These convos don’t have to be huge — but I always want to help you grow in a direction that feels right."


Mini Roleplay Challenges

Challenge 1:
Alex says they have no idea what they want long-term.

  • Best Response:
    “Totally fair — we can explore what energizes you lately and go from there.”

Challenge 2:
They say they’re bored or under-challenged.

  • Best Response:
    “That’s helpful to know — let’s look for something that stretches you in a good way.”

Challenge 3:
They fixate on a promotion path but haven’t built the experience yet.

  • Best Response:
    “Love the ambition. Let’s talk through what that next level looks like and where you’re already close.”

Optional Curveball Mode

  • Alex says they’re thinking about leaving the team.
  • They mention an interest that doesn’t align with team needs.
  • They’re only interested in technical depth and resist soft skill growth.

Reflection Checklist

Openness & Curiosity

  • Did I start the conversation with curiosity and care?
  • Did I avoid pushing an agenda or rushing to fill the silence?

Direction & Possibility

  • Did I help them identify areas of interest or strength?
  • Did we talk about what energizes or challenges them?

Support & Follow-Through

  • Did I offer clear support or small next steps?
  • Did I commit to following up or watching for opportunities?

Common Mistakes to Avoid

  • Asking vague questions like “Where do you see yourself in 5 years?”
  • Oversteering or prescribing a path
  • Letting it be a one-off talk with no follow-up
  • Focusing only on promotions, not skill-building