1 min lesson
The founder / Head of IT final
Name the parts in "The founder / Head of IT final" and give the practical job of each one.
Step 1 of 2
The founder / Head of IT final
This closer rewards conviction. Be ready to defend an opinion under pushback without getting brittle and to show pragmatism over process - Cursor prizes shipping over ceremony. Hold your view, but update visibly if they raise a point you hadn't weighed.
- Roadmap
- What are the top IT priorities for the next two quarters?
- Autonomy
- How much latitude does this role have to choose tools and rearchitect systems?
- Success
- How will you measure whether this hire is succeeding at 90 days?
- M&A
- How does IT lead acquisition integrations if Cursor absorbs companies?
When a founder pushes back on a technical opinion, don't fold and don't dig in. Say what would change your mind: "I'd default to SCIMSystem for Cross-domain Identity Management. A standard for automatically creating and removing user accounts when people join or leave. Press Enter for the full definition. for that, but if the app's SCIM implementation is half-baked I'd switch to a custom sync - what's been your experience with this vendor?" Defensible conviction plus genuine openness is exactly the senior-IC posture they're buying.