Waypoint Tech Advisors – Cybersecurity Baseline + Monitoring + Fractional CTO
Waypoint · Microsoft 365 security operations for growing organizations

A cybersecurity operating model — baseline, monitoring, and leadership that keeps it effective.

Waypoint helps Microsoft 365 organizations reduce risk without living in never-ending “security projects.” We establish a defensible baseline, keep it from drifting with continuous monitoring, and provide Fractional CTO leadership when security decisions start affecting revenue, compliance, and growth.

Think “reliable car,” not custom build.
Start with brakes and airbags (baseline). Keep it maintained (monitoring). Bring in a driver-coach when the stakes rise (Fractional CTO).

40% of common SOC 2 controls aligned on Day 1 using the WaypointX baseline.

Built for internal IT teams, security leaders, and MSPs running on Microsoft 365.

What Waypoint Delivers an operating model you can run

The three parts that prevent decay

Baseline · establish the floor Monitoring · prevent drift Leadership · align decisions
Phase 1
Establish
defensible baseline
Phase 2
Operate
monitor + govern
When needed
Lead
Fractional CTO

Choose your path

Most teams start with the baseline, then attach monitoring. When the business stakes rise, Fractional CTO leadership helps align security with budget, compliance, and growth priorities.

WaypointX baseline

Establish the Microsoft 365 security floor across identity, devices, and data — fast and consistently.

Monitoring & drift control

Continuous checks and executive-ready reporting that prevent posture decay after go-live.

Fractional CTO

Senior leadership when security and technology decisions start affecting revenue, compliance, and customer demands.

How it’s bought: establish once, then operate continuously.

This is the model that reduces risk and avoids annual “security project” resets: a one-time baseline establishment, followed by ongoing monitoring and governance. The ongoing motion is typically positioned as an operating service and is often treated as a tax-deductible business expense.

Phase 1: Establish

Enforce the baseline and normalize configuration across identity, devices, and data.

Phase 2: Operate

Monitor for drift, gaps, and risky exceptions so your security floor doesn’t decay.

Optional: Lead

Add Fractional CTO leadership when decisions impact budget, compliance, hiring, or customer requirements.

Note: spend classification and tax treatment depend on your situation — confirm with your finance and tax advisors.

Microsoft-native security, not another stack.

Waypoint focuses on turning on and governing Microsoft 365 protections you already own. That reduces tool sprawl and makes security outcomes easier to defend.

Uses what you own

Business Premium, E3, and E5 environments can all benefit from a baseline-first approach.

Licensing-aware

Recommend upgrades only when outcomes justify it, not as a default upsell.

Executive-ready evidence

Reporting that supports audits, insurance reviews, and customer security questionnaires.

Start with a Baseline Assessment

We’ll compare your Microsoft 365 environment to the baseline, identify gaps across identity, devices, and data, and outline what can be reduced quickly — then show how monitoring keeps it effective over time.