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Whiteboard session

As explained in Think Like a CTO

Whiteboarding is collaborative visual sketching and discussion of ideas, designs, or system behavior on a writable surface.

A whiteboard session is a collaborative exercise for making thinking visible through sketches, solution walkthroughs, code discussion, or system behavior. In remote settings, preserve the objective—demonstrating reasoning—rather than demanding a fully correct, syntactically complete solution. section 5.1.5

Adapt the session to the role, setting, and evidence you need:

  • For technical roles, jointly inspect code or use a shared text editor so the participant can comment on or change an approach while explaining it. section 5.1.5
  • For noncoding roles, ask the participant to walk through a solution, draw on paper, and hold the result up to the camera; give advance notice about materials. section 5.1.5
  • Allow extra time and communicate clearly because technology can slow the interaction. section 5.1.5
  • Use whiteboarding conversationally during due diligence to uncover terminology, customer priorities, product behavior, and follow-up questions. section 14.5.2

Tracing a customer-uploaded file

During a product walkthrough, ask where an uploaded file actually goes, then ask whether and where it is backed up. The sketch or code discussion turns a familiar feature into a concrete probe of system behavior. section 14.5.2

How Think Like a CTO covers it

How deep it goes
Explains adaptation by role and medium, but stops short of prescribing a complete session script or evaluation rubric.
Examples
Uses shared code editing, paper sketches on camera, customer onboarding role-play, and tracing uploaded files through storage and backup.
What it assumes
Assumes a defined interview or discovery objective, while explaining how to adapt materials and interaction for remote participants.
What you can do after
Apply it through shared editors, paper sketches, walkthroughs, and probing questions that expose reasoning or system behavior.
How it connects
Connects whiteboard sessions with video interviews, code review, role-play, product demonstrations, and due diligence.

This explainer was generated by Manning's knowledge graph from the text of Think Like a CTO. The section links point to the parts of the book it draws on.