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Risk Management & Rollback Strategies

Comprehensive risk assessment, mitigation strategies, and rollback procedures for CDE migrations. Plan for every scenario from vendor discontinuation to migration failures.

CDE Risk Assessment Matrix

Identify, assess, and prioritize risks before implementation

Technical Risks

  • HIGH Control plane single point of failure
  • HIGH Network latency affecting developer experience
  • MED Storage performance degradation
  • MED IDE plugin compatibility issues
  • LOW Template drift across environments

Organizational Risks

  • HIGH Developer resistance to workflow change
  • HIGH Insufficient platform engineering resources
  • MED Knowledge concentration in few individuals
  • MED Lack of executive sponsorship
  • LOW Shadow IT local development

Vendor Risks

  • HIGH Vendor acquisition or product discontinuation
  • MED Significant pricing changes
  • MED Feature deprecation without alternatives
  • MED Support quality degradation
  • LOW API breaking changes

Risk Scoring Framework

Risk Factor Probability (1-5) Impact (1-5) Score Mitigation Priority
Control plane outage 3 5 15 Critical - Immediate
Developer productivity loss 4 4 16 Critical - Immediate
Vendor discontinuation 2 5 10 High - Plan within 30 days
Cost overrun 3 3 9 High - Plan within 30 days
Security breach 2 5 10 High - Plan within 30 days

Migration Failure Scenarios & Mitigation

Prepare for common migration failures with proven mitigation strategies

Scenario: Control Plane Becomes Unresponsive During Peak Hours

Impact

  • All developers unable to access workspaces
  • Active work sessions terminated
  • Potential data loss in unsaved work

Mitigation

  • Deploy HA control plane (3+ replicas)
  • Enable workspace persistence during outages
  • Configure auto-save intervals (every 30s)

Rollback Trigger

  • Outage > 4 hours in production
  • 3+ incidents in 7 days
  • Developer productivity < 50%

Scenario: Network Latency Makes Development Unusable

Impact

  • Keystroke delays >200ms
  • IDE features timeout or fail
  • Developer frustration and workarounds

Mitigation

  • Deploy in multiple regions
  • Use WireGuard/Tailscale for optimization
  • Enable local file sync with Mutagen

Rollback Trigger

  • P95 latency > 150ms sustained
  • Developer survey score < 3/5
  • Local development requests > 20%

Scenario: Vendor Announces Product Discontinuation

Impact

  • 12-18 month migration timeline
  • Template/automation rewrite required
  • Training and process changes

Mitigation

  • Use Terraform for infrastructure portability
  • DevContainers for portable configs
  • Maintain alternative vendor relationship

Rollback Trigger

  • Sunset notice with < 18 months
  • Acquisition by competitor
  • Key feature removal announcement

Rollback Procedures

Step-by-step procedures for different rollback scenarios

Rollback Decision Timeline

0-2h

Immediate Response

Investigate issue, engage platform team, communicate status to affected developers

2-4h

Escalation

Engage vendor support (if applicable), prepare partial rollback, enable local development fallback

4-8h

Partial Rollback Decision

Enable hybrid mode - critical teams return to local, non-critical stay on CDE

8h+

Full Rollback

Execute full rollback procedure, transition all developers to local development

Full Rollback Procedure

1

Export All Workspace Data

# Export all user workspace files
for workspace in $(coder workspaces list --all -o json | jq -r '.[].name'); do
    coder ssh $workspace "tar -czf /tmp/workspace-backup.tar.gz ~/projects"
    coder scp $workspace:/tmp/workspace-backup.tar.gz ./backups/$workspace.tar.gz
done

# Export configuration and templates
coder templates export --all -o ./backups/templates/
kubectl get configmap -n coder -o yaml > ./backups/k8s-configs.yaml
2

Notify All Stakeholders

# Send notification via Slack/Teams/Email
Subject: [ACTION REQUIRED] CDE Rollback in Progress

Dear Developers,

Due to [REASON], we are initiating a rollback to local development.

Timeline:
- [TIME]: Begin workspace data export
- [TIME+2h]: Disable new workspace creation
- [TIME+4h]: All workspaces terminated
- [TIME+6h]: Local dev environment required

Action Required:
1. Save all current work immediately
2. Pull local copies of your repositories
3. Set up local development environment per: [WIKI_LINK]

Support: #platform-engineering or page Platform On-Call
3

Restore Local Development

# Re-enable local development permissions
# (Adjust based on your security controls)

# Restore local admin rights (Windows)
Add-LocalGroupMember -Group "Administrators" -Member "DOMAIN\Developers"

# Re-enable Docker Desktop
Enable-WindowsOptionalFeature -FeatureName Containers -Online

# Distribute local development scripts
git clone https://github.com/company/local-dev-setup
cd local-dev-setup && ./setup.sh
4

Post-Rollback Verification

# Verify developer environment status
# Send survey to all affected developers

curl -X POST "https://forms.company.com/api/submit" \
  -d "survey_id=rollback-verification" \
  -d "questions=local_env_working,data_restored,blockers"

# Schedule retrospective
# Document lessons learned
# Update risk assessment based on actual experience

Vendor Exit Strategy

Ensure portability and reduce lock-in from day one

Portability Checklist

  • Use Terraform for all infrastructure

    Avoid vendor-proprietary template formats

  • DevContainer specification for configs

    Works across VS Code, Codespaces, Gitpod, Coder

  • Standard container images

    No vendor-specific base images or extensions

  • Document all vendor-specific features used

    Maintain migration notes for each feature

  • Regular data export testing

    Quarterly validation of export/restore procedures

  • Maintain alternative vendor evaluation

    Annual review of market alternatives

Migration Paths

Coder to Gitpod

Terraform templates need rewrite to .gitpod.yml, but DevContainers work as-is

Moderate Effort

Any CDE to GitHub Codespaces

DevContainers fully compatible, but requires GitHub Enterprise

Low Effort

CDE to Local Development

DevContainers run locally, security controls may need adjustment

High Effort

Self-Hosted to Managed

Offload operations but may lose some customization

Moderate Effort