Security playbook · AI Employee: Sig

Tool Migration & Secure Deployment

Migration completes with zero access gaps

The problem

Security tool migrations (EDR swap, SIEM change, SSO IdP migration, MDM replacement) are multi-quarter projects with major risk. Migration windows have gaps in coverage; old + new tools conflict; policy translation between vendors loses fidelity; users experience friction; the migration ends up 6-12 months late with permanent parallel-run of old + new. Meanwhile new-vendor cost is doubled + old-vendor cost never fully retired.

At a glance
Trigger
Form
Approvals
Security + IT lead approval per phase
What it does
Writes to your systems
Systems
Identity · EDR · MDM
How it feels in production

An hour-by-hour walkthrough.

Company decides to migrate from CrowdStrike to SentinelOne (or Okta to Azure AD, or Splunk to Elastic — same pattern). Sig orchestrates the migration: **Planning phase (weeks 1-4)** - Inventory of every source system's usage (agent deployment, policy configuration, integration points) - Policy translation: each source-tool policy mapped to equivalent target-tool policy - Gap analysis: features in source not available in target; workarounds identified - Rollout plan: pilot cohort, staged waves, coexistence + cutover strategy **Pilot phase (weeks 5-8)** - Deploy target tool alongside source on pilot cohort (100 employees) - Compare detection + coverage + performance parity between tools - Refine policies based on pilot learnings **Staged rollout (weeks 9-20)** - Deploy in waves of 500 users. Each wave: install target, validate parity, remove source, verify no coverage gap. - Sig tracks each user's migration state, catches failures, retries or escalates - Users see structured comms: what's changing, when, what if issues **Cutover + retirement (weeks 21-24)** - Final users migrated - Source tool retired per contract; license terminated - Migration retrospective + policy audit Migration completes in 24 weeks instead of 12+ months. No coverage gaps; no permanent dual-run; policy fidelity preserved.
How it works

Step by step.

  1. 01

    Comprehensive inventory + policy translation

    Every deployment, every policy, every integration. Source-to-target policy mapping with fidelity assessment.

    Source tool APIs · Target tool APIs · Policy translation
  2. 02

    Pilot validation

    Small cohort with coexistence. Parity comparison; policy refinement.

    Pilot cohort · Parity monitoring
  3. 03

    Staged rollout with per-wave verification

    Waves of 500 users. Install target, validate, remove source, verify. Sig tracks per user; catches failures.

    MDM · Deployment automation · Per-user tracking
  4. 04

    User communication + support

    Structured comms about changes. Support flow for migration issues. FAQ + escalation path.

    Email · Slack · Support ticketing
  5. 05

    Retirement + audit

    Source tool retired. License terminated. Migration audit for gaps or policy translation issues.

    Contract management · Audit + retrospective
Systems and wiring

What you connect to make this run.

Source + target tool APIs

read+write

Both tools operated in parallel during migration. Per-user state tracked across both.

MDM · Deployment automation

read+write

Deployment orchestration for install + uninstall. Wave-based rollout with rollback capability.

Slack · Teams · Email

read+write

User communication + support. Structured messaging reduces migration friction.

Contract management + licensing

read+write

Source-tool retirement + license termination. Timeline coordinated with migration completion.

What changes

Before and after, honestly.

Migration duration (planning to source-tool retirement)
Before
12-24 months
After
5-9 months
Coverage gap incidents during migration
Before
3-15
After
0-2
% of policies migrated with fidelity
Before
60-80%
After
95%+
Cost of parallel-run period
Before
6-12 months double-cost
After
1-3 months double-cost
Frequently asked

Answers about this playbook.

What if the pilot reveals target tool doesn't meet needs?

Pilot as decision gate. If gaps too large, halt migration + reconsider. Better to abandon early than force incomplete migration.

How does it handle policies that don't have direct equivalents?

Gap analysis surfaces these early. Custom target-tool rules developed; occasionally requires vendor-side feature work.

What about user friction during migration?

User communication + support reduce friction. Some short-term friction accepted for long-term benefit; managed transparently.

Can we migrate across cloud providers (AWS to GCP)?

Same pattern for cloud infrastructure migrations. Longer horizon; typically multi-quarter for large infrastructure.

How does it interact with vendor negotiations (leverage from migration threat)?

Migration planning provides vendor-negotiation leverage. Willingness to migrate credibly changes vendor pricing behavior.

See it run on your data.

Free plan, no credit card. Connect the systems this playbook needs and run it against a past event first.