2-week engagement

Cursor Enablement Sprint

Get your team productive with AI coding assistants in 2 weeks. Fixed scope, fixed price — you get working policies and playbooks, not slide decks.

The Problem

Without Structure

  • • Developers adopt inconsistently, creating tribal knowledge
  • • Security team blocks rollout due to unclear data handling
  • • No way to measure if it's actually helping productivity
  • • IP and secrets leak into prompts
  • • Leadership can't justify the license spend

With This Sprint

  • • Clear policy that security and legal can approve
  • • Guardrails that prevent the most common leakage patterns
  • • Metrics dashboard showing actual productivity impact
  • • Onboarding playbook so new devs ramp fast
  • • ROI case for leadership to expand rollout

What You Get

Usage Policy Document

Clear guidelines for when and how to use AI coding assistance. Covers acceptable use, prohibited patterns, and escalation paths.

IP & Secrets Guardrails

Technical controls and team guidance to prevent prompt leakage, proprietary code exposure, and accidental secret commits.

Eval Harness & Telemetry

Measurement framework to track adoption, productivity impact, and code quality metrics. Dashboards and alerting included.

Onboarding Playbook

Role-specific guides, prompt templates, and workflow patterns. Includes recorded training session for async onboarding.

Pilot Rollout Plan

Phased rollout strategy starting with champion team. Success criteria, feedback loops, and expansion triggers defined.

Security Questionnaire Pack

Pre-filled responses for common security questionnaires (SOC2, vendor assessment). Speeds up procurement approval.

Timeline

Week 1

Discovery & Foundation

  • Kickoff call: understand team, codebase, constraints
  • Draft usage policy based on your risk profile
  • Set up telemetry and logging infrastructure
  • Identify champion team for pilot
Week 2

Rollout & Enablement

  • Pilot rollout with champion team
  • Onboarding sessions and playbook delivery
  • Eval harness calibration
  • Final policy review and handoff

This Sprint is Ideal For

🏢

Enterprise Teams

Need policy and governance before procurement approval

🚀

Growing Startups

Want to scale AI tooling without creating chaos

🔒

Regulated Industries

Need documented controls for compliance

Frequently Asked Questions

Does this work for tools other than Cursor?

Yes. The framework applies to Cursor, GitHub Copilot, Windsurf, Cody, and other AI coding assistants. We tailor the specifics to your chosen tool.

What size teams is this for?

The sprint works best for teams of 10-200 developers. Smaller teams might not need this level of structure; larger teams may need a phased approach.

Do you handle procurement/licensing?

We provide the security questionnaire responses and policy documents that procurement typically needs. We don't negotiate licenses directly.

What if we already have some policies?

Great — we review what you have and fill gaps rather than starting from scratch. This often shortens the engagement.

Ready to Roll Out Cursor?

Book a free 30-minute call to discuss your team's needs. We'll tell you honestly if this sprint is the right fit.